Canescones A–E: aromatic polyketide dimers with PTP1B inhibitory activity from Penicillium canescens

Autor: Yi Zang, Jianping Wang, Zengwei Luo, Lianghu Gu, Xiao-Nian Li, Chunmei Chen, Yuan Zhou, Xu-Wen Li, Yihua Gong, Hucheng Zhu, Weiguang Sun, Junjun Liu, Yonghui Zhang
Rok vydání: 2019
Předmět:
Zdroj: Organic Chemistry Frontiers. 6:3274-3281
ISSN: 2052-4129
Popis: Three pairs of enantiomers (±)-canescones A–C (1–3), along with a pair of stereoisomers canescones D (4) and E (5), aromatic polyketide dimers bearing unprecedented 5/6/6/6/5 heterocyclic chemical architectures with a rare pentacyclic dihydrobenzo[1,4]dioxine core, were isolated from the fungus Penicillium canescens. Structure elucidation unambiguously suggests that 1 and 2 feature a new cyclopentanone ring A rather than a pyrrolidinone or furanone ring present in 3–5. All compounds were assayed for PTP1B inhibitory activity, and their hypothetical biosynthetic pathways were proposed.
Databáze: OpenAIRE