Cargando…

Nomimicins B–D, new tetronate-class polyketides from a marine-derived actinomycete of the genus Actinomadura

Three new tetronate-class polyketides, nomimicins B, C, and D, along with nomimicin, hereafter named nomimicin A, were isolated from the culture extract of Actinomadura sp. AKA43 collected from floating particles in the deep-sea water of Sagami Bay, Japan. The structures of nomimicins B, C, and D we...

Descripción completa

Detalles Bibliográficos
Autores principales: Zhang, Zhiwei, Zhou, Tao, Yang, Taehui, Fukaya, Keisuke, Harunari, Enjuro, Saito, Shun, Yamada, Katsuhisa, Imada, Chiaki, Urabe, Daisuke, Igarashi, Yasuhiro
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8404215/
https://www.ncbi.nlm.nih.gov/pubmed/34497672
http://dx.doi.org/10.3762/bjoc.17.141
_version_ 1783746124900728832
author Zhang, Zhiwei
Zhou, Tao
Yang, Taehui
Fukaya, Keisuke
Harunari, Enjuro
Saito, Shun
Yamada, Katsuhisa
Imada, Chiaki
Urabe, Daisuke
Igarashi, Yasuhiro
author_facet Zhang, Zhiwei
Zhou, Tao
Yang, Taehui
Fukaya, Keisuke
Harunari, Enjuro
Saito, Shun
Yamada, Katsuhisa
Imada, Chiaki
Urabe, Daisuke
Igarashi, Yasuhiro
author_sort Zhang, Zhiwei
collection PubMed
description Three new tetronate-class polyketides, nomimicins B, C, and D, along with nomimicin, hereafter named nomimicin A, were isolated from the culture extract of Actinomadura sp. AKA43 collected from floating particles in the deep-sea water of Sagami Bay, Japan. The structures of nomimicins B, C, and D were elucidated through the interpretation of NMR and MS analytical data, and the absolute configuration was determined by combination of NOESY/ROESY and ECD analyses. Nomimicins B, C, and D showed antimicrobial activity against Gram-positive bacteria, Kocuria rhizophila and Bacillus subtilis, with MIC values in the range of 6.5 to 12.5 μg/mL. Nomimicins B and C also displayed cytotoxicity against P388 murine leukemia cells with IC(50) values of 33 and 89 μM, respectively.
format Online
Article
Text
id pubmed-8404215
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher Beilstein-Institut
record_format MEDLINE/PubMed
spelling pubmed-84042152021-09-07 Nomimicins B–D, new tetronate-class polyketides from a marine-derived actinomycete of the genus Actinomadura Zhang, Zhiwei Zhou, Tao Yang, Taehui Fukaya, Keisuke Harunari, Enjuro Saito, Shun Yamada, Katsuhisa Imada, Chiaki Urabe, Daisuke Igarashi, Yasuhiro Beilstein J Org Chem Full Research Paper Three new tetronate-class polyketides, nomimicins B, C, and D, along with nomimicin, hereafter named nomimicin A, were isolated from the culture extract of Actinomadura sp. AKA43 collected from floating particles in the deep-sea water of Sagami Bay, Japan. The structures of nomimicins B, C, and D were elucidated through the interpretation of NMR and MS analytical data, and the absolute configuration was determined by combination of NOESY/ROESY and ECD analyses. Nomimicins B, C, and D showed antimicrobial activity against Gram-positive bacteria, Kocuria rhizophila and Bacillus subtilis, with MIC values in the range of 6.5 to 12.5 μg/mL. Nomimicins B and C also displayed cytotoxicity against P388 murine leukemia cells with IC(50) values of 33 and 89 μM, respectively. Beilstein-Institut 2021-08-27 /pmc/articles/PMC8404215/ /pubmed/34497672 http://dx.doi.org/10.3762/bjoc.17.141 Text en Copyright © 2021, Zhang et al. https://creativecommons.org/licenses/by/4.0/https://www.beilstein-journals.org/bjoc/terms/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/4.0 (https://creativecommons.org/licenses/by/4.0/) ). Please note that the reuse, redistribution and reproduction in particular requires that the author(s) and source are credited and that individual graphics may be subject to special legal provisions. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms/terms)
spellingShingle Full Research Paper
Zhang, Zhiwei
Zhou, Tao
Yang, Taehui
Fukaya, Keisuke
Harunari, Enjuro
Saito, Shun
Yamada, Katsuhisa
Imada, Chiaki
Urabe, Daisuke
Igarashi, Yasuhiro
Nomimicins B–D, new tetronate-class polyketides from a marine-derived actinomycete of the genus Actinomadura
title Nomimicins B–D, new tetronate-class polyketides from a marine-derived actinomycete of the genus Actinomadura
title_full Nomimicins B–D, new tetronate-class polyketides from a marine-derived actinomycete of the genus Actinomadura
title_fullStr Nomimicins B–D, new tetronate-class polyketides from a marine-derived actinomycete of the genus Actinomadura
title_full_unstemmed Nomimicins B–D, new tetronate-class polyketides from a marine-derived actinomycete of the genus Actinomadura
title_short Nomimicins B–D, new tetronate-class polyketides from a marine-derived actinomycete of the genus Actinomadura
title_sort nomimicins b–d, new tetronate-class polyketides from a marine-derived actinomycete of the genus actinomadura
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8404215/
https://www.ncbi.nlm.nih.gov/pubmed/34497672
http://dx.doi.org/10.3762/bjoc.17.141
work_keys_str_mv AT zhangzhiwei nomimicinsbdnewtetronateclasspolyketidesfromamarinederivedactinomyceteofthegenusactinomadura
AT zhoutao nomimicinsbdnewtetronateclasspolyketidesfromamarinederivedactinomyceteofthegenusactinomadura
AT yangtaehui nomimicinsbdnewtetronateclasspolyketidesfromamarinederivedactinomyceteofthegenusactinomadura
AT fukayakeisuke nomimicinsbdnewtetronateclasspolyketidesfromamarinederivedactinomyceteofthegenusactinomadura
AT harunarienjuro nomimicinsbdnewtetronateclasspolyketidesfromamarinederivedactinomyceteofthegenusactinomadura
AT saitoshun nomimicinsbdnewtetronateclasspolyketidesfromamarinederivedactinomyceteofthegenusactinomadura
AT yamadakatsuhisa nomimicinsbdnewtetronateclasspolyketidesfromamarinederivedactinomyceteofthegenusactinomadura
AT imadachiaki nomimicinsbdnewtetronateclasspolyketidesfromamarinederivedactinomyceteofthegenusactinomadura
AT urabedaisuke nomimicinsbdnewtetronateclasspolyketidesfromamarinederivedactinomyceteofthegenusactinomadura
AT igarashiyasuhiro nomimicinsbdnewtetronateclasspolyketidesfromamarinederivedactinomyceteofthegenusactinomadura