Litcius/Paper detail

Beetleane A and Epicoane A: Two Carbon Skeletons Produced by <i>Epicoccum nigrum</i>

Peng-Ran Cao, Yi-Lei Zheng, Yong-Qin Zhao, Xiaobing Wang, Hao Zhang, Meihui Zhang, Ting Yang, Yu‐Cheng Gu, Ming‐Hua Yang, Lingyi Kong

2021Organic Letters16 citationsDOI

Abstract

Two novel natural products, beetleane A (1) and epicoane A (2), were obtained from the metabolites of an endophytic Epicoccum nigrum. Compound 1 has a unique beetlelike structure that is constructed by the fusion and further fold of an unusual [5.5.5.6]trioxafenestrane with a cycloheptane ring. Compound 2 possesses a compact cagelike structure with a unique 6/5/5/5/6/6/5 heptacyclic ring system. Both 1 and 2 showed strong antiliver fibrosis activity in vitro.

Topics & Concepts

ChemistryRing (chemistry)StereochemistryCycloheptaneOrganic chemistryPhytochemistry and Biological ActivitiesSesquiterpenes and Asteraceae StudiesTraditional and Medicinal Uses of Annonaceae