Indopexines A and B: Two Prenylated Isoindoline Alkaloids from the Fungus Aspergillus sp. TJ507.

IF 5 1区化学 Q1 CHEMISTRY, ORGANIC

Organic Letters Pub Date : 2025-10-03 DOI:10.1021/acs.orglett.5c03829

Yeting Zhang,Qing Li,Zhengyi Shi,Xueqi Lan,Jinlong Zhang,Ming Chen,Xinye Huang,Kuansong Wang,Changxing Qi,Yonghui Zhang

引用次数: 0

Abstract

Indopexines A (1) and B (2), two prenylated isoindoline alkaloids, were isolated from Aspergillus sp. TJ507. Their structures were determined by extensive spectroscopic analysis, CASE algorithms, quantum 1H and 13C NMR DP4+, and electronic circular dichroism calculations. Structurally, 1 was the first examples of isoindoline alkaloids bearing a 6/5/5/6 ring based on the 2-oxa-10-azatetracyclo-[7.7.0.01,12.03,8]cetane core, while 2 featured an 5,20-bioxa-1-azapencyclo-[10.7.1.01,12.06,11.013,18]lcosane moiety. Furthermore, 1 displayed an inhibitory effect toward triple-negative breast cancer cells through the Rap1/PI3K/AKT signaling pathway.

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吲哚内酯A和B：两种来自真菌曲霉sp. TJ507的异吲哚生物碱。

吲哚内酯A(1)和B(2)是从曲霉TJ507中分离得到的两种异吲哚内酯。通过广泛的光谱分析、CASE算法、量子1H和13C NMR DP4+以及电子圆二色性计算确定了它们的结构。在结构上，1是异吲哚碱类生物碱中第一个以2-oxa-10-氮杂四环-[7.7.0.01,12.03,8]十六烷为核心的6/5/5/6环，而2具有5,20- biooxa -1-氮杂四环-[10.7.1.01,12.06,11.013,18]十六烷为核心的异吲哚碱类生物碱。此外，1通过Rap1/PI3K/AKT信号通路对三阴性乳腺癌细胞表现出抑制作用。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Letters 化学-有机化学

CiteScore

9.30

自引率

11.50%

发文量

1607

审稿时长

1.5 months

期刊介绍： Organic Letters invites original reports of fundamental research in all branches of the theory and practice of organic, physical organic, organometallic,medicinal, and bioorganic chemistry. Organic Letters provides rapid disclosure of the key elements of significant studies that are of interest to a large portion of the organic community. In selecting manuscripts for publication, the Editors place emphasis on the originality, quality and wide interest of the work. Authors should provide enough background information to place the new disclosure in context and to justify the rapid publication format. Back-to-back Letters will be considered. Full details should be reserved for an Article, which should appear in due course.