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N-乙酰-α-羟基-β-氧代色胺,一种从链霉菌 sp. 80H647 中分离得到的外消旋天然产物。

N-Acetyl-α-hydroxy-β-oxotryptamine, a racemic natural product isolated from Streptomyces sp. 80H647.

机构信息

RIKEN Center for Sustainable Resource Science, Chemical Biology Research Group, 2-1 Hirosawa, Wako, Saitama, 351-0198, Japan.

RIKEN Center for Emergent Matter Science, Materials Characterization Support Team, 2-1 Hirosawa, Wako, Saitama, 351-0198, Japan.

出版信息

J Antibiot (Tokyo). 2021 Jul;74(7):477-479. doi: 10.1038/s41429-021-00420-7. Epub 2021 Apr 20.

Abstract

N-acetyl-α-hydroxy-β-oxotryptamine (1) along with N-acetyl-β-oxotryptamine (2) and pimprinine (3) were isolated from the culture broth of Streptomyces sp. 80H647. Compound 1 was found to be a racemate via X-ray diffraction analysis and the enantiomers were successfully purified by chiral-phase HPLC. The absolute configuration was assigned by comparison of the calculated and experimental ECD spectra. The α-hydroxy moiety of 1 was vital for cytotoxicity against different cancer cell lines.

摘要

从链霉菌 sp. 80H647 的发酵液中分离得到 N-乙酰-α-羟基-β-氧代色胺(1)、N-乙酰-β-氧代色胺(2)和蓬皮辛(3)。通过 X 射线衍射分析发现化合物 1 为外消旋体,通过手性相 HPLC 成功分离出对映异构体。通过比较计算和实验 ECD 光谱确定了绝对构型。1 的α-羟基部分对于对不同癌细胞系的细胞毒性至关重要。

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