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