Salternamides A-D from a Halophilic Streptomyces sp. Actinobacterium

  • J Nat Prod. 2015 Apr 24;78(4):836-43. doi: 10.1021/acs.jnatprod.5b00002.
Seong-Hwan Kim  1 Yoonho Shin  1 So-Hyoung Lee  2 Ki-Bong Oh  2 Sang Kook Lee  1 Jongheon Shin  1 Dong-Chan Oh  1
Affiliations
  • 1. †Natural Products Research Institute, College of Pharmacy, Seoul National University, 1 Gwanak-ro, Gwanak-gu, Seoul 151-742, Republic of Korea.
  • 2. ‡Department of Agricultural Biotechnology, College of Agriculture and Life Sciences, Seoul National University, 1 Gwanak-ro, Gwanak-gu, Seoul 151-921, Republic of Korea.
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.