Organic Letters
Organic Letters
5 years ago

Aspergilasines A–D: Four Merocytochalasans with New Carbon Skeletons from Aspergillus flavipes QCS12

Aspergilasines A–D: Four Merocytochalasans with New Carbon Skeletons from Aspergillus flavipes QCS12
Junjun Liu, Qingyi Tong, Jinfeng Huang, Zengwei Luo, Jing Yang, Hucheng Zhu, Zhaodi Wu, Yongbo Xue, Wenjing Wang, Chunmei Chen, Guangzheng Wei, Yonghui Zhang, Jianping Wang
Aspergilasines A–D (1–4), four merocytochalasans with new skeletons, were isolated from the liquid culture broth of Aspergillus flavipes QCS12. Aspergilasine A (1) possesses a uniquely caged pentacyclo[7.2.0.14,11.02,7.05,10]dodecane skeleton with an unexpected cyclobutane ring that formed by the fusion of two epicoccine moieties via two [3 + 2] cycloadditions. Aspergilasines B–D (2–4) are key biosynthetic intermediates of epicochalasine B that fit well with our previous biosynthetic proposal.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b02146

DOI: 10.1021/acs.orglett.7b02146

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