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异开口酮 A-C:植物内生真菌 Penicillium sp. sh18 中的两种抗肿瘤倍半萜类化合物。

Isopenicins A-C: Two Types of Antitumor Meroterpenoids from the Plant Endophytic Fungus Penicillium sp. sh18.

机构信息

State Key Laboratory of Phytochemistry and Plant Resources in West China , Kunming Institute of Botany, Chinese Academy of Sciences, and Yunnan Key Laboratory of Natural Medicinal Chemistry , Kunming 650201 , Yunnan , People's Republic of China.

University of Chinese Academy of Sciences , Beijing 100049 , People's Republic of China.

出版信息

Org Lett. 2019 Feb 1;21(3):771-775. doi: 10.1021/acs.orglett.8b04020. Epub 2019 Jan 14.

Abstract

Isopenicins A-C (1-3), three novel meroterpenoids possessing two types of unprecedented terpenoid-polyketide hybrid skeletons, were isolated from the cultures of Penicillium sp. sh18. Their structures were determined through synergetic use of extensive spectroscopic analysis, quantum-chemical calculation with ANN-PRA analysis, and X-ray crystallographic analysis. Additionally, the inhibitory activities of these compounds on the Wnt/β-catenin signaling pathway were evaluated, and 1 was identified as a potent inhibitor of the Wnt signaling pathway.

摘要

异开口菌素 A-C(1-3)是从青霉属 sh18 的培养物中分离得到的三种新型的倍半萜-聚酮杂合骨架类化合物,具有两种前所未有的萜类-聚酮混合骨架。通过广泛的光谱分析、基于人工神经网络和概率回归分析的量子化学计算和 X 射线晶体学分析的协同使用,确定了它们的结构。此外,还评估了这些化合物对 Wnt/β-连环蛋白信号通路的抑制活性,结果表明 1 是 Wnt 信号通路的有效抑制剂。

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