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Piperazate-Guided Isolation of Caveamides A and B, Cyclohexenylalanine-Containing Nonribosomal Peptides from a Cave Actinomycete
Organic Letters ( IF 5.2 ) Pub Date : 2024-05-08 , DOI: 10.1021/acs.orglett.4c01218
Mostafa Hagar 1 , Kalindi D. Morgan 1 , Spencer D. Stumpf 2 , Maya Tsingos 2 , Carmen A. Banuelos 3 , Marianne D. Sadar 3 , Joshua A. V. Blodgett 2 , Raymond J. Andersen 1, 4 , Katherine S. Ryan 1
Affiliation  

Hybrid genome-mining/15N-NMR was used to target compounds containing piperazate (Piz) residues, leading to the discovery of caveamides A (1) and B (2) from Streptomyces sp. strain BE230, isolated from New Rankin Cave (Missouri). Caveamides are highly dynamic molecules containing an unprecedented β-ketoamide polyketide fragment, two Piz residues, and a new N-methyl-cyclohexenylalanine residue. Caveamide B (2) exhibited nanomolar cytotoxicity against several cancer cell lines and nanomolar antimicrobial activity against MRSA and E. coli.

中文翻译:

哌嗪引导下从穴放线菌中分离 Caveamides A 和 B(含环己基丙氨酸的非核糖体肽)

混合基因组挖掘/ 15 N-NMR 用于靶向含有哌嗪 (Piz) 残基的化合物,从而发现了来自链霉菌属的卡夫酰胺 A ( 1 ) 和 B ( 2 ) 。菌株BE230,分离自New Rankin Cave(密苏里州)。 Caveamides 是高度动态的分子,含有前所未有的 β-酮酰胺聚酮化合物片段、两个 Piz 残基和一个新的N-甲基-环己基丙氨酸残基。 Caveamide B ( 2 ) 对几种癌细胞系表现出纳摩尔级细胞毒性,对 MRSA 和大肠杆菌表现出纳摩尔级抗菌活性。
更新日期:2024-05-08
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