Dimericchalasine A and Amichalasines D and E: Unexpected Cytochalasan Homodimer and Heterotrimers from <i>Aspergillus micronesiensis</i> PG-1
Zhaodi Wu, Xiaotian Zhang, Chunmei Chen, Peng Zhou, Mi Zhang, Lianghu Gu, Zengwei Luo, Jianping Wang, Qingyi Tong, Hucheng Zhu, Yonghui Zhang
Abstract
The study of Aspergillus micronesiensis led to the isolation of three unprecedented cytochalasans (1–3). Dimericchalasine A (1) is the first cytochalasan homodimer fused by a C-20/C-20′ single bond. Amichalasines D (2) and E (3) represent a new type of cytochalasan heterotrimer with a decacyclic 5/6/11/5/5/6/5/12/6/5 ring system. Their structures were determined by extensive spectroscopic data and single-crystal X-ray diffraction. The plausible biosynthetic pathways of 1–3 were proposed.
Topics & Concepts
ChemistryStereochemistryRing (chemistry)AspergillusCrystallographyMicrobiologyOrganic chemistryBiologyMicrobial Natural Products and BiosynthesisMarine Sponges and Natural ProductsCarbohydrate Chemistry and Synthesis