Authorship：Corresponding author   Language：English   Publishing type：Research paper (scientific journal)   Publisher：PERGAMON-ELSEVIER SCIENCE LTD  

A new polyhydroxylated pyrrolizidine alkaloid designated as pochonicine (1) was isolated from a solid fermentation culture of the fungal strain Pochonia suchlasporia var. suchlasporia TAMA 87. The structure of 1 was determined using NMR and MS techniques as (1R*, 3S*, 5S*, 6S*, 7R*, 7a S*)-5-acetamidomethyl-3-hydroxymethyl-1,6,7-trihydroxypyrrolizidine. Pochonicine (1) showed potent inhibition against beta-N-acetylglucosaminidases (GlcNAcases) of various organisms including insects, fungi, mammals, and a plant but no inhibition against beta-glucosidase of almond, alpha-glucosidase of yeast, or chitinase of Bacillus sp. The GlcNAcase inhibitory activity of pochonicine (1) was comparable to nagstatin, a potent GlcNAcase inhibitor of natural origin. (C) 2009 Elsevier Ltd. All rights reserved.

DOI： 10.1016/j.bmc.2009.08.052

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：American Chemical Society (ACS)  

A novel beta-N-acetylglucosaminidase (GlcNAcase) inhibitor named TMG-chitotriomycin (1) was isolated from the culture filtrate of Streptomyces anulatus NBRC13369. The strain produced 1 only when colloidal chitin was used as the sole carbon source in the production medium. The structure of 1 was determined by spectral and constitutive sugar analyses of the corresponding alditol derivatives to be an equilibrated mixture of alpha-d-N,N,N-triMeGlcNH2-(1,4)-beta-d-GlcNAc-(1,4)-beta-d-GlcNAc-(1,4)-d-GlcNAc and its C-2 epimer of the reducing end residue. TMG-chitotriomycin (1) showed potent and selective inhibition of insect and fungal GlcNAcases with no inhibition of mammalian and plant GlcNAcases. In contrast, the known GlcNAcase inhibitor nagstatin potently inhibited all GlcNAcases. It should be emphasized that synthesized d-N,N,N-triMeGlcNH2, which is the component sugar of 1, showed no inhibition of the insect Spodoptera litura GlcNAcase. These results suggest that the (GlcNAc)3 unit positioned at the reducing end of 1 is essential for its enzyme inhibitory activity. The unique inhibitory spectrum of 1 will be useful to study chitinolytic systems and to develop selective fungicides or pesticides.

DOI： 10.1021/ja077641f

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Language：English   Publishing type：Research paper (scientific journal)  

DOI： 10.1021/ja077641f

Language：English   Publishing type：Research paper (scientific journal)   Publisher：Oxford University Press (OUP)  

Abstract

Colored rice is abundant in polyphenols, and koji molds have potential for biotransformation. This study aimed to produce Thai-colored rice koji to study its polyphenolic biotransformation. Four industrial koji mold strains: Aspergillus oryzae 6001, A. oryzae 6020, A. sojae 7009, and A. luchuensis 8035, were cultivated on unpolished Thai-colored rice (Riceberry and Sangyod), unpolished Thai white rice (RD43), and polished Japanese white rice (Koshihikari). We discovered that koji molds grew on all the rice varieties. Methanol extracts of all rice kojis exhibited an approximately 2-fold or greater increase in total phenolic content and DPPH antioxidant activity compared to those of steamed rice. Moreover, quercetin, quercetin-3-O-glucoside, isorhamnetin-3-O-glucoside, ferulic acid, caffeic acid, protocatechuic acid, vanillic acid, (+)-catechin, and (–)-epicatechin content increased in Riceberry and Sangyod koji samples. Consequently, Aspergillus solid-state cultivation on unpolished Thai-colored rice exhibited higher functionalization than the cultivation of unpolished Thai white rice and polished Japanese white rice.

DOI： 10.1093/bbb/zbae082

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Other Link： https://academic.oup.com/bbb/article-pdf/88/9/1117/58917482/zbae082.pdf

Language：English   Publishing type：Research paper (scientific journal)   Publisher：Elsevier BV  

DOI： 10.1016/j.lwt.2022.113269

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：Oxford University Press (OUP)  

<title>ABSTRACT</title>
Norathyriol is an aglycone of a xanthonoid C-glycoside mangiferin that possesses different bioactive properties useful for humans compared to mangiferin. Mangiferin is more readily available in nature than norathyriol; thus, efficient mangiferin conversion into norathyriol is desirable. There are a few reports regarding mangiferin C-deglycosylation because of the C–C bond resistance toward acid, alkaline, and enzyme hydrolysis. In this study, we isolated a mangiferin-deglycosylating bacterium strain KM7-1 from the mouse intestine. 16S rDNA sequencing indicated that KM7-1 belongs to the Bacillus genus. Compared to the taxonomically similar bacteria, the growth characteristic of facultative anaerobic and thermophilic resembled, yet only Bacillus sp. KM7-1 was able to convert mangiferin into norathyriol. Resting cells of Bacillus sp. KM7-1 obtained from aerobic cultivation at 50 °C showed high norathyriol formation from 1 m m of mangiferin. Norathyriol formation can be conducted either under aerobic or anaerobic conditions, and the reaction depended on time and bacterial amount.

DOI： 10.1093/bbb/zbaa121

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Other Link： http://academic.oup.com/bbb/article-pdf/85/4/989/36682540/zbaa121.pdf

Language：English   Publishing type：Research paper (scientific journal)  

Publishing type：Research paper (scientific journal)   Publisher：Elsevier BV  

DOI： 10.1016/j.lwt.2020.110061

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：Blackwell Publishing Ltd  

Shrimp cultivation has been faced with huge losses in productivity caused by infectious shrimp pathogenic vibrios, especially Vibrio parahaemolyticus that causes acute hepatopancreatic necrosis disease (AHPND). Hence, purple nonsulphur bacteria (PNSB) were isolated from shrimp ponds for investigating their abilities to control shrimp pathogenic Vibrio spp. and their use as probiotics for sustainable shrimp cultivation. Based on their probiotic properties, strains S3W10 and SS15 were selected because of their strong abilities to produce amylase, gelatinase and vitamin B12. However, only three PNSB strains (SS15, TKW17 and STW181) strongly inhibited V. harveyi_KSAAHRC and V. vulnificus_KSAAHRC including V. parahaemolyticusAHPND strains by secreting antivibrio compounds. Four selected PNSB also grew in the presence of pancreatic enzymes, and they were identified as Rhodobacter sphaeroides for strains S3W10, SS15 and TKW17 and Afifella marina for strain STW181. The effects of a mixed culture were also investigated as follows: T1 (S3W10 + SS15), T2 (S3W10 + TKW17) and T3 (S3W10 + STW181) on postlarval white shrimp (Litopenaeus vannamei) for 60 days by comparison with a control. All three probiotic PNSB sets significantly improved the digestive enzyme activities and shrimp growth with their proliferation in shrimp gastrointestinal tract although the shrimp survival was not significantly different. They also significantly reduced the cumulative mortality of shrimp exposed to a virulent AHPND strain (V. parahaemolyticusSR2). This is the first to conclude that selected probiotic PNSB strains have great potential to be used for shrimp cultivation to control vibrios including AHPND strains.

DOI： 10.1111/are.13149

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：ELSEVIER SCIENCE BV  

This study aimed to investigate the potential of a mixed probiotic purple nonsulfur bacteria (PNSB) for controlling water quality and preventing acute hepatopancreatic necrosis disease (AHPND) to promote growth performance and increase survival of white shrimp (Litopenaeus vannamei) in postlarval stage during cultivation. Four probiotic PNSB (Rhodobacter sphaeroides strains SS15, S3W10, TKW17 and Afifella marina STW181) were investigated for controlling water quality using a mixed culture at a ratio of 1: 1 (roughly 1 x 10(8) cells mL(-1) for each, every week 1-7) as follows; T1 (S3W10 + SS15), T2 (S3W10 + TKW17) and T3 (S3W10 + STW181) and found that throughout 8 weeks shrimp cultivation the most effective sets to reduce NH4(+) and promote shrimp growth (based on weight and total length) were T1 and T3, respectively. Hence, PNSB strains (SS15, S3W10 and STW181) were used as a mixed culture (1: 1: 1, roughly 1 x 10(8) cells mL(-1) for each at weeks 1, 2 and 3) assessing their potential to prevent AHPND by challenge test on shrimp with a virulent strain AHPND-causing Vibrio parahaemolyticus SR2 (roughly 1 x 10(5) cells mL(-1) at day 15) during shrimp cultivation for 30 days. Inoculated PNSB sets (positive control: only PNSB inoculation, and treatment: both PNSB and SR2 inoculations) significantly decreased (P &lt; 0.05) the levels of NH4-, NO2-, NO3- and chemical oxygen demand (COD) with significantly higher (P &lt; 0.05) of dissolved oxygen (DO) compared to native control (no inoculation) and challenge test (only SR2 inoculation). The maximal growth performance of shrimp was observed in the positive control; while no significant difference (P &gt; 0.05) was observed for other sets. PNSB survived and colonized in intestinal shrimp tract to prevent AHPND by increasing 11% survival rate of infected shrimp by strain SR2. The correlation coefficient between PNSB population and shrimp survival showed a positive strong correlation, but a negative strong correlation between vibrios population and shrimp survival. Overall results proved that a mixed three probiotic PNSB are a good candidate for applying in white shrimp cultivation to maintain water quality and to protect shrimp diseases for promoting shrimp growth with higher survival rate. (C) 2017 Elsevier B.V. All rights reserved.

DOI： 10.1016/j.aquaculture.2017.02.033

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Saline soil is one major problem that causes low productivity on rice, while paddy fields are also one source of methane (CH4) emissions that can have a considerable impact on global warming. By using purple nonsulfur bacteria (PNSB) it is possible to overcome both these serious problems because PNSB produce 5-aminolevulinic acid (ALA), a compound that reduces salt stress for plants, and they are also good competitors for methanogens in the paddy fields. Therefore, the objective of this study was to select salt resistant PNSB with an ability to release ALA and reduce CH4 emissions. The PNSB isolates used were obtained from saline paddy fields in southern Thailand and the best were selected on the basis of their good growth under conditions of aerobic dark and anaerobic light while being salt tolerant, released ALA and reduced CH4 emissions under microaerobic light conditions. Among the 272 PNSB isolates, TN114 was the best ALA producer while PP803 was the best to reduce CH4 emissions. Both selected PNSB strains grew well in glutamate acetate (GA) broth containing NaCl up to 6.00% but 0.25% NaCl was their optimal concentration for growth. Under salt stress with 0.25% NaCl, the strain TN114 released 25.63 mu M ALA in GA broth. In scaled-up experiments, when it was mixed with native soil flora in rice straw broth the strain TN114 released 13.44 mu M ALA and the strain PP803 reduced CH4 emissions by 88.41%. These two strains were identified as Rhodopseudomonas palustris according to both traditional and 16 S rRNA identifications. Overall the results demonstrated that they had a good potential as plant growth stimulating bacteria under salt stress, due to the release of ALA and also reduce CH4 emissions. (C) 2014 Elsevier B.V. All rights reserved.

DOI： 10.1016/j.apsoil.2014.10.005

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DOI： 10.1016/j.carbpol.20

Language：English   Publishing type：Research paper (scientific journal)   Publisher：Elsevier BV  

DOI： 10.1016/j.carbpol.2014.08.099

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：UNIV CATOLICA DE VALPARAISO  

Background: Rice is globally one of the most important food crops, and NaCl stress is a key factor reducing rice yield. Amelioration of NaCl stress was assessed by determining the growth of rice seedlings treated with culture supernatants containing 5-aminolevulinic acid (ALA) secreted by strains of Rhodopseudomonas palustris (TN114 and PP803) and compared to the effects of synthetic ALA (positive control) and no ALA content (negative control).
Results: The relative root growth of rice seedlings was determined under NaCl stress (50 mM NaCl), after 21 d of pretreatment. Pretreatments with 1 mu M commercial ALA and 10X diluted culture supernatant of strain TN114 (2.57 mu M ALA) gave significantly better growth than 10X diluted PP803 supernatant (2.11 mu M ALA). Rice growth measured by dry weight under NaCl stress ordered the pretreatments as: commercial ALA N TN114 N PP803 N negative control. NaCl stress strongly decreased total chlorophyll of the plants that correlated with non-photochemical quenching of fluorescence (NPQ). The salt stress also strongly increased hydrogen peroxide (H2O2) concentration in NaCl-stressed plants. The pretreatments were ordered by reduction in H2O2 content underNaCl stress as: commercial ALA N TN114 N PP803 N negative control. The ALA pretreatments incurred remarkable increases of total chlorophyll and antioxidative activities of catalase (CAT), ascorbate peroxide (APx), glutathione reductase (GR) and superoxide dismutase (SOD); under NaCl stress commercial ALA and TN114 had generally stronger effects than PP803.
Conclusions: The strain TN114 has potential as a plant growth stimulating bacterium that might enhance rice growth in saline paddy fields at a lower cost than commercial ALA. (C) 2014 Pontificia Universidad Catolica de Valparaiso. Production and hosting by Elsevier B.V. All rights reserved.

DOI： 10.1016/j.ejbt.2013.12.004

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DOI： 10.1021/jo401694e

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：PERGAMON-ELSEVIER SCIENCE LTD  

Pochonicine is a polyhydroxylated pyrrolizidine alkaloid with a powerful inhibitory activity against beta-N-acetylglucosaminidases. The proposed structure for pochonicine and the three diastereomers concerning its C-1 and/or C-3 positions were synthesized from N-acetyl-D-glucosamine through construction of the pyrrolizidine skeleton by two intramolecular amino cyclizations as key steps. This synthetic study not only revised the structure of the natural product to the corresponding 1,3-di-epi-form but also determined the absolute configuration as 1R, 3S, 5R, 6R, 7S, 7aR. (C) 2013 Elsevier Ltd. All rights reserved.

DOI： 10.1016/j.tetlet2013.01.015

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：UNIV CATOLICA DE VALPARAISO  

The aims were to explore an appropriate isolating medium for obtaining purple nonsulfur bacteria (PNSB) for use as biofertilizers in saline paddy fields and to obtain pure cultures. We therefore chose a defined isolating medium containing 0.25% NaCl, (Glutamate-Acetate broth, GA) and a rice straw broth to compare them for numbers of PNSB obtained, time to obtain pure cultures, diversity and costs. A total of 30 water and 30 sediment samples were collected from saline paddy fields in southern Thailand and used to isolate PNSB in both the isolating media. Based on 60 samples and a period of 13 days incubation under anaerobic light conditions, a greater number of samples produced PNSB growth in GA broth after only day 3; however, after that the rice straw broth provided about a 2 fold increase in the number of samples that produced PNSB growth. Colonies isolated from GA broth required a significantly higher number of repeated streaking to obtain a pure culture (average 3.5) than those from rice straw broth (average 2.7) and the latter medium also produced significantly (P &lt; 0.05) more isolates per sample. Sixty samples of water and sediment, from rice paddies with salinity (average, 3.43 +/- 0.67 mS/cm) and slight acidity (average, pH 5.84 +/- 0.42) provided 62 PNSB isolates by GA broth and 210 isolates by rice straw broth, and rice straw broth also produced a greater prevalence of PNSB. Estimates of the costs based on current prices of media, Gas Pak and electricity to obtain PNSB with the use of GA broth was roughly 6 times higher than for the rice straw broth.

DOI： 10.2225/vol15-issue6-fulltext-8

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The effects of the four major ent-kaurene diterpenoids isolated from the aerial part of Rabdosia japonica (Labiatae) on murine B16-F10 melanoma cells were investigated. Among the compounds tested, oridonin and nodosin most significantly suppressed cellular melanin production when the cells were cultured with these diterpenoids. However, oridonin and nodosin exhibited cytotoxicity against the same melanoma cells with an IC50 of 1.1 μM (0.40 μg/ml) and of 1.3 μM (0.47 μg/ml) and almost complete lethality was observed at 4.0 μM and at 8.0 μM, respectively, and therefore observed melanogenesis inhibition is mainly due to its melanocytotoxic effect. Morphological observation showed that oridonin or nodosin treated B16-F10 melanoma cells induced dendrite structure. Diterpenoids quickly formed adducts partly in Dulbecco's Modified Eagle's Medium (DMEM) containing 10% of fetal bovine serum (10% FBS-DMEM) before their application to the cells. Approximately 20% of oridonin formed adducts within the first 15 min. Notably, dihydronodosin exhibited inferior cytotoxicity (&gt
85% cell viability at 100 μM) but still significantly suppressed melanogenesis (&gt
55%) when murine B16-F10 melanoma cells were cultured with this diterpenoid derivatives. Hence, dihydronodosin can be a potential melanogenesis inhibitor. © 2012 Elsevier GmbH. All rights reserved.

DOI： 10.1016/j.phymed.2012.05.007

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A new S9 family aminopeptidase derived from the actinobacterial thermophile Acidothermus cellulolyticus was cloned and engineered into a transaminopeptidase by site-directed mutagenesis of catalytic Ser491 into Cys. The engineered biocatalyst, designated aminolysin-A, can catalyze the formation of peptide bonds to give linear homo-oligopeptides, hetero-dipeptides, and cyclic dipeptides using cost-effective substrates in a one-pot reaction. Aminolysin-A can recognize several C-terminal-modified amino acids, including the l- and d-forms, as acyl donors as well as free amines, including amino acids and puromycin aminonucleoside, as acyl acceptors. The absence of amino acid esters prevents the formation of peptides
therefore, the reaction mechanism involves aminolysis and not a reverse reaction of hydrolysis. The aminolysin system will be a beneficial tool for the preparation of structurally diverse peptide mimetics by a simple approach. © 2011 The Royal Society of Chemistry.

DOI： 10.1039/c0ob00403k

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：SPRINGER  

In order to explore compounds naturallly inhibitory to shrimp pathogenic vibrios, a culture filtrate of Pseudomonas sp. W3 at a pH of 2 was extracted with ethyl acetate (EtOAc) to produce 82.15 mg/l of a yellow-brown extract (EtOAc-W3) that had MIC values of 225-450 mu g/ml against the growth of 18 shrimp pathogenic Vibrio harveyi strains. The MIC of EtOAc-W3 against the most pathogenic strain PSU 2015 was 450 mu g/ml and this strain had the lowest LD(50) (50% lethal dose) to pacific white shrimp (Litopenaeus vannamei, PL 21). At this MIC value, EtOAc-W3 in artificial sea water (ASW) killed strain PSU 2015; however in natural sea water, only a partial growth inhibition was observed. The toxicity to pacific white shrimp and antivibrio activity of the EtOAc-W3 were investigated by conducting an experiment with 4 sets; native control (commercial ASW), EtOAc-W3 control (MIC/10, 45 mu g/ml), challenge (inoculation 6.0 x 10(6) c.f.u./ml PSU 2015) and treatment (6.0 x 10(6) c.f.u./ml PSU 2015 + 45 mu g/ml EtOAc-W3). The same experiment was repeated by increasing the dose of EtOAc-W3 to 90 mu g/ml (MIC/5). Both concentrations of EtOAc-W3 tested had no toxicity to postlarval shrimps. A significant decrease in shrimp mortality was observed over a 72 h period as approximately 80% of the shrimps died in each challenge set but only 63 and 23% died in the presence of 45 and 90 mu g/ml EtOAc-W3. The major component of EtOAc-W3 was supposed to be 2-heptyl-4-quinolone (HHQ) by FAB-MS and (1)H-NMR analyses of the purified fraction.

DOI： 10.1007/s11274-010-0529-x

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DOI： 10.1002/ptr.3109

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：ROYAL SOC CHEMISTRY  

The reducing tetrasaccharide TMG-chitotriomycin (1) is an inhibitor of beta-N-acetylglucosaminidase (GlcNAcase), produced by the actinomycete Streptomyces anulatus NBRC13369. The inhibitor shows a unique inhibitory spectrum, that is, selectivity toward enzymes from chitin-containing organisms such as insects and fungi. Nevertheless, its structure-selectivity relationship remains to be clarified. In this study, we conducted a structure-guided search of analogues of 1 in order to obtain diverse N,N,N-trimethylglucosaminium (TMG)-containing chitooligosaccharides. In this approach, the specific fragmentation profile of 1 on ESI-MS/MS analysis was used for the selective detection of desired compounds. As a result, two new analogues, named TMG-chitomonomycin (3) and TMG-chitobiomycin (2), were obtained from a culture filtrate of 1-producing Streptomyces. Their enzyme-inhibiting activity revealed that the potency and selectivity depended on the degree of polymerization of the reducing end GlcNAc units. Furthermore, a computational modeling study inspired the inhibitory mechanism of TMG-related compounds as a mimic of the substrate in the Michaelis complex of the GH20 enzyme. This study is an example of the successful application of a MS/MS experiment for structure-guided isolation of natural products.

DOI： 10.1039/c0ob01090a

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DOI： 10.2225/vol13-issue5

Language：English   Publishing type：Research paper (scientific journal)   Publisher：Elsevier BV  

DOI： 10.2225/vol13-issue5-fulltext-1

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Language：English   Publishing type：Research paper (scientific journal)  

DOI： 10.2225/vol13-issue1

Language：English   Publishing type：Research paper (scientific journal)   Publisher：Elsevier BV  

DOI： 10.2225/vol13-issue1-fulltext-2

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DOI： 10.1016/j.biortech.2009.04.058

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：Verlag der Zeitschrift fur Naturforschung  

Under the bioassay-guided method, two diterpenes, 3-O-(2″,3″- dimethylbutanoyl)-13-O-dodecanoylingenol (1) and 3-O-(2″,3″- dimethylbutanoyl)-13-O-decanoylingenol (2) isolated from Euphorbia kansui, showed a pronounced antinematodal activity against the nematode Bursaphelenchus xylophilus at the same minimum effective dose (MED) of 5 μg per cotton ball and still displayed antinematodal activity at a dose of 2.5 μg per cotton ball. Compounds 3-6 were obtained, and the structure of the new compound 6 was elucidated based on 1D-and 2D-NMR analyses and physicochemical data. Preliminary structure-biological activity relationships of ingenane-type compounds were deduced. © 2008 Verlag der Zeitschrift für Naturforschung.

DOI： 10.1515/znc-2008-1-211

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：Microbiology Research Foundation  

DOI： 10.2323/jgam.54.79

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：VERLAG Z NATURFORSCH  

By using a new bioassay-guided method, 2-hydroxy-4-methoxybenzaldehyde isolated from the root bark of Periploca sepium, a traditional Chinese medicine, showed repellent activity against the olive weevil (Dyscerus perforatus) at 62.5, 125, 250 and 500 mu g/disc, respectively. In addition, it also exhibited antinematodal activity against Bursaphelenchus xylophilus at a minimum effective dose of 200 mu g/ball. The three related compounds obtained were also evaluated for the above-mentioned bioactivities.

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Three compounds, 20-O-acetyl-[3-O-(2'E,4'Z)-deca-dienoyl]-ingenol (1), 20-O-acetyl-[5-O-(2'E,4'Z)-decadienoyl]-ingenol (2) and 3-O-(2'E,4'Z)-decadienoylingenol (3), were isolated from Euphorbia kansui under the bioassay-guided method. Each compound showed the same antinematodal activity against the nematode, Bursaphelenchus xylophilus, at a minimum effective dose (MED) of 5 mu g/cotton ball.

DOI： 10.1271/bbb.60677

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：Oxford University Press (OUP)  

We have previously isolated cyclo(<small>L</small>-Pro-<small>L</small>-Tyr) and cyclo(<small>L</small>-Phe-<small>L</small>-Pro) from an actinomycete by a novel enzymatic conversion-guided method. Their tetradehydro derivatives, cyclo(ΔPro-ΔTyr) and cyclo(ΔPhe-ΔPro), were enzymatically prepared. Neither of them inhibited cell division, in contrast to other tetradehydro cyclic dipeptides prepared previously. This result suggests that an NH proton in a diketopiperazine ring and/or conformation of the compound are important for the activity.

DOI： 10.1271/bbb.60651

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：ELSEVIER SCI LTD  

The aim of this work was to study chemical structures and biological activities of rhamnolipids produced by Pseudomonas aeruginosa B189 isolated from milk factory waste. The culture produced two biosurfactants, a and b, which showed strong activity and were identified as L-rhamnopyranosyl-(L)-rhamnopyranosyl-beta-hydroxydecanoyl-beta-hydroxydecanoate or Rha-Rha-C-10-C-10 and (L)-rhamnopyranosyl-(L)-rhamnopyranosyl-beta-hydroxydecanoyl-beta-hydroxydodecanoate or Rha-Rha-C-10-C-12, respectively. Both compounds exhibited higher surfactant activities tested by the drop collapse test than several artificial surfactants such as SDS and Tween 80. Rhamnolipid a showed significant antiproliferative activity against human breast cancer cell line (MCF-7) at minimum inhibitory concentration (MIC) at 6.25 mu g/mL while rhamnolipid b showed MIC against insect cell line C6/36 at 50 mu g/mL. (c) 2006 Published by Elsevier Ltd.

DOI： 10.1016/j.biortech.2005.10.045

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The aim of this work was to study chemical structures and biological activities of rhamnolipids produced by Pseudomonas aeruginosa B189 isolated from milk factory waste. The culture produced two biosurfactants, a and b, which showed strong activity and were identified as L-rhamnopyranosyl-L-rhamnopyranosyl-beta-hydroxydecanoyl-beta-hydroxydecanoate or Rha-Rha C-10-C-10 and L-rhamnopyranosyl-L-rhamnopyranosyl-beta-hydroxydecanoyl-beta-hydroxydodecanoate or Rha-Rha C-10-C-12, respectively. Both compounds exhibited higher surfactant activities tested by the drop collapse test than several artificial surfactants such as SDS and Tween 80. Rhamnolipid a showed significant antiproliferative activity against human breast cancer cell line (MCF-7) at minimum inhibitory concentration (MIC) at 6.25 mu g/mL while rhamnolipid b showed MIC against insect cell line C6/36 at 50 mu g/mL. (c) 2005 Published by Elsevier Ltd.

DOI： 10.1016/j.biortech.2005.10.029

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Language：English   Publisher：Symposium on the chemistry of natural products  

DOI： 10.24496/intnaturalprod.2006.0__P-373_

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Language：English   Publisher：Symposium on the chemistry of natural products  

DOI： 10.24496/intnaturalprod.2006.0__P-374_

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Language：English   Publisher：Symposium on the chemistry of natural products  

DOI： 10.24496/intnaturalprod.2006.0__P-398_

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：ELSEVIER SCIENCE INC  

We developed a method for screening cyclic dipeptide-producing microbes by enzymatic conversion. In this method, cyclic dipeptides are detected by the combination of: (i) conversion of cyclic dipeptides to dehydro cyclic dipeptides by cyclo(Leu-Phe) oxidase and (ii) detection of the dehydro derivative by UV spectrophotometry using TLC or HPLC analysis based on the absorbance change caused by the conversion. Using this method, the actinomycete strain A8 was isolated as a cyclic dipeptide-producing strain. The cyclic dipeptides were purified from the microbial extract by enzymatic detection-guided fractionation, and their structures were determined to be CYCIO(L-Phe-L-Pro) and cycIO(L-Pro-L-Tyr) by spectroscopic methods. (c) 2005 Elsevier Inc. All rights reserved.

DOI： 10.1016/j.peptides.2005.08.017

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：Pesticide Science Society of Japan  

DOI： 10.1584/jpestics.31.41

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Strain SM1 was isolated as a biosurfactant-producing microorganism from seawater and presumptively identified as Myroides sp., based on morphology, biochemical characteristics and 16S rDNA sequence. The strain produced surface-active compounds in marine broth, which were purified, using emulsification activity for n-hexadecane as an indicator. The purified compounds were identified by thin-layer chromatography, H-1- and C-13-NMR spectra and fast atom bombardment mass spectrometry as cholic acid, deoxycholic acid and their glycine conjugates. Type strains of the genus Myroides, M. odoratus JCM7458 and M. odoramitimus JCM7460, also produced these compounds. Myroides sp. strain SM1 possessed a biosynthetic route to cholic acid from cholesterol. Thus, bile acids were found as new products of prokaryotic cells, genus Myroides.

DOI： 10.1007/s00253-004-1777-1

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Cyclo(His-Phe) was effectively converted to its dehydro derivatives by the enzyme of Streptomyces albulus KO-23, an albonoursin-producing actinomycete. Two types of dehydro derivatives were isolated from the reaction mixture and identified as cyclo(ΔHis-ΔPhe) and cyclo(His-ΔPhe). This is the first report on cyclo(His-ΔPhe) and the enzymatic preparation of both compounds. Cyclo(ΔHis-ΔPhe), a tetradehydro cyclic dipeptide, exhibited a minimum inhibitory concentration of 0.78 μmol/ml inhibitory activity toward the first cleavage of sea urchin embryos, in contrast to cyclo(His-ΔPhe) that had no activity. The finding that the isoprenylated derivative of cyclo(ΔHis-ΔPhe), dehydrophyenylahistin, had 2,000 times higher activity than cyclo(ΔHis-APhe) indicates that an isoprenyl group attached to an imidazole ring of the compound was essential for the inhibitory activity.

DOI： 10.1271/bbb.68.2341

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A series of novel lipophilic vitamin C derivatives, 6-O-acyl-2-O-alpha-D-glucopyranosyl-L-ascorbic acids possessing a branched-acyl chain of varying length from C-8 to C-16 (6-bAcyl-AA-2G), were evaluated as topical prodrugs of ascorbic acid (AA) with transdermal activity in a human living skin equivalent model. The permeability of 6-bAcyl-AA-2G was compared with those of the derivatives having a straight-acyl chain (6-sAcyl-AA-2G). Out of 10 derivatives of 6-sAcyl-AA-2G and 6-bAcyl-AA-2G, 6-sDode-AA-2G and 6-bDode-AA-2G exhibited most excellent permeability in this model. Measurement of the metabolites permeated from the skin model suggested that 6-bDode-AA-2G was mainly hydrolyzed via 6-O-acyl AA to AA by tissue enzymes, while 6-sDode-AA-2G was hydrolyzed via 2-O-alpha-D-glucopyranoSyl-L-ascorbic acid to AA. The former metabolic pathway seems to be advantageous for a readily available source of AA, because 6-O-acyl AA, as well as AA, is able to show vitamin C activity. (C) 2003 Elsevier Ltd. All rights reserved.

DOI： 10.1016/j.bmcl.2003.11.059

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<title>Abstract</title>
A water-soluble polysaccharide was isolated from the culture filtrate of a fungal strain, Sphaeropsis sp. TNPT116-Cz, as a novel insect chitinase inhibitor. It was purified to chromatographic homogeneity by ethanol precipitation, anion-exchange and gel filtration chromatography. Its molecular weight was estimated to be 16 kDa by gel filtration HPLC. Monosaccharide analysis showed that it contained glucose, galactose, N-acetylglucosamine and a deoxysugar. This polysaccharide showed potent and specific inhibitory activity against Spodoptera litura chitinase with an IC₅₀ value of 28 nᴍ.

DOI： 10.1515/znc-2003-11-1226

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Other Link： https://www.degruyter.com/document/doi/10.1515/znc-2003-11-1226/xml

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Language：English   Publisher：Japan Society for Bioscience, Biotechnology, and Agrochemistry  

Guided by a feeding stimulant activity test on the olive weevil (Dyscerus perforatus), two compounds that showed potent feeding stimulant activity were isolated from the olive tree (Olea europaea). Based on their spectral data and a literature survey, they were identified as (-) -olivil (1) and (+) -1-acetoxypinoresinol (2). The activities of these minor lignans were significantly higher for the female than for the male weevil.

DOI： 10.1271/bbb.67.415

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Authorship：Lead author,　Corresponding author   Language：English   Publishing type：Research paper (scientific journal)  

Language：English   Publishing type：Research paper (scientific journal)   Publisher：The Society for Actinomycetes Japan  

DOI： 10.3209/saj.17_1

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DOI： 10.1584/jpestics.28.33

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：Japan Antibiotics Research Association  

A novel dehydrogenated cyclic dipeptide named as dehydrophenylahistin (APLH) was effectively prepared from a fungal metabolite (-)-phenylahistin by the enzymatic conversion catalyzed by the cell-free extract of Streptomyces albulus KO-23, an albonoursin-producing actinomycete. ΔPLH exhibited more than 1,000 times as high potent inhibitory activity toward the first cleavage of sea urchin embryos as (-)-phenylahisitn which has been reported to be a cell cycle inhibitor and more than 10,000 as high as albonoursin, indicating that ΔPLH is a promising leading compound for anticancer drugs.

DOI： 10.7164/antibiotics.55.1042

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The structures of N-glycans of total glycoproteins in royal jelly have been explored to clarify whether antigenic N-glycans occur in the famous health food. The structural feature of N-glycans linked to glycoproteins in royal jelly was first characterized by immunoblotting with an antiserum against plant complex type N-glycan and lectin-blotting with Con A and WGA. For the detail structural analysis of such N-glycans, the pyridylaminated (PA-) N-glycans were prepared from hydrazinolysates of total glycoproteins in royal jelly and each PA-sugar chain was purified by reverse-phase HPLC and size-fractionation HPLC. Each structure of the PA-sugar chains purified was identified by the combination of two-dimensional PA-sugar chain mapping, ESI-MS and MS/MS analyses, sequential exoglycosidase digestions, and 500 MHz ^1H-NMR spectrometry. The immunoblotting and lectinblotting analyses preliminarily suggested the absence of antigenic N-glycan bearing β1-2 xylosyl and/or α1-3 fucosyl residue (s) and occurrence of β1-4GlcNAc residue in the insect glycoproteins. The detailed structural analysis of N-glycans of total royal jelly glycoproteins revealed that the antigenic N-glycans do not occur but the typical high mannose-type structure (Man_<9-4>GlcNAc_2) occupies 71.6% of total N-glycan, biantennary-type structures (GlcNAc_2Man_3GlcNAc_2) 8.4%, and hybrid type structure (GlcNAc_1Man_4GlcNAc_2) 3.0%. Although the complete structures of the remaining 17% N-glycans ; C4,(HexNAc_3Hex_3HexNAc_2 : 3.0%), D2 (HexNAc_2Hex_5HexNAc_2 : 4.5%), and D3 (HexNAc_3Hex_4HexNAc_2 : 9.5%) are still obscure so far, ESI-MS analysis, exoglycosidase digestions by two kinds of β-N-acetylglucosaminidase, and WGA blotting suggested that these N-glycans might bear a β1-4 linkage N-acetylglucosaminyl residue.

DOI： 10.1271/bbb.64.2109

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：Japan Antibiotics Research Association  

Albornoursin production was greatly enhanced when cycle (r-Leu-L-Phe) (CFL), a tetrahydro derivative of albonoursin, was added to the 2-day culture of an albonoursin-producing actinomycete, Streptomyces albulus KO-23. The increase in albonoursin production paralleled the amount of CFL added. Furthermore, the resting cells of the strain catalyzed the bioconversion of CFL to albonoursin. The optimum pH and temperature for the conversion were found to be pH 10.0 and 50°C. The feeding experiments and the resting-cell reactions revealed that albonoursin is biosynthesized by dehydrogenation of CFL in the actinomycete. This is the first report for a dehydrogenation of amino acid residues at the α,β-positions in cyclic dipeptides.

DOI： 10.7164/antibiotics.53.58

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A bacterium, strain NM 5-3, isolated from soil exhibited the highest cyclo(Gly-Leu) (CGL)-hydrolyzing activity and was identified as Agrobacterium radiobacter. The reaction products from CGL were dipeptides (Leu-Gly and Gly-Leu) and amino acids (Leu and Gly). Inhibitors for the dipeptidase of this strain did not inhibit the hydrolysis of CGL to dipeptides, indicating that two distinct enzymes, CGLase and a dipeptidase, were involved in its hydrolysis. The activities of these two enzymes were separated by anion-exchange column chromatography. The results indicated that strain NM5-3 hydrolyzed CGL via the dipeptides to the corresponding amino acids. The CGLase fraction was found to catalyze the hydrolysis of cyclo(Gly-D-Leu), cyclo(Gly-Gly), cyclo(L-Ala-Gly), and cyclo(D-Ala-Gly). On the other hand, the dipeptidase fraction exhibited L-specific substrate specificity.

DOI： 10.1016/S1389-1723(00)80064-X

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：Elsevier Science Publishers B.V.  

The cell-free extract of an albonoursin-producing strain, Streptomyces albulus KO-23, was found to catalyze the conversion of several cyclic dipeptides having Phe and aliphatic side chain-containing amino acid residues to the corresponding dehydro derivatives. 3Z-Benzylidene-6S-methyl-2,5-piperazinedione, 3Z-benzylidene-2,5-piperazinedione, and 3Z, 6Z-dibenzylidene-2,5-piperazinedione were prepared by this conversion system. Among the dehydro cyclic dipeptides prepared, tetradehydro derivatives exhibited inhibitory activity toward the first cleavage of sea urchin embryo, while didehydro derivatives did not. We previously found that cyclo(Leu-Phe) and its didehydro derivatives did not show any inhibitory activity, in contrast to high activity in the case of albonoursin. Taken together, these findings indicate that dehydrogenation at the α, β-positions of both amino acid residues in this type of cyclic dipeptide is required for the inhibitory activity.

DOI： 10.1016/S1389-1723(00)80039-0

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The newly established GUS expression bioassay on the callus extracts of 22 species of plants revealed that the methanol extract of Phytolacca americana callus had the most potent inhibitory activity against agrobacterial plant transformation. A triterpene glycoside phytolaccoside B was isolated from the extract as a genuine plant transformation inhibitor having neither antiagrobacterial nor phytotoxic activity. This compound is promising for use as a biochemical probe for studies on the plant transformation mechanism.

DOI： 10.1271/bbb.63.1657

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：TAYLOR & FRANCIS LTD  

Two novel oxazolomycin isomers, oxazolomycins B (2) and C (3), were isolated from the fermentation broth of an oxazolomycin-producing strain, Streptomyces albus JA3453. Both compounds are geometrical isomers of oxazolomycin (1), the configurations of their triene moieties being (4'E, 6'E, 8'E) (2) and (4'Z, 6'E, 8'E) (3) while that of oxazolomycin fl) is (4'Z, 6'Z, 8'E), Compounds 2 and 3 exhibited potent inhibitory activity against crown gall formation with the same MIC (0.8 mu g/disk) as oxazolomycin. Compounds 2 and 3 showed no antibacterial activity against Agrobacterium tumefaciens, in contrast to oxazolomycin which has specific anti-A. tumefaciens activity.

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Language：English   Publishing type：Research paper (scientific journal)   Publisher：AMER CHEMICAL SOC  

A novel sialylphospholipid (SPL) was synthesized from N-acetylneuraminic acid (NeuAc) and phosphatidylcholine (PC) by a chemical and enzymatic method and evaluated as an inhibitor of rotavirus. PC and 1,8-octanediol were conjugated by transesterification reaction of Streptomyces phospholipase D (PLD) under a water-chloroform biphasic system to afford phosphatidyloctanol, which was condensed with a protected 2-chloro-2-deoxyneuraminic acid derivative by using silver trifluoromethanesulfonate as an activator in chloroform and converted, after deprotection, to SPL. Rhesus monkey kidney cells (MA-104) were incubated with simian (SA-11 strain) and human (MO strain) rotaviruses in the presence of SPL, and the cells infected were detected indirectly with anti-rotavirus antibody. SPL showed dose dependent inhibition against both virus strains. The concentrations required for 50% inhibition (IC50) against SA-11 and MO were 4.35 and 16.1 mu M, respectively, corresponding to 10(3)- and 10(4)-fold increases in inhibition as compared to monomeric NeuAc.

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DOI： 10.1021/jf960416p

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Preliminary antibacterial assay data that the Tectona grandis callus extract showed more antibacterial activity against E. coli and B. subtilis than the leaf extract led the authors to isolate the following antibacterial compounds from the callus. A mixture (3) of 2α,3β-dihydroxy-olean-12-en-28-oic acid (3b) and 2α,3β-dihydroxy-urs-12-en-28-oic acid (3b) exhibited the most potent antibacterial activity against both bacteria. The other 3 compounds, in the decreasing order of the activity, were identified as 2α,3α-dihydroxy-urs-12-en-28-oic acid (2), betulinic acid (1), and 2α,3α 23-trihydroxy-urs-12-en-28-oic acid (4). The antibacterial compounds (2, 3a, 3b and 4) were not detected or occurring in small quantities in the intact tissue, while they were observed in the callus. Only the less active compound 1 was present more abundantly in intact tissues than the callus.

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DOI： 10.1016/j.biortech.2009.04.058

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Language：Japanese   Publisher：Japan Society for Bioscience, Biotechnology, and Agrochemistry  

DOI： 10.1271/kagakutoseibutsu.47.158

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Language：Japanese   Publisher：Symposium on the chemistry of natural products  

Cyclic dipeptides (CDPs, diketopiperazines) and their derivatives are widely distributed in nature as secondary metabolites. Although some of dehydro-CDPs are known as cell cycle inhibitors, their effective syntheses have not been reported. We found that Streptomyces albulus KO23, an albonoursin-producing actinomycete, had a biosynthetic pathway from cyclo (Leu-Phe) to albonoursin, cyclo (ΔLeu-ΔPhe) by the fed-batch culture and the resting-cell experiments. And this enzyme activity was found to be effectively extracted in the cell-free extract of this actinomycete. This is the first report for the dehydrogenation of amino acid residues at α,β-positions in CDPs. Furthermore, this enzyme system enables us to synthesize several didehydro- and tetradehydro-CDPs from the corresponding CDPs. Among dehydro-CDPs prepared, the tetradehydro-CDPs exhibited cytotoxicity, while the didehydro-CDPs had no activity, indicating that dehydrogenation at α,β-positions of both amino acid residues in CDPs is required for cytotoxicity. Based on the above results, we speculated that a tetradehydro-CDP prepared from a didehydro-CDP exhibiting cytotoxicity might be a potent cytotoxic compound. Dehydrophenylahistin synthesized by this enzyme system from (-)-phenylahistin, which was recently reported to be a new cell cycle inhibitor, exhibited 1000 times higher inhibitory activity toward the first cleavage of sea urchin embryo than (-)-phenylahistin, and thus, would be a promising lead compound for antitumor agents.

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DOI： 10.1016/S1381-1177(98)00079-4

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Event date： 2021.12.16 - 2021.12.21

Language：English   Presentation type：Oral presentation (general)  

Country：United States  

Event date： 2021.12.16 - 2021.12.21

Language：English   Presentation type：Oral presentation (general)  

Country：United States  

Event date： 2021.12.16 - 2021.12.21

Language：English   Presentation type：Oral presentation (general)  

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Event date： 2021.12.16 - 2021.12.21

Language：English   Presentation type：Oral presentation (general)  

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Event date： 2021.10.27

Language：Japanese   Presentation type：Oral presentation (general)  

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Event date： 2021.10.27

Language：Japanese   Presentation type：Oral presentation (general)  

Venue：オンライン開催（岡山市）   Country：Japan  

Event date： 2021.9.24 - 2021.9.25

Language：Japanese   Presentation type：Oral presentation (general)  

Venue：オンライン開催（鹿児島市）   Country：Japan  

Event date： 2021.9.24 - 2021.9.25

Language：Japanese   Presentation type：Oral presentation (general)  

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Event date： 2021.6.12

Language：Japanese   Presentation type：Oral presentation (general)  

Venue：オンライン開催（広島大学大学院統合生命科学研究科）   Country：Japan  

Event date： 2021.6.12

Language：Japanese   Presentation type：Oral presentation (general)  

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Event date： 2021.6.12

Language：Japanese   Presentation type：Oral presentation (general)  

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Event date： 2021.3.18 - 2021.3.21

Language：Japanese   Presentation type：Oral presentation (general)  

Venue：Zoom によるオンライン開催（仙台市）   Country：Japan  

Event date： 2021.3.18 - 2021.3.21

Language：Japanese   Presentation type：Oral presentation (general)  

Venue：Zoom によるオンライン開催（仙台市）   Country：Japan  

Event date： 2021.3.18 - 2021.3.21

Language：Japanese   Presentation type：Oral presentation (general)  

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Event date： 2021.3.18 - 2021.3.21

Language：Japanese   Presentation type：Oral presentation (general)  

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Event date： 2021.3.8 - 2021.3.10

Language：English   Presentation type：Oral presentation (general)  

Country：Japan  

Event date： 2021.1.23

Language：Japanese   Presentation type：Oral presentation (general)  

Venue：オンライン開催（香川大学）   Country：Japan  

Event date： 2021.1.23

Language：Japanese   Presentation type：Oral presentation (general)  

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Event date： 2020.12.15

Language：Japanese   Presentation type：Oral presentation (general)  

Country：Japan  

Event date： 2020.12.15

Language：Japanese   Presentation type：Oral presentation (general)  

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Event date： 2020.11.14

Language：Japanese   Presentation type：Oral presentation (general)  

Venue：岡山理科大学（岡山市）   Country：Japan  

Event date： 2020.11.14

Language：Japanese   Presentation type：Oral presentation (general)  

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Event date： 2020.9.17 - 2020.9.18

Language：English   Presentation type：Oral presentation (general)  

Country：Japan  

Event date： 2020.9.17 - 2020.9.18

Language：English   Presentation type：Oral presentation (general)  

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Event date： 2020.1.25

Language：Japanese   Presentation type：Oral presentation (general)  

Venue：愛媛大学 城北キャンハ?ス  

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Event date： 2019.11.8 - 2019.11.9

Language：English   Presentation type：Oral presentation (general)  

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Event date： 2019.8.29

Language：English   Presentation type：Poster presentation  

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Event date： 2019.7.9

Language：English   Presentation type：Poster presentation  

Venue：岡山大学創立 岡山大学創立 岡山大学創立 五十周年 十周年 記念館 記念館  

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Event date： 2019.6.1

Language：Japanese   Presentation type：Oral presentation (general)  

Venue：岡山理科大学 岡山キャンパス  

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Event date： 2019.3.26

Language：Japanese   Presentation type：Oral presentation (general)  

Venue：東京農業大学 世田谷キャンパス  

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Event date： 2019.1.26

Language：Japanese   Presentation type：Oral presentation (general)  

Venue：高知大学物部キャンパス  

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Event date： 2018.12.12

Language：English   Presentation type：Poster presentation  

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Event date： 2018.10.16

Language：English   Presentation type：Poster presentation  

Venue：岡山国際交流センター  

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Event date： 2018.10.16

Language：English   Presentation type：Poster presentation  

Venue：岡山国際交流センター  

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Event date： 2018.9.21

Language：Japanese   Presentation type：Oral presentation (general)  

Venue：島根大学松江キャンパス  

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Event date： 2018.3.15 - 2018.3.18

Language：Japanese   Presentation type：Oral presentation (general)  

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Event date： 2018.3.15 - 2018.3.18

Language：Japanese   Presentation type：Oral presentation (general)  

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Event date： 2016.3.27 - 2016.3.30

Language：Japanese   Presentation type：Poster presentation  

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Event date： 2016.3.27 - 2016.3.30

Language：Japanese   Presentation type：Poster presentation  

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Event date： 2016.1.23

Language：Japanese   Presentation type：Oral presentation (general)  

Venue：岡山県立大  

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Event date： 2016.1.23

Language：Japanese   Presentation type：Oral presentation (general)  

Venue：岡山県立大  

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Event date： 2016.1.23

Language：Japanese   Presentation type：Oral presentation (general)  

Venue：岡山県立大  

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Event date： 2015.12.15 - 2015.12.20

Language：English   Presentation type：Poster presentation  

Venue：ハワイ ホノルル  

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Event date： 2015.12.15 - 2015.12.20

Language：English   Presentation type：Poster presentation  

Venue：ハワイ ホノルル  

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Event date： 2015.12.15 - 2015.12.20

Language：English   Presentation type：Poster presentation  

Venue：ハワイ ホノルル  

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Event date： 2015.12.15 - 2015.12.20

Language：English   Presentation type：Poster presentation  

Venue：ハワイ ホノルル  

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Event date： 2015.12.15 - 2015.12.20

Language：English   Presentation type：Poster presentation  

Venue：ハワイ ホノルル  

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Event date： 2015.12.15 - 2015.12.20

Language：English   Presentation type：Poster presentation  

Venue：ハワイ ホノルル  

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Event date： 2015.12.15 - 2015.12.20

Language：English   Presentation type：Poster presentation  

Venue：ハワイ ホノルル  

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Event date： 2015.11.14

Presentation type：Poster presentation  

Venue：岡山県天神山文化プラザ  

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Event date： 2015.9.17 - 2015.9.18

Language：Japanese   Presentation type：Oral presentation (general)  

Venue：愛媛大学農学部（松山市） 発表日20150918  

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Event date： 2015.9.17 - 2015.9.18

Language：Japanese   Presentation type：Oral presentation (general)  

Venue：愛媛大学農学部（松山市） 発表日20150918  

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Event date： 2015.9.17 - 2015.9.18

Language：Japanese   Presentation type：Oral presentation (general)  

Venue：愛媛大学農学部（松山市） 発表日20150918  

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Event date： 2015.9.17 - 2015.9.18

Language：Japanese   Presentation type：Oral presentation (general)  

Venue：愛媛大学農学部（松山市） 発表日20150918  

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Event date： 2015.3.26 - 2015.3.29

Language：Japanese   Presentation type：Oral presentation (general)  

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Event date： 2015.3.26 - 2015.3.29

Language：Japanese   Presentation type：Oral presentation (general)  

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Event date： 2015.1.24

Presentation type：Oral presentation (general)  

Venue：水産大学校（山口県下関市）  

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Event date： 2015.1.24

Presentation type：Oral presentation (general)  

Venue：水産大学校（山口県下関市）  

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Event date： 2015.1.24

Presentation type：Oral presentation (general)  

Venue：水産大学校（山口県下関市）  

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Event date： 2014.12.17 - 2014.12.19