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Borrelidins C–E: New Antibacterial Macrolides from a Saltern-Derived Halophilic Nocardiopsis sp.
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...
Autores principales: | , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2017
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5484116/ https://www.ncbi.nlm.nih.gov/pubmed/28587270 http://dx.doi.org/10.3390/md15060166 |
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author | Kim, Jungwoo Shin, Daniel Kim, Seong-Hwan Park, Wanki Shin, Yoonho Kim, Won Kyung Lee, Sang Kook Oh, Ki-Bong Shin, Jongheon Oh, Dong-Chan |
author_facet | Kim, Jungwoo Shin, Daniel Kim, Seong-Hwan Park, Wanki Shin, Yoonho Kim, Won Kyung Lee, Sang Kook Oh, Ki-Bong Shin, Jongheon Oh, Dong-Chan |
author_sort | Kim, Jungwoo |
collection | PubMed |
description | 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. |
format | Online Article Text |
id | pubmed-5484116 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-54841162017-06-29 Borrelidins C–E: New Antibacterial Macrolides from a Saltern-Derived Halophilic Nocardiopsis sp. Kim, Jungwoo Shin, Daniel Kim, Seong-Hwan Park, Wanki Shin, Yoonho Kim, Won Kyung Lee, Sang Kook Oh, Ki-Bong Shin, Jongheon Oh, Dong-Chan Mar Drugs Article 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. MDPI 2017-06-06 /pmc/articles/PMC5484116/ /pubmed/28587270 http://dx.doi.org/10.3390/md15060166 Text en © 2017 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Kim, Jungwoo Shin, Daniel Kim, Seong-Hwan Park, Wanki Shin, Yoonho Kim, Won Kyung Lee, Sang Kook Oh, Ki-Bong Shin, Jongheon Oh, Dong-Chan Borrelidins C–E: New Antibacterial Macrolides from a Saltern-Derived Halophilic Nocardiopsis sp. |
title | Borrelidins C–E: New Antibacterial Macrolides from a Saltern-Derived Halophilic Nocardiopsis sp. |
title_full | Borrelidins C–E: New Antibacterial Macrolides from a Saltern-Derived Halophilic Nocardiopsis sp. |
title_fullStr | Borrelidins C–E: New Antibacterial Macrolides from a Saltern-Derived Halophilic Nocardiopsis sp. |
title_full_unstemmed | Borrelidins C–E: New Antibacterial Macrolides from a Saltern-Derived Halophilic Nocardiopsis sp. |
title_short | Borrelidins C–E: New Antibacterial Macrolides from a Saltern-Derived Halophilic Nocardiopsis sp. |
title_sort | borrelidins c–e: new antibacterial macrolides from a saltern-derived halophilic nocardiopsis sp. |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5484116/ https://www.ncbi.nlm.nih.gov/pubmed/28587270 http://dx.doi.org/10.3390/md15060166 |
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