Borrelidins C–E: New Antibacterial Macrolides from a Saltern-Derived Halophilic Nocardiopsis sp.
Jungwoo Kim 1, Daniel Shin 1, Seong-Hwan Kim 1, Wanki Park 2, Yoonho Shin 1, Won Kyung Kim 1, Sang Kook Lee 1, Ki-Bong Oh 2, Jongheon Shin 1
and Dong-Chan Oh 1,*
and Dong-Chan Oh 1,*
1
Natural Products Research Institute, College of Pharmacy, Seoul National University, Seoul 08826, Korea
2
artment of Agricultural Biotechnology, College of Agriculture and Life Sciences, Seoul National University, Seoul 08826, Korea
*
Author to whom correspondence should be addressed.
Academic Editor: Tracy John Mincer
Mar. Drugs 2017, 15(6), 166; https://doi.org/10.3390/md15060166
Received: 29 April 2017 / Revised: 25 May 2017 / Accepted: 2 June 2017 / Published: 6 June 2017
(This article belongs to the Special Issue Antibacterial Marine Pharmacology)
Abstract
Chemical investigation of a halophilic actinomycete strain belonging to the genus Nocardiopsis inhabiting a hypersaline saltern led to the discovery of new 18-membered macrolides with nitrile functionality, borrelidins C–E (1–3), along with a previously reported borrelidin (4). The planar structures of borrelidins C–E, which are new members of the rare borrelidin class of antibiotics, were elucidated by NMR, mass, IR, and UV spectroscopic analyses. The configurations of borrelidines C–E were determined by the interpretation of ROESY NMR spectra, J-based configuration analysis, a modified Mosher’s method, and CD spectroscopic analysis. Borrelidins C and D displayed inhibitory activity, particularly against the Gram-negative pathogen Salmonella enterica, and moderate cytotoxicity against the SNU638 and K562 carcinoma cell lines. View Full-Text
Figure 1
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Kim, J.; Shin, D.; Kim, S.-H.; Park, W.; Shin, Y.; Kim, W.K.; Lee, S.K.; Oh, K.-B.; Shin, J.; Oh, D.-C. Borrelidins C–E: New Antibacterial Macrolides from a Saltern-Derived Halophilic Nocardiopsis sp.. Mar. Drugs 2017, 15, 166.
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