Suppr超能文献

巨桉烷 A-D,来自巨桉的四个邻苯三酚类似物的氧化二聚体

Epicoccanes A-D, Four Oxidative Dimers of Pyrogallol Analogues from .

机构信息

Jiangsu Key Laboratory of Bioactive Natural Product Research and State Key Laboratory of Natural Medicines, China Pharmaceutical University, 24 Tong Jia Xiang, Nanjing 210009, People's Republic of China.

The Third People's Hospital of Kunming, 357 Wujing Road, Guandu District, Kunming 650000, People's Republic of China.

出版信息

Org Lett. 2022 Sep 23;24(37):6789-6793. doi: 10.1021/acs.orglett.2c02666. Epub 2022 Sep 12.

Abstract

Epicoccanes A-D (-) are four novel metabolites of an endophytic fungus . Their distinct unprecedented structures are hypothesized as oxidative dimers of pyrogallol analogues. Compounds and possess a novel spirobicyclo[3.2.1]octane-6,1'-cyclopentane or -cyclohexane core skeleton. Compound is of a unique cage-like pentacyclic system, which unusually contained three continuous spiro-carbons. Compound is a highly rearranged dimer with five contiguous chiral centers. The absolute structures of and were deduced by electronic circular dichroism (ECD) calculations, and those of and were determined by X-ray crystallography. Compounds and showed potential antiliver fibrosis activity.

摘要

(-)是内生真菌的四种新型代谢产物。它们独特的前所未有的结构被假设为焦倍酚类似物的氧化二聚体。化合物和 具有新颖的螺环[3.2.1]辛烷-6,1'-环戊烷或环己烷核心骨架。化合物 为独特的笼状五环体系,其中异常地包含三个连续的螺碳原子。化合物 是一个高度重排的二聚体,具有五个连续的手性中心。和 的绝对结构通过电子圆二色性 (ECD) 计算推断,和 的绝对结构通过 X 射线晶体学确定。化合物 和 表现出潜在的抗肝纤维化活性。

相似文献

1
Epicoccanes A-D, Four Oxidative Dimers of Pyrogallol Analogues from .
Org Lett. 2022 Sep 23;24(37):6789-6793. doi: 10.1021/acs.orglett.2c02666. Epub 2022 Sep 12.
3
Cytotoxic Thiodiketopiperazine Derivatives from the Deep Sea-Derived Fungus SD-388.
Mar Drugs. 2020 Mar 13;18(3):160. doi: 10.3390/md18030160.
5
[Secondary metabolites from Epicoccum nigrum 14one,an endophytic fungus isolated from plant Leptogium masiaticum].
Zhongguo Zhong Yao Za Zhi. 2019 Sep;44(18):4021-4025. doi: 10.19540/j.cnki.cjcmm.20190426.201.
6
Amphiepicoccins A-J: Epipolythiodioxopiperazines from the Fish-Gill-Derived Fungus HDN17-88.
J Nat Prod. 2020 Feb 28;83(2):524-531. doi: 10.1021/acs.jnatprod.9b01242. Epub 2020 Jan 24.
7
Azacoccones F-H, new flavipin-derived alkaloids from an endophytic fungus Epicoccum nigrum MK214079.
Fitoterapia. 2020 Oct;146:104698. doi: 10.1016/j.fitote.2020.104698. Epub 2020 Jul 31.
8
Epicoccins A-D, epipolythiodioxopiperazines from a Cordyceps-colonizing isolate of Epicoccum nigrum.
J Nat Prod. 2007 Sep;70(9):1522-5. doi: 10.1021/np070239u. Epub 2007 Aug 22.
9
Rare cytochalasans isolated from the mangrove endophytic fungus Xylaria arbuscula.
Fitoterapia. 2022 Mar;157:105124. doi: 10.1016/j.fitote.2022.105124. Epub 2022 Jan 8.
10
Thiodiketopiperazines produced by the endophytic fungus Epicoccum nigrum.
J Nat Prod. 2010 Jul 23;73(7):1240-9. doi: 10.1021/np1000895.

引用本文的文献

1
The Natural Products Atlas 3.0: extending the database of microbially derived natural products.
Nucleic Acids Res. 2025 Jan 6;53(D1):D691-D699. doi: 10.1093/nar/gkae1093.

文献AI研究员

20分钟写一篇综述,助力文献阅读效率提升50倍。

立即体验

用中文搜PubMed

大模型驱动的PubMed中文搜索引擎

马上搜索

文档翻译

学术文献翻译模型,支持多种主流文档格式。

立即体验