Hieu Nguyen-Ngoc, Trang Nguyen-Thi-Thu, Kieu-Anh Vo-Thi, Tung Nguyen-Huu, Lam Tran-Dai, Hoang Dinh Vu, Duc Trong Nghiem, Quang Le Dang
{"title":"三花莲的化学成分及其对多种植物病原真菌的抗真菌活性。","authors":"Hieu Nguyen-Ngoc, Trang Nguyen-Thi-Thu, Kieu-Anh Vo-Thi, Tung Nguyen-Huu, Lam Tran-Dai, Hoang Dinh Vu, Duc Trong Nghiem, Quang Le Dang","doi":"10.1515/znc-2022-0048","DOIUrl":null,"url":null,"abstract":"<p><p>In the course of finding new antifungal natural compounds against plant pathogens, the methanol extract of <i>Desmodium triflorum</i> was investigated phytochemically. From <i>n</i>-butanol-soluble fraction, seven compounds (<b>1</b>-<b>7</b>) were isolated and structurally elucidated. Of which, six compounds belong to flavone 6- or 8-<i>C</i>-glycoside class (<b>1</b>-<b>6</b>). Three major compounds (<b>1</b>-<b>3</b>) exhibited moderate <i>in vitro</i> antifungal activity against <i>Sclerotium rolfsii</i>, <i>Fusarium oxysporum</i> f. sp. <i>cubense</i>, and <i>Phytophthora palmivora.</i> Compound <b>1</b> (IC<sub>50</sub> = 162.1 μg/mL) was most active against <i>S. rolfsii</i> in a dose-dependent manner. At 300 μg/mL, compounds <b>1</b> and <b>2</b> significantly inhibited <i>P. palmivora</i>, whereas compound <b>3</b> lacked effectiveness. In addition, the nanoemulsion of the methanol extract with a droplet size of 12.2 nm displayed an excellent inhibition against <i>S. rolfsii</i> and <i>P. palmivora</i> compared with the normal extract. The presence of <b>1</b> (0.846%) and <b>2</b> (0.759%) in the methanol extract may attribute to the antifungal activity of <i>D. triflorum</i>. These results proved the potential of <i>D. triflorum</i> and its C-glycoside flavonoids against phytopathogenic fungi for the first time. Besides, an enhancement in the effectiveness of nanoemulsion containing <i>D. triflorum</i> extract against the fungi was confirmed. The structural characteristics of <b>1</b> and <b>2</b> could be considered to develop new fungicidal substances in the future.</p>","PeriodicalId":49344,"journal":{"name":"Zeitschrift Fur Naturforschung Section C-A Journal of Biosciences","volume":"78 5-6","pages":"179-187"},"PeriodicalIF":1.8000,"publicationDate":"2023-05-25","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"1","resultStr":"{\"title\":\"Chemical constituents of <i>Desmodium triflorum</i> and their antifungal activity against various phytopathogenic fungi.\",\"authors\":\"Hieu Nguyen-Ngoc, Trang Nguyen-Thi-Thu, Kieu-Anh Vo-Thi, Tung Nguyen-Huu, Lam Tran-Dai, Hoang Dinh Vu, Duc Trong Nghiem, Quang Le Dang\",\"doi\":\"10.1515/znc-2022-0048\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>In the course of finding new antifungal natural compounds against plant pathogens, the methanol extract of <i>Desmodium triflorum</i> was investigated phytochemically. From <i>n</i>-butanol-soluble fraction, seven compounds (<b>1</b>-<b>7</b>) were isolated and structurally elucidated. Of which, six compounds belong to flavone 6- or 8-<i>C</i>-glycoside class (<b>1</b>-<b>6</b>). Three major compounds (<b>1</b>-<b>3</b>) exhibited moderate <i>in vitro</i> antifungal activity against <i>Sclerotium rolfsii</i>, <i>Fusarium oxysporum</i> f. sp. <i>cubense</i>, and <i>Phytophthora palmivora.</i> Compound <b>1</b> (IC<sub>50</sub> = 162.1 μg/mL) was most active against <i>S. rolfsii</i> in a dose-dependent manner. At 300 μg/mL, compounds <b>1</b> and <b>2</b> significantly inhibited <i>P. palmivora</i>, whereas compound <b>3</b> lacked effectiveness. In addition, the nanoemulsion of the methanol extract with a droplet size of 12.2 nm displayed an excellent inhibition against <i>S. rolfsii</i> and <i>P. palmivora</i> compared with the normal extract. The presence of <b>1</b> (0.846%) and <b>2</b> (0.759%) in the methanol extract may attribute to the antifungal activity of <i>D. triflorum</i>. These results proved the potential of <i>D. triflorum</i> and its C-glycoside flavonoids against phytopathogenic fungi for the first time. Besides, an enhancement in the effectiveness of nanoemulsion containing <i>D. triflorum</i> extract against the fungi was confirmed. The structural characteristics of <b>1</b> and <b>2</b> could be considered to develop new fungicidal substances in the future.</p>\",\"PeriodicalId\":49344,\"journal\":{\"name\":\"Zeitschrift Fur Naturforschung Section C-A Journal of Biosciences\",\"volume\":\"78 5-6\",\"pages\":\"179-187\"},\"PeriodicalIF\":1.8000,\"publicationDate\":\"2023-05-25\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"1\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Zeitschrift Fur Naturforschung Section C-A Journal of Biosciences\",\"FirstCategoryId\":\"99\",\"ListUrlMain\":\"https://doi.org/10.1515/znc-2022-0048\",\"RegionNum\":4,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q4\",\"JCRName\":\"BIOCHEMISTRY & MOLECULAR BIOLOGY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Zeitschrift Fur Naturforschung Section C-A Journal of Biosciences","FirstCategoryId":"99","ListUrlMain":"https://doi.org/10.1515/znc-2022-0048","RegionNum":4,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"BIOCHEMISTRY & MOLECULAR BIOLOGY","Score":null,"Total":0}
Chemical constituents of Desmodium triflorum and their antifungal activity against various phytopathogenic fungi.
In the course of finding new antifungal natural compounds against plant pathogens, the methanol extract of Desmodium triflorum was investigated phytochemically. From n-butanol-soluble fraction, seven compounds (1-7) were isolated and structurally elucidated. Of which, six compounds belong to flavone 6- or 8-C-glycoside class (1-6). Three major compounds (1-3) exhibited moderate in vitro antifungal activity against Sclerotium rolfsii, Fusarium oxysporum f. sp. cubense, and Phytophthora palmivora. Compound 1 (IC50 = 162.1 μg/mL) was most active against S. rolfsii in a dose-dependent manner. At 300 μg/mL, compounds 1 and 2 significantly inhibited P. palmivora, whereas compound 3 lacked effectiveness. In addition, the nanoemulsion of the methanol extract with a droplet size of 12.2 nm displayed an excellent inhibition against S. rolfsii and P. palmivora compared with the normal extract. The presence of 1 (0.846%) and 2 (0.759%) in the methanol extract may attribute to the antifungal activity of D. triflorum. These results proved the potential of D. triflorum and its C-glycoside flavonoids against phytopathogenic fungi for the first time. Besides, an enhancement in the effectiveness of nanoemulsion containing D. triflorum extract against the fungi was confirmed. The structural characteristics of 1 and 2 could be considered to develop new fungicidal substances in the future.
期刊介绍:
A Journal of Biosciences: Zeitschrift für Naturforschung C (ZNC) is an international scientific journal and a community resource for the emerging field of natural and natural-like products. The journal publishes original research on the isolation (including structure elucidation), bio-chemical synthesis and bioactivities of natural products, their biochemistry, pharmacology, biotechnology, and their biological activity and innovative developed computational methods for predicting the structure and/or function of natural products. A Journal of Biosciences: Zeitschrift für Naturforschung C (ZNC) welcomes research papers in fields on the chemistry-biology boundary which address scientific ideas and approaches to generate and understand natural compounds on a molecular level and/or use them to stimulate and manipulate biological processes.