Molecular networking assisted discovery and biosynthesis elucidation of the antimicrobial spiroketals epicospirocins.

Autor: Zhu, Guoliang, Hou, Chengjian, Yuan, Weize, Wang, Zhenzhen, Zhang, Jingyu, Jiang, Lan, Karthik, Loganathan, Li, Bixiao, Ren, Biao, Lv, Kangjie, Lu, Wanying, Cong, Zhanren, Dai, Huanqin, Hsiang, Tom, Zhang, Lixin, Liu, Xueting
Předmět:
Zdroj: Chemical Communications; 9/11/2020, Vol. 56 Issue 70, p10171-10174, 4p
Abstrakt: Two pairs of dibenzospiroketal racemates, (±)-epicospirocin A (1a/1b) and (±)-1-epi-epicospirocin A (2a/2b), and two (+)-enantiomers of aspermicrones, ent-aspermicrone B (3b) and ent-aspermicrone C (4b), together with two hemiacetal epimeric mixtures, epicospirocin B/1-epi-epicospirocin B (5/6) and epicospirocin C/1-epi-epicospirocin C (7/8), were investigated from the phytopathogenic fungus Epicoccum nigrum 09116 via MS/MS molecular networking guided isolation and chiral separation for the first time. A plausible epicospirocin biosynthetic pathway was elucidated through in silico gene function annotation together with knock-out experiments. This is the first report that has applied MS/MS molecular networking to identify intermediates correlated with a biosynthetic pathway. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index