研究者詳細 - 門田　功

論文 - 門田　功

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Synthesis of Ozonides Mediated by Molecular Sieve Under Solvent-Free Conditions 査読国際誌

Mohamed R. El-kholany, Nana Kishimoto, Kenta Tanaka, Hiroyoshi Takamura, Isao Kadota

Tetrahedron 134137 - 134137 2024年7月

Strongly reducing helical phenothiazines as recyclable organophotoredox catalysts 査読国際誌

Haru Ando, Hiroyoshi Takamura, Isao Kadota, Kenta Tanaka

Chemical Communications 60 ( 36 ) 4765 - 4768 2024年

Total synthesis and structure–antifouling activity relationship of scabrolide F 査読国際誌

Hiroyoshi Takamura, Yuki Sugitani, Ryohei Morishita, Takefumi Yorisue, Isao Kadota

Organic & Biomolecular Chemistry 22 ( 28 ) 5739 - 5747 2024年

A direct oxidative esterification of aldehydes with alcohols mediated by photochemical C–H bromination 査読国際誌

Haru Ando, Sakura Kodaki, Hiroyoshi Takamura, Isao Kadota, Kenta Tanaka

Organic & Biomolecular Chemistry 2024年

Efficient Method for the Preparation of Ozonides Under Dry Conditions 査読国際共著国際誌

Mohamed R. El-kholany, Nana Kishimoto, Kenta Tanaka, Hiroyoshi Takamura, Isao Kadota

Bulletin of the Chemical Society of Japan 96 ( 12 ) 1316 - 1318 2023年12月

Chemical synthesis and antifouling activity of monoterpene–furan hybrid molecules 査読国際誌

Hiroyoshi Takamura, Yuya Kinoshita, Takefumi Yorisue, Isao Kadota

Organic and Biomolecular Chemistry 21 ( 3 ) 632 - 638 2023年

Relative stereochemical determination of the C61–C83 fragment of symbiodinolide using a stereodivergent synthetic approach 査読国際誌

Hiroyoshi Takamura, Kosuke Hattori, Takumi Ohashi, Taichi Otsu, Isao Kadota

Organic and Biomolecular Chemistry 21 ( 44 ) 8837 - 8848 2023年

担当区分：最終著者記述言語：英語掲載種別：研究論文（学術雑誌）出版者・発行元：Royal Society of Chemistry (RSC)

Stereodivergent synthesis of the C61–C74 and C69–C83 fragments of symbiodinolide elucidated the relative configuration of its C61–C83 fragment.

DOI： 10.1039/d3ob01420g

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Total Synthesis of Scabrolide F 査読国際誌

Hiroyoshi Takamura, Yuki Sugitani, Ryohei Morishita, Isao Kadota

Organic Letters 24 ( 42 ) 7845 - 7849 2022年10月

Chemical Synthesis and Biological Effect on Xylem Formation of Xylemin and Its Analogues 査読国際誌

Hiroyoshi Takamura, Hiroyasu Motose, Taichi Otsu, Shiori Shinohara, Ryugo Kouno, Isao Kadota, Taku Takahashi

European Journal of Organic Chemistry 2020 ( 18 ) 2745 - 2753 2020年5月

Unified Total Synthesis, Stereostructural Elucidation, and Biological Evaluation of Sarcophytonolides 査読

Hiroyoshi Takamura, Isao Kadota

Journal of Synthetic Organic Chemistry, Japan 77 ( 12 ) 1190 - 1200 2019年12月

Stereocontrolled synthesis of the macrolactone core of neopeltolide 査読

Andreas Meissner, Nobuhiro Tanaka, Hiroyoshi Takamura, Isao Kadota

Tetrahedron Letters 60 ( 5 ) 432 - 434 2019年1月

Formal total synthesis of enigmazole A 査読

Andreas Meissner, Takayuki Kishi, Yuka Fujisawa, Yuto Murai, Hiroyoshi Takamura, Isao Kadota

Tetrahedron Letters 59 ( 51 ) 4492 - 4495 2018年12月

Unified Total Synthesis, Stereostructural Elucidation, and Biological Evaluation of Sarcophytonolides 査読

Takamura, Hiroyoshi, Kikuchi, Takahiro, Iwamoto, Kohei, Nakao, Eiji, Harada, Naoki, Otsu, Taichi, Endo, Noriyuki, Fukuda, Yuji, Ohno, Osamu, Suenaga, Kiyotake, Guo, Yue-Wei, Kadota, Isao

Journal of Organic Chemistry 83 ( 18 ) 11028 - 11056 2018年9月

Improved Synthesis of the A–E Ring Segment of Ciguatoxin CTX3C by Using Intramolecular Allylations 査読

Tokihiro Tanaka, Hiroki Asakura, Rie Fujiwara, Kentaro Kumamoto, Hiroaki Izuka, Kengo Shiroma, Hiroyoshi Takamura, Isao Kadota

Bulletin of the Chemical Society of Japan 91 ( 4 ) 507 - 514 2018年4月

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：The Chemical Society of Japan

An improved synthesis of the AE ring segment of ciguatoxin CTX3C is described. The E ring segment was synthesized by the intramolecular reaction of allylic stannane and aldehyde with high stereoselectivity. Construction of the AE ring framework was performed by using the intramolecular allylation of α-acetoxy ether followed by ring-closing metathesis.

DOI： 10.1246/bcsj.20170390

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Convergent total synthesis of (−)-dactylolide 査読

Tokihiro Tanaka, Yuto Murai, Takayuki Kishi, Hiroyoshi Takamura, Isao Kadota

Tetrahedron Letters 59 ( 8 ) 763 - 766 2018年2月

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：Elsevier BV

A convergent total synthesis of (−)-dactylolide is described. Constructing the 2,6-disubstituted exo-methylene THP moiety was achieved by the intramolecular allylation of α-acetoxy ether. The cyclization precursor was prepared from two segments, an alcohol and carboxylic acid derivatives, by esterification followed by reductive acetylation.

DOI： 10.1016/j.tetlet.2018.01.034

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Total Synthesis of Rhoiptelol B 査読

Isao Kadota, Nobuhiro Tanaka, Hiroyoshi Takamura

HETEROCYCLES 97 ( 2 ) 1157 - 1157 2018年

Total Synthesis of Two Possible Diastereomers of Natural 6-Chlorotetrahydrofuran Acetogenin and Its Stereostructural Elucidation 査読

Hiroyoshi Takamura, Tomoya Katsube, Kazuki Okamoto, Isao Kadota

Chemistry - A European Journal 23 ( 68 ) 17191 - 17194 2017年12月

担当区分：最終著者記述言語：英語掲載種別：研究論文（学術雑誌）出版者・発行元：Wiley-VCH Verlag

The first total synthesis of two possible diastereomers of natural 6-chlorotetrahydrofuran acetogenin 1 has been achieved. The synthetic route features 5-exo-tet cyclization, Z selective Wittig reaction and Julia olefination for the construction of conjugated diene and enyne moieties, and stereoselective chlorination. Comparison of their 1H and 13C NMR data and specific rotation with those of the natural product elucidated the absolute configuration of natural (−)-6-chlorotetrahydrofuran acetogenin 1.

DOI： 10.1002/chem.201703234

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Late-stage divergent synthesis and antifouling activity of geraniol-butenolide hybrid molecules 査読

Hiroyoshi Takamura, Takumi Ohashi, Takahiro Kikuchi, Noriyuki Endo, Yuji Fukuda, Isao Kadota

Organic and Biomolecular Chemistry 15 ( 26 ) 5549 - 5555 2017年

担当区分：最終著者記述言語：英語掲載種別：研究論文（学術雑誌）出版者・発行元：Royal Society of Chemistry

Hybrid molecules consisting of geraniol and butenolide were designed and synthesized by the late-stage divergent strategy. In the synthetic route, ring-closing metathesis was utilized for the construction of a butenolide moiety. A biological evaluation of the eight synthetic hybrid compounds revealed that these molecules exhibit antifouling activity against the cypris larvae of the barnacle Balanus (Amphibalanus) amphitrite with EC50 values of 0.30-1.31 μg mL-1. These results show that hybridization of the geraniol and butenolide structural motifs resulted in the enhancement of the antifouling activity.

DOI： 10.1039/c7ob01160a

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Total Synthesis of Sarcophytonolide H and Isosarcophytonolide D: Structural Revision of Isosarcophytonolide D and Structure–Antifouling Activity Relationship of Sarcophytonolide H 査読

Hiroyoshi Takamura, Takahiro Kikuchi, Noriyuki Endo, Yuji Fukuda, Isao Kadota

Organic Letters 18 ( 9 ) 2110 - 2113 2016年5月

Chemical control of xylem differentiation by thermospermine, xylemin, and auxin 査読

Yoshimoto Kaori, Takamura Hiroyoshi, Kadota Isao, Motose Hiroyasu, Takahashi Taku

Scientific Reports 6 21487 - 21487 2016年2月

記述言語：英語出版者・発行元：Macmillan Publishers Limited.

The xylem conducts water and minerals from the root to the shoot and provides mechanical strength to the plant body. The vascular precursor cells of the procambium differentiate to form continuous vascular strands, from which xylem and phloem cells are generated in the proper spatiotemporal pattern. Procambium formation and xylem differentiation are directed by auxin. In angiosperms, thermospermine, a structural isomer of spermine, suppresses xylem differentiation by limiting auxin signalling. However, the process of auxin-inducible xylem differentiation has not been fully elucidated and remains difficult to manipulate. Here, we found that an antagonist of spermidine can act as an inhibitor of thermospermine biosynthesis and results in excessive xylem differentiation, which is a phenocopy of a thermospermine-deficient mutant acaulis5 in Arabidopsis thaliana. We named this compound xylemin owing to its xylem-inducing effect. Application of a combination of xylemin and thermospermine to wild-type seedlings negates the effect of xylemin, whereas co-treatment with xylemin and a synthetic proauxin, which undergoes hydrolysis to release active auxin, has a synergistic inductive effect on xylem differentiation. Thus, xylemin may serve as a useful transformative chemical tool not only for the study of thermospermine function in various plant species but also for the control of xylem induction and woody biomass production.

DOI： 10.1038/srep21487

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