(±)-Talaroindolenes A and B: Spiro-Ergot Alkaloid Enantiomers with a 5/6/6/6/5/5 Hexacyclic System and Cardioprotective Activity from Talaromyces sp. TJ403-AL05

Organic Letters 2026

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Authors: Hanxiao Zeng, Zhang Ye, Zhang Ye, Shenglan Yang, Yaxing Wang, Rui Jiang, Lianghu Gu, Weiguang Sun, Yonghui Zhang, Yonghui Zhang, Zhengxi Hu
DOI: 10.1021/acs.orglett.5c04883
Cited by: 1
References: 37

Abstract

Chemical investigation of fungus Talaromyces sp. TJ403-AL05 led to the isolation of (±)-talaroindolenes A ( 1a / 1b ) and B ( 2a / 2b ), two pairs of spiro-ergot alkaloid enantiomers featuring a 5/6/6/6/5/5 hexacyclic skeleton defined by a spiro[2-oxa-7,15-diaza-pentacyclo[12.2.1.1 1,8 .0 3,7 .0 12,18 ]octadecane-13,1′-[2]oxacyclopentane] core. Extensive spectroscopic analysis, X-ray crystallography and ECD calculation were used to determine the structure and absolute configuration of each enantiomer after chiral resolution. Additionally, 2b exhibited significant cardioprotective effect on oxygen-glucose deprivation (OGD)-damaged H9C2 cells by preserving mitochondrial membrane potential and modulating the mRNA levels of Bax and Bcl-2.

Fields of Study & Subjects

Fungal Biology and Applications Microbial Natural Products and Biosynthesis Plant and fungal interactions

Publication details

Journal / source
Organic Letters
Publisher
American Chemical Society (ACS)
Volume
28
Issue
4
Pages
1193–1199
Publication date
15 January 2026
Language
EN