A prodigiosin from the roseophilin producer Streptomyces griseoviridis
A prodigiosin from the roseophilin producer Streptomyces griseoviridis
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DOI：
10.1021/np7007494
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发表时间：
2008-07-01
影响因子：
5.1
通讯作者：
Hayakawa, Yoichi
中科院分区：
文献类型：
--
作者：
Kawasaki, Takashi;Sakurai, Fumi;Hayakawa, Yoichi
亲玫瑰素是一种独特的代谢产物，含有两个吡咯和一个呋喃环，结构上与三吡咯抗生素灵菌红素相关。使用从灵菌红素生物合成基因redH、redM和redW设计的引物，通过PCR扩增亲玫瑰素生产者灰绿链霉菌中的每个同源基因。对S.灰绿菌导致分离到一种新的灵菌红素，命名为灵菌红素R1（1）。通过高分辨快原子轰击质谱确定化合物1的分子式为C27H37N30。通过COSY、HMQC、HMBC、NOESY等核磁共振波谱分析，鉴定了化合物1的结构。灵菌红素R1（1）是灵菌红素家族的一个新成员，具有环状烷基侧链。
Roseophilin is a unique metabolite containing two pyrrole and one furan ring and is structurally related to tripyrrole antibiotics, prodigiosins. Each homologous gene in the roseophilin producer Streptomyces griseoviridis was amplified by PCR using primers designed from the prodigiosin-biosynthesis genes redH, redM, and redW. A search for prodigiosins produced by S. griseoviridis resulted in the isolation of a new prodigiosin designated prodigiosin R1 (1). The molecular formula of 1 was established as C27H37N30 by high-resolution FABMS. The structure of 1 was elucidated by NMR spectroscopic analysis including COSY, HMQC, HMBC, and NOESY. Prodigiosin R1 (1) is a new member of the prodigiosin family possessing a cyclic alkyl side chain.