2021/12/16 更新

写真a

タニグチ ショウコ
谷口 抄子
TANIGUCHI Shoko
所属
医歯薬学域 准教授
職名
准教授
外部リンク

学位

  • 薬学修士 ( 岡山大学 )

  • 博士(薬学) ( 岡山大学 )

研究キーワード

  • 薬用植物学

  • 漢方

  • 質的研究

  • 生薬学

研究分野

  • ライフサイエンス / 薬系化学、創薬科学

所属学協会

 

論文

  • Barricyclin D1—a dimeric ellagitannin with a macrocyclic structure—and accompanying tannins from Barringtonia racemosa 査読

    Shinji Yoshikawa, Lih-Geeng Chen, Morio Yoshimura, Yoshiaki Amakura, Tsutomu Hatano, Shoko Taniguchi

    Bioscience, Biotechnology, and Biochemistry   85 ( 7 )   1609 - 1620   2021年6月

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    担当区分:責任著者   記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:Oxford University Press (OUP)  

    <title>ABSTRACT</title>
    Our examination of high molecular weight polyphenolic constituents in the leaves of Barringtonia racemosa of the family Lecythidaceae uncovered 5 previously undescribed ellagitannins. One, barringtin M1 (1), among them was a hydrolysable tannin monomer, while remaining 4, barringtins D1 (2), D2 (3), D3 (4), and barricyclin D1 (5), were all dimers. Barricyclin D1 had a first macrocyclic structure formed from casuarictin (6) and tellimagrandin I (7), and the other ellagitannins had structures related to 5. Two additional known phenolics, valoneic acid dilactone (8) and schimawalin A (9), were also isolated from the leaves. These results suggested that the leaves of B. racemosa are a natural resource rich in hydrolysable tannin oligomers.

    DOI: 10.1093/bbb/zbab073

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    その他リンク: http://academic.oup.com/bbb/article-pdf/85/7/1609/38820703/zbab073.pdf

  • High-performance liquid chromatographic profile and 1H quantitative nuclear magnetic resonance analyses for quality control of a Xinjiang licorice extract 査読

    Atsumi Miyazaki, Eerdunbayaer, Tsugumi Shiokawa, Hiroko Tada, Yunhe Lian, Shoko Taniguchi, Tsutomu Hatano

    Bioscience, Biotechnology, and Biochemistry   84 ( 10 )   2128 - 2138   2020年10月

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    掲載種別:研究論文(学術雑誌)   出版者・発行元:Oxford University Press (OUP)  

    <title>Abstract</title>
    Various pharmacological properties of Xinjiang licorice flavonoids have been reported recently. We have investigated constituents corresponding to distinct peaks on the high-performance liquid chromatography (HPLC) profile of a flavonoid-rich extract from licorice, and identified 13 flavonoids, including licochalcone A (1), licochalcone B (3), glabrone (4), and echinatin (5), by isolating them and then performing high-resolution electrospray ionization mass spectrometry and 1H nuclear magnetic resonance (NMR) spectral analyses. We then applied the 1H quantitative NMR (qNMR) method for analysis of major flavonoids, 1 and 3–5 in the extract. The 1H qNMR results were supported by 13C NMR analysis. The results demonstrated the utility of the combination of HPLC profiling and qNMR analyses for quality control of Xinjiang licorice. Additionally, we observed a moderate inhibitory effect of the most abundant constituent, licochalcone A (1), on acetylcholine esterase activity, suggesting utility as a seed for drug development.

    DOI: 10.1080/09168451.2020.1785272

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  • Structures, NMR Spectroscopic Features, and Cytotoxic Properties of Oligomeric Hellinoyl (m-GO-m-GOG)-Type Ellagitannins from the Galls of Tamarix aphylla. 査読

    Orabi MAA, Orabi EA, Taniguchi S, Sakagami H, Yoshimura M, Amakura Y, Hatano T

    J Nat Prod   82 ( 10 )   2682 - 2695   2019年10月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    DOI: 10.1021/acs.jnatprod.9b00073

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  • 1H Quantitative NMR analyses of β-asarone and related compounds for quality control of Acorus rhizome herbal drugs in terms of the effects of their constituents on in vitro acetylcholine esterase activity 査読

    Nwe Haymar Lynn, Thein Zaw Linn, Cui Yanmei, Yuuki Shimozu, Shoko Taniguchi, Tsutomu Hatano

    Bioscience, Biotechnology, and Biochemistry   83 ( 5 )   892 - 900   2019年5月

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    掲載種別:研究論文(学術雑誌)   出版者・発行元:Oxford University Press (OUP)  

    <title>ABSTRACT</title>
    We used quantitative nuclear magnetic resonance analyses to measure the contents of major constituents of Acorus rhizome materials used as herbal drugs. The inhibitory effects of crude n-hexane extracts and their individual constituents on in vitro acetylcholine esterase activity were evaluated. The crude extracts had unexpectedly weak inhibitory effects (46–64% inhibition at 1.0 mg/mL), despite the high content (46–64%) of β-asarone, which independently had a potent effect (IC50 2.9 µM [0.61 µg/mL]). Further investigation revealed participation of eudesmin A, a lignan constituent, in the suppression of the inhibitory effect of β-asarone.

    DOI: 10.1080/09168451.2019.1569493

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  • Modified Dehydroellagitannins from Davidia involucrata Leaves 査読

    Tsutomu Hatano, Akari Esumi, Hiroe Aoyama, Yuuki Shimozu, Shoko Taniguchi

    HETEROCYCLES   98 ( 7 )   895 - 895   2019年

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    掲載種別:研究論文(学術雑誌)   出版者・発行元:The Japan Institute of Heterocyclic Chemistry  

    DOI: 10.3987/com-19-14072

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  • Uncariagambiriines B and C, Alkaloid-Catechin Hybrids from Uncaria gambir Leaves 査読

    Tsutomu Hatano, Mutsumi Oshima, Hiroe Aoyama, Yuuki Shimozu, Shoko Taniguchi, Takanori Miura

    HETEROCYCLES   98 ( 6 )   804 - 804   2019年

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    掲載種別:研究論文(学術雑誌)   出版者・発行元:The Japan Institute of Heterocyclic Chemistry  

    DOI: 10.3987/com-19-14086

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  • Hydrolyzable Tannins of Tamaricaceous Plants. 7.1 Structures and Cytotoxic Properties of Oligomeric Ellagitannins from Leaves of Tamarix nilotica and Cultured Tissues of Tamarix tetrandra 査読

    Mohamed A. A. Orabi, Shoko Taniguchi, Hiroshi Sakagami, Morio Yoshimura, Yoshiaki Amakura, Tsutomu Hatano

    Journal of Natural Products   79 ( 4 )   984 - 995   2016年4月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:American Chemical Society (ACS)  

    Partially unacylated new oligomeric hydrolyzable tannins, nilotinin T2 (1, trimer) and nilotinin Q1 (2, tetramer), together with four known trimers, nilotinin T1 (3) and hirtellins T1-T3 (4-6), and a dimer, tamarixinin B (7), were isolated from the aqueous acetone extracts of leaves of Tamarix nilotica. Among them, the new trimer 1 and the known trimers 4 and 6, in addition to the partially unacylated new trimer nilotinin T3 (8), the known dimers nilotinin D3 (9) and tamarixinin C (10), and the monomer tellimagrandin I (11), were isolated from the cultured shoots of Tamarix tetrandra. The structures of the new hydrolyzable tannins were established by chromatographic analyses and extensive ID and 2D NMR, HRESI-TOFMS, and ECD spectroscopic experiments. Among the new oligomeric tannins, the particular unacylated position of a glucose core is attributed to a possible biosynthetic route. Isolation of the same oligomeric tannins from cultured shoots of T. tetrandra emphasizes the unique biogenetic ability of the obtained cultures on production of the structurally and biologically characteristic tamaricaceous tannins commonly produced by the intact Tamarix plants. Additionally, tannins obtained in the present study together with gemin D (12) and 1,3-di-O-galloyl-4,6-O-(aS)-hexahydroxydiphenoyl-beta-D-glucose (13), from our previous investigation of the leaves of T. nilotica, exhibited variable tumor-specific cytotoxic effects. The ellagitannin trimers 4, 6, and 8 and the dimer 9 exerted predominant tumor-selective cytotoxic effects with high specificity toward human promyelocytic leukemia cells.

    DOI: 10.1021/acs.jnatprod.5b01065

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  • Constituents of Psoralea corylifolia fruits and their effects on methicillin-resistant Staphylococcus aureus 査読

    Cui Y, Taniguchi S, Kuroda T, Hatano T

    Molecules   20 ( 7 )   12500 - 12511   2015年7月

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    掲載種別:研究論文(学術雑誌)  

    DOI: 10.3390/molecules200712500

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  • Action mechanism of 6, 6 '-dihydroxythiobinupharidine from Nuphar japonicum, which showed anti-MRSA and anti-VRE activities 査読

    Shinya Okamura, Eri Nishiyama, Tomohiro Yamazaki, Nao Otsuka, Shoko Taniguchi, Wakano Ogawa, Tsutomu Hatano, Tomofusa Tsuchiya, Teruo Kuroda

    BIOCHIMICA ET BIOPHYSICA ACTA-GENERAL SUBJECTS   1850 ( 6 )   1245 - 1252   2015年6月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:ELSEVIER SCIENCE BV  

    Background: Multidrug-resistant bacteria, such as methicillin-resistant Staphylococcus aureus (MRSA) and vancomycin resistant enterococci (VRE), cause serious infections at clinical sites, for which the development of new drugs is necessary. We screened candidates for new antibiotics and investigated its action mechanism.
    Methods: An antimicrobial compound was isolated from an extract of Nuphar japonicum. Its chemical structure was determined by NMR, MS, and optical rotation. We measured its minimum inhibitory concentration (MIC) using the microdilution method. The effects of the compound on DNA gyrase and DNA topoisomerase IV were investigated with DNA supercoiling, decatenation, and cleavage assay.
    Results: We isolated and identified 6,6'-dihydroxythiobinupharidine as the antimicrobial compound. The MIC of this compound was 1-4 mu g/mL against various MRSA and VRE strains. We also demonstrated that this compound inhibited DNA topoisomerase IV (IC50 was 10-15 mu M), but not DNA gyrase in S. aureus, both of which are known to be the targets of quinolone antibiotics and necessary for DNA replication. However, this compound only exhibited slight cross-resistance to norfloxacin-resistant S. aureus, which indicated that DTBN might inhibit other targets besides topoisomerase IV. These results suggest that 6,6'-dihydroxythiobinupharidine may be a potent candidate or seed for novel antibacterial agents.
    Conclusions: DTBN from N. japonicum showed anti-MRSA and anti-VRE activities. DTBN might be involved in the inhibition of DNA topoisomerase IV.
    General significance: DTBN might be useful as a seed compound. The information on the inhibition mechanism of DTBN will be useful for the modification of DTBN towards developing novel anti-MRSA and anti-VRE drug. (C) 2015 Elsevier B.V. All rights reserved.

    DOI: 10.1016/j.bbagen.2015.02.012

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  • Hydrolyzable tannins of tamaricaceous plants. V. Structures of monomeric-trimeric tannins and cytotoxicity of macrocyclic type tannins isolated from Tamarix nilotica 査読

    Orabi MAA, Taniguchi S, Sakagami H, Yoshimura M, Yoshida T, Hatano T

    J Nat Prod   76 ( 5 )   947 - 956   2013年5月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    DOI: 10.1021/np4001625

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  • Furosonin, a novel hydrolyzable tannin from Geranium thunbergii 査読

    Taniguchi S, Nogaki R, Bao LM, Kuroda T, Ito H, Hatano T

    HETEROCYCLES   86 ( 2 )   1525 - 1532   2012年12月

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    掲載種別:研究論文(学術雑誌)  

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  • Isolation and structural identification of new phenolic compounds from Emblica Officinalis fruits

    H. Arasuna, S. Taniguchi, T. Okuda, H. Ito, T. Hatano

    PLANTA MEDICA   78 ( 11 )   1048 - 1048   2012年8月

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    記述言語:英語   出版者・発行元:GEORG THIEME VERLAG KG  

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  • ANTIBACTERIAL EFFECTS OF HYDROLYZABLE TANNINS AND RELATED ARTIFICIAL TANNINS 査読

    Airi Doi, Mohamed A. A. Orabi, Shoko Taniguchi, Takuya Ogawa, Yasuo Takeuchi, Teruo Kuroda, Tomofusa Tsuchiya, Hideyuki Ito, Tsutomu Hatano

    PHARMACEUTICAL BIOLOGY   50 ( 5 )   649 - 649   2012年5月

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    記述言語:英語   出版者・発行元:INFORMA HEALTHCARE  

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  • Hydrolyzable tannins of tamaricaceous plants. IV: Micropropagation and ellagitannin production in shoot cultures of Tamarix tetrandra 査読

    Mohamed A. A. Orabi, Shoko Taniguchi, Susumu Terabayashi, Tsutomu Hatano

    PHYTOCHEMISTRY   72 ( 16 )   1978 - 1989   2011年11月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:PERGAMON-ELSEVIER SCIENCE LTD  

    Shoot cultures of Tamarix tetrandra on Linsmaier-Skoog (LS) agar medium with 30 g l(-1) sucrose, 2.13 mg l(-1) indoleacetic acid and 2.25 mg l(-1) benzyl adenine produced ellagitannins found in intact plants of the Tamaricaceae. This was demonstrated by the isolation of 14 monomeric-tetrameric ellagitannins from the aq. Me(2)CO extract of the cultured tissues. This is the first report on the production of ellagitannin tetramers by plant tissue culture. The effects of light and certain medium constituents on tissue growth and ellagitannin production were examined. The contents of representative tannins of different types [i.e., tellimagrandin II (monomer), hirtellin A (linear COG-type dimer), hirtellin B (hellinoyl-type dimer), hirtellin C (macrocyclic-type dimer), and hirtellin T1 (linear COG-type trimer)] in the resultant tissues in response to these factors were estimated by HPLC, and the optimal condition for production of these tannins were established. Shoots cultured on LS hormone-free medium promoted root development, and regenerated plants could adapt to ordinary soil and climate. Acclimatized and intact T. tetrandra plants that were collected in November and May, respectively, demonstrated seasonal differences in individual ellagitannin contents. HPLC comparison of individual ellagitannin contents in different plant materials (i.e., leaves, stems, and roots) of intact T. tetrandra plants is also reported. The results are discussed with respect to cellular deposition and biosynthetic relationship of tannins. (C) 2011 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.phytochem.2011.07.011

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  • NEW OXIDATION PRODUCTS FROM (-)-EPIGALLOCATECHIN GALLATE IN NEUTRAL SOLUTION

    Takayo Ohyabu, Shoko Taniguchi, Hideyuki Ito, Tsutomu Hatano

    HETEROCYCLES   82 ( 2 )   1685 - +   2011年3月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:PERGAMON-ELSEVIER SCIENCE LTD  

    Two new products, EGCG-MOx-D5 (3) and EGCG-MOx-D6 (4), on the oxidation of (-)-epigallocatechin gallate (EGCG) (1) in its aqueous solution were isolated and their structures were elucidated. These structures and those of previously established ones suggested the pathways of the changes in the oxidation. Rapid decrease of 1 accompanied by the formations of the oxidative products suggested the participation of these products in the biological and pharmacological effects reported to be those of 1.

    DOI: 10.3987/COM-10-S(E)81

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  • Hydrolyzable Tannins of Tamaricaceous Plants. III. Hellinoyl- and Macrocyclic-Type Ellagitannins from Tamarix nilotica

    Mohamed A. A. Orabi, Shoko Taniguchi, Morio Yoshimura, Takashi Yoshida, Kaori Kishino, Hiroshi Sakagami, Tsutomu Hatano

    JOURNAL OF NATURAL PRODUCTS   73 ( 5 )   870 - 879   2010年5月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:AMER CHEMICAL SOC  

    Three new hellinoyl-type ellagitannins, nilotinins M4 (7), D7 (8), and D8 (9), and a new macrocyclic-type, nilotinin D9 (10), together with eight known tannins, hirtellins B (2), C (11), and F (12), isohirtellin C (13), tamarixinin A (3), tellimagrandins I and II, and 1,2,6-tri-O-galloy-beta-D-glucose (14), were isolated from an aqueous acetone extract of Tamarix nilotica dried leaves. Nilotinin M4 (7) is a monomeric tannin possessing a hellinoyl moiety. The structure of 8 demonstrated replacement of one of the HHDP groups at the glucose core O-4/O-6 in ordinary dimeric tannins with a galloyl moiety at O-6. This is a new structural feature among the tamaricaceous ellagitannins. On the basis of the results, reported spectroscopic assignments for 2, 3, and the macrocyclic tannins 11-13 were revised. Unusual shifts in the NMR spectra of these macrocyclic tannins are also discussed in relation to their conformations. Several tannins isolated from T nilotica were assessed for possible cytotoxic activity against four human tumor cell lines, and nilotinin D8 (9) and hirtellin A (1) showed high cytotoxic effects.

    DOI: 10.1021/np900829g

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  • NEW MONOMERIC AND DIMERIC HYDROLYZABLE TANNINS FROM TAMARIX NILOTICA

    Mohamed A. A. Orabi, Shoko Taniguchi, Morio Yoshimura, Takashi Yoshida, Tsutomu Hatano

    HETEROCYCLES   80 ( 1 )   463 - 475   2010年1月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:PERGAMON-ELSEVIER SCIENCE LTD  

    Two new ellagitannin monomers, nilotinins M2 (4) and M3 (5), two new dimers, nilotinins D4 (6), D5 (7), and a known dimer (8), were isolated from an aqueous acetone extract of dried leaves of Tamarix nilotica (Ehrenb.) Bunge. Structures of 4-7 were determined based on spectral data and chemical correlations with known tannins. The known dimer 8 was isolated from a plant extract for the first time; its (1)H and (13)C assignments are also reported here.

    DOI: 10.3987/COM-09-S(S)46

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  • Evaluation of polyphenolic constituents in gambir products

    Tsutomu Hatano, Naomi Yoshikado, Kayo Kuroda, Shoko Taniguchi, Fumiaki Ohashi, Kou-ichi Doi, Takashi Shibata, Takashi Yoshida

    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY   238   122 - 122   2009年8月

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    記述言語:英語   出版者・発行元:AMER CHEMICAL SOC  

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  • Monomeric and dimeric hydrolysable tannins of Tamarix nilotica

    Mohamed A. A. Orabi, Shoko Taniguchi, Tsutomu Hatano

    PHYTOCHEMISTRY   70 ( 10 )   1286 - 1293   2009年7月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:PERGAMON-ELSEVIER SCIENCE LTD  

    An ellagitannin monomer, nilotinin M1 (1), and three dimers, nilotinins D1 (2), D2 (3), and D3 (4), were isolated from leaves of Tamarix nilotica (Ehrenb.) Bunge. Structures were elucidated based on analysis of spectroscopic data and chemical correlations with known compounds. In addition, six known tannins, hirtellin A (5) (dimer), remurin A (6), remurin B (7), 1,3-di-O-galloyl-4,6-O-(S)-hexahydroxydiphenoyl-beta-D-glucose (8), gemin D (9), and hippomanin A (10) (monomers), were isolated for the first time from this plant species. The reported (13)C NMR assignments of the dehydrodigalloyl moiety and glucose cores of 5 are revised, and the (13)C NMR spectroscopic data for 6 and 7 are also reported for the first time. (C) 2009 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.phytochem.2009.07.019

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  • A new trimeric hydrolyzable tannin, oenotherin T2, isolated from aerial parts of Oenothera tetraptera Cav.

    Taniguchi Shoko, Imayoshi Yoko, Yoshida Takashi

    Heterocycles   79 ( 1 )   617 - 626   2009年4月

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    記述言語:英語   出版者・発行元:Japan Institute of Heterocyclic Chemistry  

    DOI: 10.3987/COM-08-S(D)26

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  • UNCARIAGAMBIRIINE AND GAMBIRCATECHOL: NOVEL CONSTITUENTS OF UNCARIA GAMBIR LEAVES

    Naomi Yoshikado, Shoko Taniguchi, Naoki Kasajima, Fumiaki Ohashi, Kou-Ichi Doi, Takashi Shibata, Takashi Yoshida, Tsutomu Hatano

    HETEROCYCLES   77 ( 2 )   793 - 800   2009年2月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:PERGAMON-ELSEVIER SCIENCE LTD  

    Two new polyphenolic compounds, uncariagambiriine (1) and gambircatechol (2), were isolated from Uncaria gambir leaves, along with dehydrodicatechin A (3), catechin-(8 -&gt; 6&apos;)-catechin (4), catechin-(6 -&gt; 6&apos;)-catechin (5), and (+)-catechin (6). The structures of the new compounds, one of which is composed of an indole alkaloid and (+)-catechin, were established based on spectroscopic data.

    DOI: 10.3987/COM-08-S(F)73

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  • Antibacterial effects of tannins and related polyphenols in guava (Psidium guajava L.) products and guava leaves on food poisoning bacteria(グァバ飲料およびグァバ葉に含まれるタンニンおよび関連ポリフェノールの食中毒細菌に対する抗菌作用)

    Yamanaka, F, Hatano, T, Ito, H, Taniguchi, S, Takahashi, E, Okamoto, K

    Journal of Japanese Society for Medicinal Use of Functional Foods(機能性食品と薬理栄養)   5 ( 4 )   217 - 222   2009年

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  • Flavonol glucuronides and C-glucosidic ellagitannins from Melaleuca squarrosa

    Morio Yoshimura, Hideyuki Ito, Kyoko Miyashita, Tsutomu Hatano, Shoko Taniguchi, Yoshiaki Amakura, Takashi Yoshida

    PHYTOCHEMISTRY   69 ( 18 )   3062 - 3069   2008年12月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:PERGAMON-ELSEVIER SCIENCE LTD  

    Two flavonoids and three ellagitannins, squarrosanins A, B, and C, were isolated from the leaves of Melaleuca squarrosa. The flavonoids were characterized structurally as kaempferol-3-O-(2 &apos;&apos;-O-galloyl)-glucuronide and herbacetin-3-O-glucuronide, while the ellagitannins were characterized as monomeric and dimeric C-glucosidic ellagitannins by application of spectroscopic and chemical methods. The antioxidant effect of the polyphenolic constituents of the M. squarrosa leaves was also examined in vitro, and C-glucosidic tannins including oligomers were shown to be more effective radical scavengers against 1,1diphenyl-2-picrylhydi-azyl (DPPH) than flavonoids and ordinary ellagitannins. (c) 2008 Elsevier Ltd. All rights reserved.

    DOI: 10.1016/j.phytochem.2008.04.004

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  • Dimeric flavans from gambir and their structural correlations with (+)-catechin

    Taniguchi Shoko, Kuroda Kayo, Doi Kou-ichi

    Heterocycles   76 ( 2 )   1171 - 1180   2008年11月

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    記述言語:英語   出版者・発行元:Japan Institute of Heterocyclic Chemistry  

    DOI: 10.3987/COM-08-S(N)76

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  • Antibacterial effects of guava tannins and related polyphenols on Vibrio and Aeromonas species

    Fumi Yamanaka, Tsutomu Hatano, Hideyuki Ito, Shoko Taniguchi, Eizo Takahashi, Keinosuke Okamoto

    NATURAL PRODUCT COMMUNICATIONS   3 ( 5 )   711 - 720   2008年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:NATURAL PRODUCTS INC  

    An extract obtained from a bottled tea drink of Psidium guajava L. (Myrtaceae) showed antibacterial effects on Vibrio vulnificus, V. mimicus, V. parahaemolyticus, and Aeromonas sobria. HPLC-diode array detector (DAD) analysis of an effective fraction obtained from the extract revealed the presence of several tannins and related polyphenols. To verify these results and to estimate the antibacterial effects of the polyphenols, we isolated the polyphenols from the leaves of P. guajava. Among the polyphenols isolated, pedunculagin, castalagin, casuarinin, and stenophyllanin A were effective against Vibrio and Aeromonas species. Studies of structurally related compounds revealed that penta-O-galloyl-beta-D-glucose (PGG), (-)-epigallocatechin gallate (EGCG), and alkyl gallates such as isoamyl gallate (IG) and n-octyl gallate exhibited potent antibacterial activities. The minimum bactericidal concentrations (MBCs) of three polyphenols (i.e., PGG, EGCG, and IG) that exhibited low minimum inhibitory concentrations (MICs) were then determined. Comparisons of the MBCs and MICs indicated that PGG was not bactericidal at the MIC, whereas EGCG and IG were. The effect of combinations of the three polyphenols with several antibiotics was also examined. The combination of IG and kanamycin (KM) effectively reduced the MIC of KM against V. vulnificus and V. mimicus; the combination of EGCG and tetracycline (TC) also reduced the MIC of TC against V. parahaemolyticus. Thus, polyphenols may be useful in the development of antibacterial agents against Vibrio bacteria.

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  • New dimeric flavans from gambir, an extract of Uncaria gambir

    Taniguchi Shoko, Kuroda Kayo, Yoshikado Naomi, Doi Kou-ichi, Tanabe Masahiro, Shibata Takashi, Yoshida Takashi, Hatano Tsutomu

    Heterocycles   74   595 - 605   2007年12月

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    記述言語:英語   出版者・発行元:Japan Institute of Heterocyclic Chemistry  

    <p>Three new dimeric flavans, catechin-(4 alpha -> 8)-ent-epicatechin (7), gambirflavan D1 (8), and gambirflavan D2 (9), were isolated from gambir (an extract from the leaves and young twigs of Uncaria gambir), and their structures were determined based on spectroscopic and chemical data.</p>

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  • Revised Structures of Gambiriins A1, A2, B1, and B2, Chalcane-Flavan Dimers from Gambir (Uncaria gambir Extract)

    Taniguchi Shoko, Kuroda Kayo, Doi Kou-ichi, TANABE Masahiro, SHIBATA Takashi, YOSHIDA Takashi, HATANO Tsutomu

    Chemical & pharmaceutical bulletin   55 ( 2 )   268 - 272   2007年2月

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    記述言語:英語   出版者・発行元:公益社団法人日本薬学会  

    Gambir, the aqueous extract from Uncaria gambir (Rubiaceae), has been used as an astringent medicine in Asian countries. Investigation of the constituents in the extract led to the isolation of four chalcane-flavan dimers, gambiriin A1 (6), A2 (7), B1 (8), and B2 (9), in addition to (+)-catechin (1), (+)-epicatechin (2), and dimeric proanthocyanidins, procyanidin B1 (3), procyanidin B3 (4), and gambiriin C (5). The spectroscopic and chemical data obtained in the present study indicated that their previously proposed structures 6a, 7a, 8a, and 9a should be revised to 6, 7, 8, and 9, respectively.

    DOI: 10.1248/cpb.55.268

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  • Evaluation of gambir quality based on quantitative analysis of polyphenolic constituents

    Shoko Taniguchi, Kayo Kuroda, Kou-Ichi Doi, Kazutoshi Inada, Naomi Yoshikado, Yuji Yoneda, Masahiro Tanabe, Takashi Shibata, Takashi Yoshida, Tsutomu Hatano

    YAKUGAKU ZASSHI-JOURNAL OF THE PHARMACEUTICAL SOCIETY OF JAPAN   127 ( 8 )   1291 - 1300   2007年

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    記述言語:日本語   掲載種別:研究論文(学術雑誌)   出版者・発行元:PHARMACEUTICAL SOC JAPAN  

    Gambir (asen'yaku in Japanese), an aqueous extract of leaves and young twigs of Uncaria gambir Roxb., has traditionally been used as a treatment for diarrhea and dysentery as an internal medicine and for sore throat as a gargle. Although it is a pharmacopoeic medicine in Japan, the quantitative evaluation of its constituents has not yet been adopted in the Japanese pharmacopoeia. We analyzed polyphenolic constituents in 31 gambir and related products to establish evaluation methods, since gambir contains large amounts of polyphenolic constituents. The total flavan contents in the samples revealed using the vanillin-HCl estimation method ranged from 24-79%. Reversed-phase high performance liquid chromatography (RP-HPLC) analysis indicated that catechin was the most abundant constituent in each sample, with contents in the range of 7-76%. The catechin contents in the gambir products between the first and third quartiles were 28-54%. Thus, the lower limit of the catechin content in gambir products can be set at around 20% for quality management. Fifteen tested samples were subjected to HPLC analysis to show the presence of epicatechin (1.5% on average) and the dimeric compounds procyanidin B1, procyanidin B3, and gambiriin A1 (ca. 1 % each). The molecular weight distributions of polymeric flavans in the gambir products were analyzed by gel permeation chromatography (GPC) and showed that the average degree of polymerization for each sample was 3 to 7. These results indicate that the combination of the vanillin-HCl method, RP-HPLC analysis, and GPC analysis gives valuable information for evaluating the polyphenolic profiles of gambir products.

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  • Enhancement of antibacterial effects of epigallocatechin gallate, using ascorbic acid

    Hatano T, Tsugawa M, Kusuda M, Taniguchi S, Yoshida T, Shiota S, Tsuchiya T

    Phytochemistry, Available online 21 September 2007   2007年

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  • 木本性植物の組織培養によるタンニン生産と生合成

    谷口 抄子, 波多野 力, 矢崎 一史

    木材学会誌   52 ( 2 )   67 - 76   2006年

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    記述言語:日本語   出版者・発行元:日本木材学会  

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  • 植物物培養細胞による天然抗腫瘍活性化合物の効率的生産に関する研究

    谷口抄子

    薬学雑誌 (2005) 125(6), 499-507   125 ( 6 )   499 - 507   2005年

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  • Tumor-specific cytotoxic activity of ployphenols, terpenoids, ketones and other synthetic compounds

    H Sakagami, S A Chowdhury, F Suzuki, K Hashimoto, H Hatano, F Takekawa, M Ishihara, H Kikuchi, H Nishikawa, S Taniguchi, H Ito, T Hatano, T Yoshida, T, e

    Functional Polyphenols and Carotenes with Antioxidative Actio (2005), 133-176   2005年

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  • Two New Analogues of Trijugin-Type Limonoids from the Leaves of Sandoricum koetjape

    Ismail Intan Safinar, Ito Hideyuki, Hatano Tsutomu, TANIGUCHI Shoko, YOSHIDA Takashi

    Chemical & pharmaceutical bulletin   52 ( 9 )   1145 - 1147   2004年9月

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    記述言語:英語   出版者・発行元:公益社団法人日本薬学会  

    Two new additional trijugin-type limonoids, sandrapins D (4) and E (5), which are analogues of the previously reported sandrapins A&mdash;C (1&mdash;3), were isolated as minor components from the leaves of Sandoricum koetjape (Meliaceae), and their structures were elucidated on the basis of MS and NMR spectral data.

    DOI: 10.1248/cpb.52.1145

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  • Chemical Constituents of Artemisia herba-alba Asso

    KIM Tae-Hoon, ITO Hideyuki, HATANO Tsutomu, TANIGUCHI Shoko, KHENNOUF Seddik, YOSHIDA Takashi

    Natural medicines = 生薬學雜誌   58 ( 4 )   165 - 165   2004年8月

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    記述言語:英語   出版者・発行元:日本生薬学会  

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  • Production of hydrolyzable tannins by tissue culture of Oenothera species.

    S Taniguchi, Y Imayoshi, T Hatano, H Ito, T Yoshida

    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY   228   U237 - U237   2004年8月

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    記述言語:英語   出版者・発行元:AMER CHEMICAL SOC  

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  • Modified limonoids from the leaves of Sandoricum koetjape

    IS Ismail, H Ito, T Hatano, S Taniguchi, T Yoshida

    PHYTOCHEMISTRY   64 ( 8 )   1345 - 1349   2003年12月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:PERGAMON-ELSEVIER SCIENCE LTD  

    Three trijugin-type limonoids, sandrapins A, B and C, were isolated from the leaves of Sandoricum koetjape and their structures, which are related to capensolactones, were elucidated by a detailed 2D-NMR spectroscopic analysis. (C) 2003 Elsevier Ltd. All rights reserved.

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  • New TNF-α releasing inhibitors as cancer preventive agents from traditional herbal medicine and combination cancer prevention study with EGCG and sulindac or tamoxifen

    Hirota Fujiki, Masami Suganuma, Miki Kurusu, Sachiko Okabe, Yoko Imayoshi, Shoko Taniguchi, Takashi Yoshida

    Mutation Research   523   119 - 125   2003年2月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    DOI: 10.1016/S0027-5107(02)00327-5

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  • Hydrolysable Tannin Production in Oenothera tetraptera Shoot Tissue Culture

    Taniguchi Shoko, Imayoshi Yoko, Hatano Tsutomu, YAZAKI Kazufumi, YOSHIDA Takashi

    Plant biotechnology   19 ( 5 )   357 - 363   2002年12月

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    記述言語:英語   出版者・発行元:日本植物細胞分子生物学会  

    Shoot-generating tissue cultures of Oenothera tetraptera that produce polyphenolic compounds were established. The tissues, which were subcultured on LS agar medium containing 10&mu;M IAA and 10&mu;M kinetin, produced galloylglucoses and monomeric and dimeric ellagitannins. Plants were regenerated from the tissues upon transfer from the growth regulator-containing medium to hormone-free medium. Plant regeneration from Oenothera shoots was accompanied by changes in the composition of hydrolysable tannins (galloylglucoses to oligomeric ellagitannins).

    DOI: 10.5511/plantbiotechnology.19.357

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  • Accumulation of hydrolyzable tannins by Aleurites fordii callus culture

    S Taniguchi, K Uechi, R Kato, H Ito, T Hatano, K Yazaki, T Yoshida

    PLANTA MEDICA   68 ( 12 )   1145 - 1146   2002年12月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:GEORG THIEME VERLAG KG  

    A callus culture of Aleurites fordii Hemsley (Euphorbiaceae) producing five galloylglucoses and an ellagitannin, geraniin, was established. The production of pentagalloylglucose was remarkably enhanced under light irradiation compared with that in the dark. Cell growth and tannin production were also greatly affected by changing the concentrations and composition of nitrogen sources.

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  • Production of bioactive triterpenes by Eriobotrya japonica calli

    S Taniguchi, Y Imayoshi, E Kobayashi, Y Takamatsu, H Ito, T Hatano, H Sakagami, H Tokuda, H Nishino, D Sugita, S Shimura, T Yoshida

    PHYTOCHEMISTRY   59 ( 3 )   315 - 323   2002年2月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:PERGAMON-ELSEVIER SCIENCE LTD  

    Callus tissue cultures induced from an axenic leaf of Eriobotrya japonica (Rosaceae) produced triterpenes in large amounts (ca. 50 mg/g dry wt). Nine triterpenes were characterized as ursolic acid, oleanolic acid, 2alpha-hydoxyursolic acid, maslinic acid, tormentic acid, 2alpha, 19alpha-dihydroxy-3-oxo-urs-12-en-28-oic acid, hyptadienic acid and a mixture of 3-O-cis-p-coumaroyltormentic acid and 3-O-trans-p-coumaroyltormentic acid. The triterpene composition in the callus tissues was noticeably different from that in intact leaves. The contents of tormentic acid with antidiabetic action, and 2alpha, 19alpha-dihydroxy-3-oxo-urs-12-en-28-oic acid with anti-HIV activity, were much larger than those in the intact leaves. All of the triterpenes isolated from the callus tissues showed an inhibitory effect comparable to (-)-epigallocatechin gallate (EGCG) of green tea on the activation of Epstein-Barr virus early antigen (EBV-EA) induced by 12-O-tetradecanoylphorbol-13-acetate (TPA). 2alpha, 19alpha-Dihydroxy-3-oxo-urs-12-en-28-oic acid was the most potent inhibitor among them and caused a significant delay of two-stage carcinogenesis on mouse skin. (C) 2002 Elsevier Science Ltd. All rights reserved.

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  • A macrocyclic ellagitannin trimer, oenotherin T-1, from Oenothera species

    S Taniguchi, Y Imayoshi, R Yabu-uchi, H Ito, T Hatano, T Yoshida

    PHYTOCHEMISTRY   59 ( 2 )   191 - 195   2002年1月

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    Oenotherin T-1 was isolated from leaves of Oenothera tetraptera as a major ellagitannin. Its structure, that of a macrocyclic trimer with a new acyl group, an isodehydrovaloneoyl group, was established. This compound was also produced by callus tissues induced from O. laciniata leaves. (C) 2002 Published by Elsevier Science Ltd.

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  • New TNF-α Releasing Inhibitors, Geraniin and Corilagin, in Leaves of Acer nikoense, Megusurino-ki

    Okabe Sachiko, Suganuma Masami, Imayoshi Yoko, TANIGUCHI Shoko, YOSHIDA Takashi, FUJIKI Hirota

    Biological & pharmaceutical bulletin   24 ( 10 )   1145 - 1148   2001年10月

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    記述言語:英語   出版者・発行元:公益社団法人日本薬学会  

    The success of green tea as a cancer preventive is based on evidence that green tea contains tannins and antioxidants, does not show toxicity in humans and has long traditional use in Asia. In the light of this, herbal medicines are now also attracting attention as potential sources of cancer preventive agents. Using the inhibition of TNF-&alpha; release assay, we studied Acer nikoense (Megusurino-ki in Japanese), one of the herbal medicines. The inhibitory activity of TNF-&alpha; release was found in the leaf extract rather than the bark extract, and the main active constituents were identified as geraniin and corilagin, which are present in another Japanese traditional herb, Geranium thunbergii (Genno-shoko). The IC50 values of TNF-&alpha; release inhibition were 43 &mu;M for geraniin and 76 &mu;M for corilagin, whereas that for (&minus;)-epigallocatechin gallate (EGCG) was 26 &mu;M. Treatment with geraniin prior to application of okadaic acid, a tumor promoter on mouse skin initiated with 7,12-dimethylbenz(a)anthracene, reduced the percentage of tumor-bearing mice from 80.0 to 40.0% and the average numbers of tumor per mouse from 3.8 to 1.1 in week 20. Thus, geraniin has slightly weaker inhibitory activity than EGCG. Since geraniin and corilagin have been well investigated as representative tannins, we discuss here the new possibility of classical herbal medicine in the development of preventive agents for cancer and other life-style related diseases.

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  • Galloylglucoses and riccionidin A in Rhus javanica adventitious root cultures

    S Taniguchi, K Yazaki, R Yabu-uchi, K Kawakami, H Ito, T Hatano, T Yoshida

    PHYTOCHEMISTRY   53 ( 3 )   357 - 363   2000年2月

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    Adventitious root cultures of Rhus javanica L. produced large amounts of galloylglucoses (gallotannins) and an anthocyanidin, riccionidin A, formerly found only in liverworts. Production of both galloylglucoses and riccionidin A in the adventitious root culture system was suppressed by light. The Rhus root culture showed the highest productivity for those secondary metabolites in a modified Linsmaier-Skoog (LS) liquid medium containing 30 mM NH4+ and 30 mM NO, as nitrogen sources in the presence of 10(-6) M 3-indoleacetic acid (IAA). (C) 2000 Elsevier Science Ltd. All rights reserved.

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  • Constituents of Geranium thunbergii SIEB. et ZUCC. XV. Modified Dehydroellagitannins, Geraniinic Acids B and C, and Phyllanthusiin F

    Ito Hideyuki, Hatano Tsutomu, Namba Osamu, SHIRONO Tadashi, OKUDA Takuo, YOSHIDA Tadashi

    Chemical & pharmaceutical bulletin   47 ( 8 )   1148 - 1151   1999年8月

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    記述言語:英語   出版者・発行元:公益社団法人日本薬学会  

    Three new hydrolyzable tannins, geraniinic acids B and C, and phyllanthusiin F, were isolated from the water-soluble portion of 70% aqueous acetone homogenate of the Geranium thunbergii leaves and their structures were determined by spectroscopic and chemical methods. These tannins are regarded as modified metabolites of geraniin, a major component of this plant. Phyllanthusiins, which are tannins characteristic of the Pyrllanthus species of Euphorbiaceae, were also isolated from this plant.

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  • Production of macrocyclic ellagitannin oligomers by Oenothera laciniata callus cultures

    S Taniguchi, N Nakamura, M Nose, S Takeda, R Yabu-uchi, H Ito, T Yoshida, K Yazaki

    PHYTOCHEMISTRY   48 ( 6 )   981 - 985   1998年7月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:PERGAMON-ELSEVIER SCIENCE LTD  

    Callus cultures of Oenothera laciniata grown on LS agar medium supplemented with IAA and kinetin produced large amounts of the macrocyclic ellagitannin dimer, oenothein B, and a trimer, oenothein A, accompanied with related monomeric hydrolysable tannins. The content of the main compound oenothein B (65 mg/g dry wt) in calli cultured on modified LS medium containing 10 mM NH4+ and 5 mM NO3- was nearly two times higher than that in intact leaves. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

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  • 半田山に自生する薬用植物の成分研究,ヌルデの組織培養生産(2),都市近郊林(半田山)の自然特性およびその環境保全機能に関する研究

    平成10年度岡山大学教育研究学内特別経費研究成果報告書   36 - 42   1998年

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  • Production of tannic acid by Rhus javanica cell cultures

    S Taniguchi, S Takeda, R YabuUchi, T Yoshida, K Yazaki

    PHYTOCHEMISTRY   46 ( 2 )   279 - 282   1997年9月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:PERGAMON-ELSEVIER SCIENCE LTD  

    Cell cultures of Rhus javanica producing large amounts of tannic acid, which is a mixture of tetra- to decagalloylglucoses, were established. The calli cultured on Linsmaier-Skoog gellan gum medium containing 10(-5) M 2,4-dichlorophenoxyacetic acid and 10(-5) M benzyladenine showed high gallotannin production as well as a high growth rate. The main component in a mixture of polygalloylglucoses detected in cultured cells was heptagalloylglucose, while octagalloylglucose was the representative compound in intact plants. The parent compound was confirmed by isolating pentagalloylglucose produced upon methanolysis of the depside linkage of polygalloylglucoses in an ethyl acetate fraction of the callus extract. (C) 1997 Elsevier Science Ltd.

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  • A Novel Pingment and Gallotannin Production by <Rhus Javanica> Root Cultures. ,

    International Symposium on Natural Medicines, Abstracts, 1997, Kyoto Japan.   153   1997年

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  • コガネバナの共同栽培試験

    日本植物園協会誌   31   62 - 67   1997年

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  • Comparative culutivation of Scutellaria baicalensis.

    Bulletin of Japan Association of Botanical Gardens   31   62 - 67   1997年

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  • CAMELLIATANNIN D, A NEW INHIBITOR OF BONE RESORPTION, FRON CAMELLIA JAPONICA

    波多野 力, 韓 力, 谷口 抄子, 奥田 拓男, 木曽 良信, 田中 隆治, 吉田 隆志

    Chemical & pharmaceutical bulletin   43 ( 11 )   2033 - 2035   1995年11月

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    記述言語:英語   出版者・発行元:公益社団法人日本薬学会  

    Camelliatannin D (1), a new complex tannin which inhibits Ca release from mouse calvaria, was isolated from the leaves and fruits of Camellia japonica L. (Theaceae). This tannin is the first example of complex tannin composed of a dimeric hydrolyzable tannin and a flavan-3-ol.

    DOI: 10.1248/cpb.43.2033

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  • TANNINS AND RELATED POLYPHENOLS OF THEACEOUS PLANTS .8. CAMELLIATANNIN-C AND CAMELLIATANNIN-E, NEW COMPLEX TANNINS FROM CAMELLIA-JAPONICA LEAVES

    T HATANO, L HAN, S TANIGUCHI, T SHINGU, T OKUDA, T YOSHIDA

    CHEMICAL & PHARMACEUTICAL BULLETIN   43 ( 10 )   1629 - 1633   1995年10月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:PHARMACEUTICAL SOC JAPAN  

    Two new tannins, camelliatannins C (1) and E (2), were isolated from the leaves of Camellia japonica L. (Theaceae). They were found to be complex tannins of a new type, lacking C-C bond between glucose C-1 and the aroyl (hexahydroxydiphenoyl) group at glucose O-2.

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  • TANNINS OF THEACEOUS PLANTS .2. CAMELLIATANNIN-A AND CAMELLIATANNIN-B, 2 NEW COMPLEX TANNINS FROM CAMELLIA-JAPONICA L

    T HATANO, S SHIDA, L HAN, T OKUDA

    CHEMICAL & PHARMACEUTICAL BULLETIN   39 ( 4 )   876 - 880   1991年4月

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    記述言語:英語   掲載種別:研究論文(学術雑誌)   出版者・発行元:PHARMACEUTICAL SOC JAPAN  

    Two new complex tannins, camelliatannins A (1) and B (2), were isolated from the leaves of Camellia japonica L. (Theaceae). The structures of these tannins, each consisting of a C-glucosidic ellagitannin and (-)-epicatechin (9), were established by means of chemical degradation, synthesis from casuariin (4) and 9, and rotating frame Overhauser enhancement spectroscopy (ROESY). Gemin D (3), 4, pedunculagin (5) and 2,3-(S)-hexahydroxydiphenoyl-D-glucose (6) were also isolated from the leaves.

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  • Galloylhomoarbutin and related polyphenols from Pyrola incarnata

    Kazufumi Yazaki, Shoko Shida, Takuo Okuda

    Phytochemistry   28 ( 2 )   607 - 609   1989年

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    記述言語:英語   掲載種別:研究論文(学術雑誌)  

    A new polyphenol, 6-O-galloylhomoarbutin was isolated from Pyrola incarnata, along with (+)-catechin, (-)-epicatechin gallate, procyanidin B1, B3 B2-3′-O-gallate, B2-3,3′-di-O-gallate, hyperin and hyperin-2″-O-gallate. Hyperin-2″-O-gallate, one of the main components, showed strong tanning activity. © 1989.

    DOI: 10.1016/0031-9422(89)80060-3

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書籍等出版物

  • ポリフェノール : 機能性成分研究開発の最新動向

    波多野, 力, 下田, 博司( 担当: 分担執筆 ,  範囲: 阿仙薬のポリフェノール成分と品質評価)

    シーエムシー出版  2016年6月  ( ISBN:9784781311623

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    総ページ数:viii, 288p   担当ページ:56–64   記述言語:日本語

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  • Effects of natural polyphenols on methicillin-resistant Staphylococcus aureus in relation to their chemical and physical properties

    Nova Science  2008年 

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MISC

  • P-48 Tannins of Tamarix Plants: Structures of New Ellagitannins, Cytotoxicity of Tamarix Tannins, and Accumulation of Tannins in Cultured Shoots

    Orabi Mohamed A.A., Taniguchi Shoko, Kishino Kaori, Sakagami Hiroshi, Yoshimura Morio, Yoshida Takashi, Hatano Tsutomu

    天然有機化合物討論会講演要旨集   ( 52 )   613 - 618   2010年9月

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    記述言語:英語   出版者・発行元:天然有機化合物討論会  

    Investigation of the tannin constituents of Tamarix nilotica (Tamaricaceae) has resulted in the isolation of one new (1) and the three known trimeric ellagitannins hirrtellins T1 (4), T2 (2) and T3 (3). On the basis of spectroscopic and chemical experiments, the new tannin (1) was assigned a unique macrocyclic structure consisting of three tatally acylated glucose cores connected together by a p-dehydrodigalloyl (p-GOG) and two m-dehydrodigalloyl (m-GOG) moieties in the mode shown by the formula 1. Major T. nilotica dimers, hirtellins A (5) and B (6) and tamarixinin A (7), together with some related tannins, remurins A (8) and B (9), milotinins M4 (10) and D8 (11), with good abundance in the plant, were tested for their possible direct cytotoxic activity on human oral squamous cell carcinoma (HSC-2, HSC-3, anc HSC-4) and promyelocytic leukemia (HL-60) cell lines compared with their effects on human oral normal cells (HGF, HPC and HPLF), and all of the tested tannins were potently cytotoxic against HL-60 cells. Among all of the tested tannins, hirtellin A (5) and nilotinin D8 (11) showed potent cytotoxic effects and elevated tumor specificity (TS) values against all tested tumor cell lines. Upon oujr effort to find an alternative source for the stable production of these tannins through a biotechnological approach we established shoot cultures of T. tetrandra capable of producting ellagitannins. Chromatographic separations of an extract of cultured tissues, afforded 14 known monomeric-tetrameric together with new monomeric (12) and trimeric (13) ellagitannins, belonging to the different type of the tamaricaceous tannins. Known tannins were identified as 4 monomers, tellimagrandins I (14) and II (15), nilotinin M2 (16), remurin A (8), 8 dimers, hirtellins A (5), B (6) and C (19), isohirtellin C (20), milotinin D3 (17), tamarixinins A (7), B (21) and C (18), a trimer, hirtellin T1 (4) and a tetramer, hirtellin Q1 (22). The structure where O-1 of a glucose core of hirtellin T1 (4) was deacylated was assigned for the new trimer 13. The new monomer (12) was determined as methyl (2,3-di-O-galloyl-4,6-hexahydroxydiphenoyl)-β-D-glucoside. The influences of light, and manipulating nutrients in the culture medium on the growth and tannin production in cultured shoots of T. tetrandra were examined. Tamaricaceous plants produce unique class of hydrolysable tannins, which could be candidates for developing low-toxocity antitumor agents. T. tetrandra cultured tissues produce monomeric-tetrameric ellagitannins common to tamaricaceous plants. Although the intact plant produce high amoung of hirtellin B (6), the cultured tissues of T. tetrandra accumulalte high amoung of hirtellin A (5), which has been shown to have significant host-mediated antitumor activity in a previous study, and prominent selective cytotosic effects against broad specrum of tumor cell lines in our present investigation.

    DOI: 10.24496/tennenyuki.52.0_613

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  • 薬用資源としての半田山植物の利用,コマツヨイグサおよびヌルデの生理活性ポリフェノールの組織培養生産,都市近郊林(半田山)の自然特性およびその環境保全機能に関する研究

    岡山大学教育研究学内特別経費研究成果報告書   40 - 46   1995年

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  • 新種大環状加水分解性タンニンオリゴマーの構造-36員環構造のタンニンおよび関連化合物

    第35回天然有機化合物討論会(京都)講演要旨集   638 - 645   1993年

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  • Structures of hydrolyzable tannin oligomers of new type, -A 36-membered macrocyclic tannin and related compounds-

    35th symposium on the chemistry of natural products, symposium papers   638 - 645   1993年

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  • Anti-HIV tannins from Camellia japonica and related plant species

    34th symposium on the chemistry of natural products, symposium papers   510 - 517   1992年

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  • ツバキおよび近縁植物の抗 HIV 作用を有するタンニン

    第 34 回天然有機化合物討論会(東京)講演要旨集   510 - 517   1992年

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  • ツバキ目植物および近縁植物のタンニンの化学的研究

    岡山大学大学院薬学研究科修士論文   1989年

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講演・口頭発表等

  • Structures of hydrolyzable tannin oligomers of new type, -A 36-membered macrocyclic tannin and related compounds-

    35th symposium on the chemistry of natural products, symposium papers  1993年 

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    開催年月日: 1993年

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  • 新種大環状加水分解性タンニンオリゴマーの構造-36員環構造のタンニンおよび関連化合物

    第35回天然有機化合物討論会(京都)講演要旨集  1993年 

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    開催年月日: 1993年

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  • ツバキおよび近縁植物の抗 HIV 作用を有するタンニン

    第 34 回天然有機化合物討論会(東京)講演要旨集  1992年 

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    開催年月日: 1992年

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  • Anti-HIV tannins from Camellia japonica and related plant species

    34th symposium on the chemistry of natural products, symposium papers  1992年 

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    開催年月日: 1992年

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  • メチシリン耐性黄色ブドウ球菌の薬剤排出系に作用するポリフェノール系化合物

    日本生薬学会第57回年会(徳島)  2010年 

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  • Tannins of Tamarix Plants: Strucutures of New Ellagitannins, Cytotoxicity of Tamarix Tannins, and Accumulation of Tannins in Cultured Shoots

    第52回天然物討論会(静岡)  2010年 

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  • 生薬のポリフェノール成分の特性と抗酸化活性

    日本薬学会第130年会(岡山)  2010年 

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  • 花椒の抗リーシュマニア活性成分

    日本薬学会第130年会(岡山)  2010年 

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  • ゲンノショウコ中のgeraniinおよび関連ポリフェノール成分の定量

    日本薬学会第130年会(岡山)  2010年 

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  • Evaluation of polyphenolic constituents in gambir products

    The 238th American Chemical Society National Meeting  2009年 

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  • フウの加水分解性タンニンがメチシリン耐性黄色ブドウ球菌のノルフロキサシン耐性に及ぼす効果

    日本薬学会第129年会(京都)  2009年 

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  • New monomeric and dimeric ellagitannins of Tamarix nilotica.

    第51回天然物討論会(名古屋)  2009年 

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  • 生薬のポリフェノール成分による品質評価

    第26回和漢医薬学会学術大会(千葉)  2009年 

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  • メチシリン耐性黄色ブドウ球菌に対するポリフェノール関連物質の作用

    日本農芸化学会関西・中四国・西日本支部,日本栄養・食糧学会九州・沖縄支部, 日本食品科学工学会西日本支部2009年度合同沖縄大会  2009年 

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  • カバノアナタケInonotus obliquusのメチシリン耐性黄色ブドウ球菌に対する抗菌活性

    第6回日本機能性食品医用学会学術集会(兵庫)  2008年 

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  • 阿仙薬のポリフェノール成分と品質評価

    第37回生薬分析シンポジウム(大阪)  2008年 

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  • メチシリン耐性黄色ブドウ球菌に対する加水分解性タンニンの抗生物質との併用効果

    日本生薬学会第55回年会(長崎)  2008年 

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  • 漢方処方中での生薬間相互作用(第3報)麻杏甘石湯およびその他石膏含有処方について

    日本薬学会第128年会(横浜)  2008年 

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  • Polypenolic Constituents in Gambir

    Phytochemical Society of North America Annual Meeting  2008年 

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  • Antitumor Hydrolysable Tannins from Wildly Growing Plant, Tamarix nilotica, in the Egyptian Oases

    The First Japan-Egypt International Symposium on Science and Tecnology  2008年 

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  • フウLiquidambar formosanaの抗MRSA作用物質

    第46回日本薬学会・日本薬剤師会・日本病院薬剤師会中国四国支部学術大会(高知)  2007年 

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  • ローズマリーのポリフェノール成分

    第127回日本薬学会  2007年 

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  • タイおよびミャンマーの阿仙薬とそのポリフェノール成分

    日本生薬学会第54回年会  2007年 

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  • 阿仙薬のポリフェノール成分による品質評価

    第24回和漢医薬学会大会  2007年 

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  • 阿仙薬の品質評価(6)Catechin 関連の分子量分布

    第126回日本薬学会  2006年 

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  • Inonotus obliquus抽出物のXanthine Oxidase阻害作用および抗酸化作用

    第23回和漢医薬学会大会岐阜大会  2006年 

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  • 漢方処方中での生薬相互作用(第2報)麻杏甘石湯について(その2)

    日本生薬学会第53回年会  2006年 

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  • 阿仙薬に含まれるポリフェノール成分

    第48回天然有機化合物討論会  2006年 

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  • 阿仙薬の品質評価(5)Catechin 二量体関連物質(その2)

    第126回日本薬学会  2006年 

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  • ユキノシタ(Saxifraga stolonifera)シュート培養によるポリフェノール類の生産(第4報)

    第126回日本薬学会  2006年 

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  • ユキノシタSaxifraga stoloniferaシュート培養によるポリフェノール類の生産(第3報)

    日本薬学会第125年会  2005年 

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  • エゾウコギ培養による抗酸化成分の生産

    日本薬学会第125年会  2005年 

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  • 阿仙薬の品質評価(4)Catechin二量体関連物質

    日本生薬学会第52回年会  2005年 

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  • ユキノシタSaxifraga stoloniferaシュート培養によるポリフェノール類の生産(第2報)

    日本薬学会第124年会  2004年 

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  • Production of hydrolyzable tannins by tissue culture of Oenothera species

    The 4th Tannin Conference, 228th ACS National Meeting  2004年 

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  • Antioxidative polyphenols from walnut (Juglans regia)

    The 4th Tannin Conference, 228th ACS National Meeting  2004年 

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  • オーストラリア産 Mealaleuca squarrosa のポリフェノール成分(第4報)

    日本薬学会第124年会  2004年 

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  • 胡桃仁の抗酸化成分(3)

    日本薬学会第124年会  2004年 

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  • 植物培養細胞による天然抗腫瘍活性化合物の効率的生産に関する研究

    第43回日本薬学会・日本病院薬剤師会中国四国支部学術大会  2004年 

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  • C-Glucosidic ellagitannins from Melaleuca squarrosa

    The 4th Tannin Conference, 228th ACS National Meeting  2004年 

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  • Galloylated procyanidins and related polyphenols production in shoot culture of Saxifraga stolonifera

    The 4th Tannin Conference, 228th ACS National Meeting  2004年 

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  • Sandoricum koetjape 葉の成分(3)新規リモノイドの構造

    日本薬学会第123年会  2003年 

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  • Sandoricum koetjape 葉の成分(4)新規リモノイドの構造(2)

    日本生薬学会第50回年会  2003年 

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  • ユキノシタ(Saxifraga stolonifera)シュート培養によるポリフェノール類の生産

    日本生薬学会第50回年会  2003年 

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  • オーストラリア産Melaleuca squarrosaの成分研究(第3報)

    第42回日本薬学会・日本病院薬剤師会中国四国支部学術大会  2003年 

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  • Characterization of Ichthyotoxic and Anticarcinogenic Triterpenoids, and New Limonoids from Sandoricum koetjape

    3rd International Symposium on Natural Drugs  2003年 

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  • オーストラリア産Melaleuca squarrosa の成分研究(第2報)

    日本生薬学会第50回年会  2003年 

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  • ツキミソウ(Oenothera tetraptera)のタンニン(第3報)

    日本生薬学会第49回年会  2002年 

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  • New macrocyclic ellagitannin oligomers from Oenothera tetraptera

    43rd Annual Meeting of the American Society of Pharmacognosy and 3rd Monroe Wall Symposium  2002年 

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  • ツキミソウ (Oenothera tetraptera) のタンニン(第2報)

    日本薬学会第122年会  2002年 

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  • ツキミソウ(Oenothera tetraptera)のタンニン

    日本生薬学会第48回年会  2001年 

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  • ツキミソウ(Oenothera tetraptera)におけるタンニン生産

    日本薬学会第121年会  2001年 

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  • メグスリノキの葉に含まれる geraniin と corilagin : TNF-α遊離阻害とがん予防効果

    第60回日本癌学会総会  2001年 

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  • ビワカルスの物質生産に関する研究―トリテルペノイド成分―

    第39回日本薬学会・日本病院薬剤師会中国四国支部学術大会  2000年 

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  • ツキミソウOenothera tetrapteraシュート培養によるタンニン生産

    日本生薬学会第47回年会  2000年 

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  • ビワのカルス培養におけるトリテルペン成分

    日本薬学会第120年会  2000年 

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  • シナアブラギリ(Aleurites fordii Hemsley) カルス培養におけるタンニン生産

    第18回日本植物細胞分子生物学会大会・シンポジウム  2000年 

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Works(作品等)

  • ABS compositions with easy drying property

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  • 岡山県民間薬使用状況調査報告書第3号〜第5号

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  • ABS resin blend moldings with good coatability

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  • Thermoplastic resin compositions with good coatability and their coated products

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  • ABS compositions with easy drying property

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  • 塗装性の改良された樹脂組成物,共著 日本公開特許広報:公開番号P04-236257(公開日:H4.08.25)

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  • 塗装性,熱可逆性樹脂組成物およびこれを用いた塗装部品,共著 日本公開特許広報:公開番号P05-043632(公開日:H05.02.23)

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  • ABS組成物およびそのペレット,共著 日本公開特許広報:公開番号P03-243645(公開日H3.10.30)

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受賞

  • 日本薬学会中国四国支部奨励賞

    2004年  

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    受賞国:日本国

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担当授業科目

  • 天然物化学概説 (2021年度) 特別  - その他

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  • 有機化学・天然物化学 (2021年度) 後期  - その他

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  • 生薬学 (2021年度) 3・4学期  - 金1,金2

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  • 薬学基礎実習Ⅱ (2021年度) 1・2学期  - その他6~9

  • 薬学基礎実習Ⅱ (2021年度) 1・2学期  - その他6~9

  • 薬用植物学 (2021年度) 第1学期  - 火7,火8

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  • 薬用植物学 (2021年度) 第1学期  - 火7,火8

  • 薬用植物学 (2021年度) 第1学期  - 火7,火8

  • くすりの話 (2020年度) 第2学期  - 月3,月4

  • くすりを考える (2020年度) 第2学期  - 木1,木2

  • 天然物化学概説 (2020年度) 特別  - その他

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  • 天然物化学1 (2020年度) 第1学期  - 水3,水4

  • 天然物化学1 (2020年度) 第1学期  - 水3,水4

  • 天然物化学2 (2020年度) 第2学期  - 水3,水4

  • 天然物化学2 (2020年度) 第2学期  - 水3,水4

  • 有機化学・天然物化学 (2020年度) 特別  - その他

  • 漢方処方応用学 (2020年度) 夏季集中  - その他

  • 漢方処方応用学 (2020年度) 夏季集中  - その他

  • 漢方薬学概論1 (2020年度) 第3学期  - 金5,金6

  • 漢方薬学概論1 (2020年度) 第3学期  - 金5,金6

  • 漢方薬学概論2 (2020年度) 第4学期  - 金5,金6

  • 漢方薬学概論2 (2020年度) 第4学期  - 金5,金6

  • 生薬学1 (2020年度) 第3学期  - 金1,金2

  • 生薬学1 (2020年度) 第3学期  - 金1,金2

  • 生薬学2 (2020年度) 第4学期  - 金1,金2

  • 生薬学2 (2020年度) 第4学期  - 金1,金2

  • 薬学基礎実習Ⅱ (2020年度) 特別  - その他

  • 薬学基礎実習Ⅱ (2020年度) 特別  - その他

  • 薬用天然物化学I (2020年度) 特別  - その他

  • 薬用天然物化学II (2020年度) 特別  - その他

  • 薬用植物学 (2020年度) 第1学期  - 火2,火3

  • 薬用植物学 (2020年度) 第1学期  - 火2,火3

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