Canescones A–E: aromatic polyketide dimers with PTP1B inhibitory activity from Penicillium canescens. Issue 18 (13th August 2019)

• Record Type: Journal Article
• Authors: Zang, Yi; Gong, Yi-Hua; Li, Xu-Wen; Li, Xiao-Nian; Liu, Jun-Jun; Chen, Chun-Mei; Zhou, Yuan; Gu, Liang-Hu; Luo, Zeng-Wei; Wang, Jian-Ping; Sun, Wei-Guang; Zhu, Hu-Cheng; Zhang, Yong-Hui
• Is Part Of: Organic chemistry frontiers. Volume 6:Issue 18(2019)
• Page Start: 3274
• Page End: 3281
• Publication Date: 2019-08-13
• Subjects: Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1039/c9qo00820a
• Languages: English
• ISSNs: 2052-4110

Abstract

Abstract : Canescones A–E (1–5 ), aromatic polyketide dimers bearing unprecedented 5/6/6/6/5 heteropentacyclic ring skeletons with novel scaffolds, were isolated from Penicillium canescens . Abstract : 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 that1 and2 feature a new cyclopentanone ring A rather than a pyrrolidinone or furanone ring present in3–5 . All compounds were assayed for PTP1B inhibitory activity, and their hypothetical biosynthetic pathways were proposed.