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完成 k4610422 的全 NMR 归属和绝对构型,k4610422 是一种来自链霉菌属的新型甾体 5α-还原酶抑制剂,属于 Norditerpenoid:从嗜热放线菌 Actinomadura 中重新发现。

Complete NMR assignment and absolute configuration of k4610422, a norditerpenoid inhibitor of testosterone-5α-reductase originally from Streptosporangium: rediscovery from a thermophilic Actinomadura.

机构信息

Biotechnology Research Center and Department of Biotechnology, Toyama Prefectural University, 5180 Kurokawa, Imizu, Toyama, 939-0398, Japan.

Department of Biotechnology, Faculty of Science, Mahidol University, Bangkok, 10400, Thailand.

出版信息

J Antibiot (Tokyo). 2020 Jan;73(1):60-65. doi: 10.1038/s41429-019-0231-7. Epub 2019 Sep 3.

Abstract

A norditerpenoid k4610422 (1), an inhibitor of testosterone-5α-reductase originally discovered from a mesophilic rare actinomycete of the genus Streptosporangium, was isolated from the culture extract of a thermophilic actinomycete Actinomadura sp. The complete H and C NMR assignment and absolute configuration of 1 were addressed by spectroscopic measurements including NOESY and CD spectra coupled with ECD calculation, which allowed to establish the (5 R,9 S,10 R,13 S)-configuration. Compound 1 was moderately cytotoxic against P388 murine leukemia cells with IC 30 μM.

摘要

一种来源于嗜热放线菌 Actinomadura sp 的培养物提取物的新型 norditerpenoid k4610422 (1),是一种具有雄激素 5α-还原酶抑制活性的甾体化合物,最初从属于链霉菌属的一种嗜中温放线菌中分离得到。通过包括 NOESY 和 CD 谱在内的光谱测量以及与 ECD 计算相结合,确定了 1 的完全 1H 和 13C NMR 归属和绝对构型,从而确定了其(5R,9S,10R,13S)构型。化合物 1 对 P388 白血病细胞具有中等细胞毒性,IC30μM。

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