Niizalactams A-C, Multicyclic Macrolactams Isolated from Combined Culture of Streptomyces with Mycolic Acid-Containing Bacterium

Niizalactams A-C, Multicyclic Macrolactams Isolated from Combined Culture of Streptomyces with Mycolic Acid-Containing Bacterium
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DOI:
10.1021/acs.jnatprod.5b00804
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发表时间:
2015-12-01
影响因子:
5.1
通讯作者:
Abe, Ikuro
Abe, Ikuro
中科院分区:
生物学2区
文献类型:
--
作者:
Hoshino, Shotaro;Okada, Masahiro;Abe, Ikuro

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一种陆生细菌,链霉菌属NZ-6,通过与含分枝菌酸的细菌Tsukamurella pulmonis TP-B 0596共培养,产生尼扎内酰胺A-C(1-3),这是前所未有的二环和三环大环内酰胺。根据光谱数据和化学衍生化方法,确定了它们的完整结构,包括绝对构型。它们独特的骨架被认为是由一个常见的26元大环内酰胺中间体通过S(N)2环化或分子内Diels-Alder反应生物合成的。
A terrestrial bacterium, Streptomyces sp. NZ-6, produced niizalactams A-C (1-3), unprecedented di- and tricyclic macrolactams, by coculturing with the mycolic acid-containing bacterium Tsukamurella pulmonis TP-B0596. Their complete structures, including absolute configurations, were elucidated on, the basis of spectroscopic data and chemical derivatization. Their unique skeletons are proposed to be biosynthesized from a common 26-membered macrolactam intermediate by S(N)2 cyclization or an intramolecular Diels-Alder reaction.