化学
二聚体
邻苯三酚
立体化学
圆二色性
环己烷
环戊烷
氧化磷酸化
有机化学
生物化学
作者
Peng-Ran Cao,Min Li,Jingshu Zhang,Yi-Lei Zheng,Jie Chen,Yong-Qin Zhao,Xiao‐dong Qi,Panhu Zhu,Yu‐Cheng Gu,Lingyi Kong,Ming‐Hua Yang
出处
期刊:Organic Letters
[American Chemical Society]
日期:2022-09-12
卷期号:24 (37): 6789-6793
被引量:2
标识
DOI:10.1021/acs.orglett.2c02666
摘要
Epicoccanes A–D (1–4) are four novel metabolites of an endophytic fungus Epicoccum nigrum. Their distinct unprecedented structures are hypothesized as oxidative dimers of pyrogallol analogues. Compounds 1 and 2 possess a novel spirobicyclo[3.2.1]octane-6,1′-cyclopentane or -cyclohexane core skeleton. Compound 3 is of a unique cage-like pentacyclic system, which unusually contained three continuous spiro-carbons. Compound 4 is a highly rearranged dimer with five contiguous chiral centers. The absolute structures of 1 and 2 were deduced by electronic circular dichroism (ECD) calculations, and those of 3 and 4 were determined by X-ray crystallography. Compounds 1 and 4 showed potential antiliver fibrosis activity.
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