{"title":"克拉多酸--一种来自克拉多孢菌 TP-F2020 的抗克鲁斯锥虫多酮。","authors":"Md Masud Rana, Shiyang Lu, Tatiana Ascencio Menjívar, Keisuke Fukaya, Junko Nakajima-Shimada, Daisuke Urabe, Yasuhiro Igarashi","doi":"10.1021/acs.jnatprod.4c00567","DOIUrl":null,"url":null,"abstract":"<p><p>A new polyketide, cladoic acid, was isolated from a fungus of the genus <i>Cladosporium</i>. The structure of the highly oxygenated <i>trans</i>-decalin ring with an all-<i>E</i> triene side chain was elucidated by extensive spectroscopic analysis. The unique chair/twist-boat conformation of the <i>trans</i>-decalin core and the flexibility of the B-ring were demonstrated by computer-aided conformational analysis. Cladoic acid was active against <i>Trypanosoma cruzi</i> and inhibited the proliferation of amastigotes and epimastigotes with IC<sub>50</sub> values of 27 and 46 μM, respectively, but it did not show any appreciable activity against P388 murine leukemia cells, bacteria, or fungi, indicating it is a potential candidate for drug development against Chagas disease.</p>","PeriodicalId":47,"journal":{"name":"Journal of Natural Products ","volume":" ","pages":"2126-2131"},"PeriodicalIF":3.3000,"publicationDate":"2024-08-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Cladoic Acid, an Anti-<i>Trypanosoma cruzi</i> Polyketide from <i>Cladosporium</i> sp. TP-F2020.\",\"authors\":\"Md Masud Rana, Shiyang Lu, Tatiana Ascencio Menjívar, Keisuke Fukaya, Junko Nakajima-Shimada, Daisuke Urabe, Yasuhiro Igarashi\",\"doi\":\"10.1021/acs.jnatprod.4c00567\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>A new polyketide, cladoic acid, was isolated from a fungus of the genus <i>Cladosporium</i>. The structure of the highly oxygenated <i>trans</i>-decalin ring with an all-<i>E</i> triene side chain was elucidated by extensive spectroscopic analysis. The unique chair/twist-boat conformation of the <i>trans</i>-decalin core and the flexibility of the B-ring were demonstrated by computer-aided conformational analysis. Cladoic acid was active against <i>Trypanosoma cruzi</i> and inhibited the proliferation of amastigotes and epimastigotes with IC<sub>50</sub> values of 27 and 46 μM, respectively, but it did not show any appreciable activity against P388 murine leukemia cells, bacteria, or fungi, indicating it is a potential candidate for drug development against Chagas disease.</p>\",\"PeriodicalId\":47,\"journal\":{\"name\":\"Journal of Natural Products \",\"volume\":\" \",\"pages\":\"2126-2131\"},\"PeriodicalIF\":3.3000,\"publicationDate\":\"2024-08-23\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Journal of Natural Products \",\"FirstCategoryId\":\"99\",\"ListUrlMain\":\"https://doi.org/10.1021/acs.jnatprod.4c00567\",\"RegionNum\":2,\"RegionCategory\":\"生物学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2024/8/5 0:00:00\",\"PubModel\":\"Epub\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MEDICINAL\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Journal of Natural Products ","FirstCategoryId":"99","ListUrlMain":"https://doi.org/10.1021/acs.jnatprod.4c00567","RegionNum":2,"RegionCategory":"生物学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2024/8/5 0:00:00","PubModel":"Epub","JCR":"Q2","JCRName":"CHEMISTRY, MEDICINAL","Score":null,"Total":0}
引用次数: 0
摘要
一种新的多酮类化合物克拉多酸是从一种克拉多孢属真菌中分离出来的。通过大量光谱分析，阐明了带有全 E 三烯侧链的高含氧反式萘环的结构。计算机辅助构象分析证明了反式萘烷核心独特的椅子/扭船构象和 B 环的灵活性。克拉多酸对克鲁斯锥虫有活性，能抑制非原虫和表原虫的增殖，IC50 值分别为 27 和 46 μM，但对 P388 小鼠白血病细胞、细菌或真菌没有显示出明显的活性，这表明克拉多酸是开发抗南美锥虫病药物的潜在候选物质。
Cladoic Acid, an Anti-Trypanosoma cruzi Polyketide from Cladosporium sp. TP-F2020.
A new polyketide, cladoic acid, was isolated from a fungus of the genus Cladosporium. The structure of the highly oxygenated trans-decalin ring with an all-E triene side chain was elucidated by extensive spectroscopic analysis. The unique chair/twist-boat conformation of the trans-decalin core and the flexibility of the B-ring were demonstrated by computer-aided conformational analysis. Cladoic acid was active against Trypanosoma cruzi and inhibited the proliferation of amastigotes and epimastigotes with IC50 values of 27 and 46 μM, respectively, but it did not show any appreciable activity against P388 murine leukemia cells, bacteria, or fungi, indicating it is a potential candidate for drug development against Chagas disease.
期刊介绍：
The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained.
Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.
When new compounds are reported, manuscripts describing their biological activity are much preferred.
Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.
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