Borrelidins C-E: New antibacterial macrolides from a saltern-derived halophilic Nocardiopsis sp.

Jungwoo Kim; Daniel Shin; Seong Hwan Kim; Wanki Park; Yoonho Shin; Won Kyung Kim; Sang Kook Lee; Ki Bong Oh; Jongheon Shin; Dong Chan Oh

doi:10.3390/md15060166

Borrelidins C-E: New antibacterial macrolides from a saltern-derived halophilic Nocardiopsis sp.

Jungwoo Kim, Daniel Shin, Seong Hwan Kim, Wanki Park, Yoonho Shin, Won Kyung Kim, Sang Kook Lee, Ki Bong Oh, Jongheon Shin, Dong Chan Oh

Research output: Contribution to journal › Article › peer-review

43 Citations (Scopus)

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 ROESYNMRspectra, 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.

Original language	English
Article number	166
Journal	Marine Drugs
Volume	15
Issue number	6
DOIs	https://doi.org/10.3390/md15060166
Publication status	Published - Jun 2017

Bibliographical note

Publisher Copyright:
© 2017 by the authors.

Keywords

Antibacterial
Borrelidin
Halophilic actinomycetes
Salmonella enterica
Saltern

Access to Document

10.3390/md15060166

Cite this

@article{a44762c6041a4659bbbdc7f8bb9280aa,

title = "Borrelidins C-E: New antibacterial macrolides from a saltern-derived halophilic Nocardiopsis sp.",

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 ROESYNMRspectra, 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.",

keywords = "Antibacterial, Borrelidin, Halophilic actinomycetes, Salmonella enterica, Saltern",

author = "Jungwoo Kim and Daniel Shin and Kim, {Seong Hwan} and Wanki Park and Yoonho Shin and Kim, {Won Kyung} and Lee, {Sang Kook} and Oh, {Ki Bong} and Jongheon Shin and Oh, {Dong Chan}",

note = "Publisher Copyright: {\textcopyright} 2017 by the authors.",

year = "2017",

month = jun,

doi = "10.3390/md15060166",

language = "English",

volume = "15",

journal = "Marine Drugs",

issn = "1660-3397",

publisher = "Multidisciplinary Digital Publishing Institute",

number = "6",

}

TY - JOUR

T1 - Borrelidins C-E

T2 - New antibacterial macrolides from a saltern-derived halophilic Nocardiopsis sp.

AU - Kim, Jungwoo

AU - Shin, Daniel

AU - Kim, Seong Hwan

AU - Park, Wanki

AU - Shin, Yoonho

AU - Kim, Won Kyung

AU - Lee, Sang Kook

AU - Oh, Ki Bong

AU - Shin, Jongheon

AU - Oh, Dong Chan

PY - 2017/6

Y1 - 2017/6

N2 - 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 ROESYNMRspectra, 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.

AB - 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 ROESYNMRspectra, 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.

KW - Antibacterial

KW - Borrelidin

KW - Halophilic actinomycetes

KW - Salmonella enterica

KW - Saltern

UR - http://www.scopus.com/inward/record.url?scp=85020785010&partnerID=8YFLogxK

U2 - 10.3390/md15060166

DO - 10.3390/md15060166

M3 - Article

C2 - 28587270

AN - SCOPUS:85020785010

SN - 1660-3397

VL - 15

JO - Marine Drugs

JF - Marine Drugs

IS - 6

M1 - 166

ER -

Borrelidins C-E: New antibacterial macrolides from a saltern-derived halophilic Nocardiopsis sp.

Abstract

Bibliographical note

Keywords

Access to Document

Other files and links

Fingerprint

Cite this