吡嗪
化学
部分
广谱
立体化学
抗菌活性
组合化学
细菌
生物
遗传学
作者
Francisco Javier Ortiz‐López,Daniel Oves‐Costales,Daniel Carretero‐Molina,Jesús Martín,Caridad Díaz,Mercedes de la Cruz,Fernando Román‐Hurtado,María Álvarez-Arévalo,Tue Sparholt Jørgensen,Fernando Reyes,Tilmann Weber,Olga Genilloud
出处
期刊:Organic Letters
[American Chemical Society]
日期:2023-05-10
卷期号:25 (19): 3502-3507
被引量:1
标识
DOI:10.1021/acs.orglett.3c01088
摘要
Crosiellidines are intriguing pyrazine-alkylguanidine metabolites isolated from the minor actinomycete genus Crossiella. Their structures present an unprecedented 2-methoxy-3,5,6-trialkyl pyrazine scaffold and uncommon guanidine prenylations, including an exotic O-prenylated N-hydroxyguanidine moiety. The novel substitution pattern of the 2-methoxypyrazine core inaugurates a new class of naturally occurring pyrazine compounds, the biosynthetic implications of which are discussed herein. Isotopic feeding and genome analysis allowed us to propose a biosynthetic pathway from arginine. The crossiellidines exhibited remarkable, broad-spectrum antibacterial activity.
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