Molecular Networking-Based Screening Led to the Discovery of a Cyclic Heptadepsipeptide from an Endolichenic Xylaria sp

被引：19

作者：

Luo, Mengna ^{[1
]}

Chang, Shanshan ^{[1
]}

Li, Yihong ^{[1
]}

Xi, Xiaoming ^{[2
]}

Chen, Minghua ^{[2
]}

He, Ning ^{[1
]}

Wang, Mengyuan ^{[1
]}

Zhao, Wuli ^{[2
]}

Xie, Yunying ^{[1
]}

机构：

[1] Chinese Acad Med Sci & Peking Union Med Coll, CAMS Key Lab Synthet Biol Drug Innovat, Beijing 100050, Peoples R China

[2] Chinese Acad Med Sci & Peking Union Med Coll, Inst Med Biotechnol, NHC Key Lab Biotechnol Antibiot, Beijing 100050, Peoples R China

来源：

JOURNAL OF NATURAL PRODUCTS | 2022年 / 85卷 / 04期

基金：

中国国家自然科学基金;

关键词：

CONSTITUENT AMINO-ACIDS; ABSOLUTE-CONFIGURATION; MARFEYS METHOD; ELUCIDATION; LC/MS;

D O I：

10.1021/acs.jnatprod.1c01108

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

MS/MS-based molecular networking strain prioritization led to the discovery of a group of cyclic depsipeptides from an endolichenic Xylaria sp. The main component, xylaroamide A (1), was obtained by LC-MS-guided isolation. The planar structure of compound 1 was elucidated via ID and 2D NMR, as well as MS/MS data. The configurations were fully determined by the combination of advanced Marfey's analysis, partial hydrolysis, Mosher's reaction, and GIAO NMR calculation based on a restricted conformational search. A plausible biosynthetic pathway for xylaroamide A (1) involving a rare trans-acting N-methyltransferase is proposed based on bioinformatics analysis. Xylaroamide A (1) exhibited inhibitory activity against cancer cell lines BT-549 and RKO with IC50 values of 2.5 and 9.5 mu M, respectively.

引用

页码：972 / 979

页数：8

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