盐单胞菌属 A-D 来自一种嗜盐放线菌。

Salternamides A-D from a Halophilic Streptomyces sp. Actinobacterium.

机构信息

†Natural Products Research Institute, College of Pharmacy, Seoul National University, 1 Gwanak-ro, Gwanak-gu, Seoul 151-742, Republic of Korea.

‡Department of Agricultural Biotechnology, College of Agriculture and Life Sciences, Seoul National University, 1 Gwanak-ro, Gwanak-gu, Seoul 151-921, Republic of Korea.

出版信息

J Nat Prod. 2015 Apr 24;78(4):836-43. doi: 10.1021/acs.jnatprod.5b00002. Epub 2015 Feb 20.

DOI:10.1021/acs.jnatprod.5b00002

PMID:25700232

Abstract

Salternamides A-D (1-4), the first secondary metabolites discovered from saltern-derived actinomycetes, were isolated from a halophilic Streptomyces strain isolated from a saltern on Shinui Island in the Republic of Korea. The planar structures of the salternamides, which are new members of the manumycin family, were elucidated by a combination of spectroscopic analyses. The absolute configurations of the salternamides were determined by chemical and spectroscopic methods, including the modified Mosher's method, J-based configuration analysis, and circular dichroism spectroscopy. Salternamide A (1), which is the first chlorinated compound in the manumycin family, exhibited potent cytotoxicity against a human colon cancer cell line (HCT116) and a gastric cancer cell line (SNU638) with submicromolar IC50 values. Salternamides A and D were also determined to be weak Na(+)/K(+) ATPase inhibitors.

摘要

盐纳酰胺 A-D（1-4）是从韩国新蔚岛盐田来源的放线菌中分离得到的首批次生代谢产物，属于曼努霉素家族的新成员。通过光谱分析的组合，阐明了盐纳酰胺的平面结构。通过化学和光谱方法，包括改进的 Mosher 法、基于 J 的构型分析和圆二色性光谱法，确定了盐纳酰胺的绝对构型。盐纳酰胺 A（1）是曼努霉素家族中的第一个氯化化合物，对人结肠癌细胞系（HCT116）和胃癌细胞系（SNU638）具有很强的细胞毒性，IC50 值均低于亚微摩尔。盐纳酰胺 A 和 D 也被确定为弱的 Na(+)/K(+)ATP 酶抑制剂。