Wychimicins, a new class of spirotetronate polyketides from Actinocrispum wychmicini MI503-A4

In the course of our screening program for new anti-methicillin-resistant Staphylococcus aureus antibiotics, four novel antibiotics, termed wychimicins A–D, were isolated from the culture broth of the rare actinomycete Actinocrispum wychmicini strain MI503-AF4. Wychimicins are spirotetronates posses...

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Autores principales: Kimura, Tomoyuki, Umekita, Maya, Hatano, Masaki, Hayashi, Chigusa, Sawa, Ryuichi, Igarashi, Masayuki
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2022
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Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9449258/
https://www.ncbi.nlm.nih.gov/pubmed/36071214
http://dx.doi.org/10.1038/s41429-022-00560-4
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author Kimura, Tomoyuki
Umekita, Maya
Hatano, Masaki
Hayashi, Chigusa
Sawa, Ryuichi
Igarashi, Masayuki
author_facet Kimura, Tomoyuki
Umekita, Maya
Hatano, Masaki
Hayashi, Chigusa
Sawa, Ryuichi
Igarashi, Masayuki
author_sort Kimura, Tomoyuki
collection PubMed
description In the course of our screening program for new anti-methicillin-resistant Staphylococcus aureus antibiotics, four novel antibiotics, termed wychimicins A–D, were isolated from the culture broth of the rare actinomycete Actinocrispum wychmicini strain MI503-AF4. Wychimicins are spirotetronates possessing a macrocyclic 13-membered ring containing trans-decalin and β-d-xylo-hexopyranose moieties connected to C-17 by an O-glycosidic linkage according to MS, NMR and X-ray analyses. In X-ray crystal structure analysis, the Flack constant was 0.10 (11). The stereochemistry of the spirocarbon C-25 was R. Wychimicins had a minimum inhibitory concentration of 0.125–2 µg ml(−1) against methicillin-resistant Staphylococcus aureus.
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spelling pubmed-94492582022-09-07 Wychimicins, a new class of spirotetronate polyketides from Actinocrispum wychmicini MI503-A4 Kimura, Tomoyuki Umekita, Maya Hatano, Masaki Hayashi, Chigusa Sawa, Ryuichi Igarashi, Masayuki J Antibiot (Tokyo) Article In the course of our screening program for new anti-methicillin-resistant Staphylococcus aureus antibiotics, four novel antibiotics, termed wychimicins A–D, were isolated from the culture broth of the rare actinomycete Actinocrispum wychmicini strain MI503-AF4. Wychimicins are spirotetronates possessing a macrocyclic 13-membered ring containing trans-decalin and β-d-xylo-hexopyranose moieties connected to C-17 by an O-glycosidic linkage according to MS, NMR and X-ray analyses. In X-ray crystal structure analysis, the Flack constant was 0.10 (11). The stereochemistry of the spirocarbon C-25 was R. Wychimicins had a minimum inhibitory concentration of 0.125–2 µg ml(−1) against methicillin-resistant Staphylococcus aureus. Nature Publishing Group UK 2022-09-07 2022 /pmc/articles/PMC9449258/ /pubmed/36071214 http://dx.doi.org/10.1038/s41429-022-00560-4 Text en © The Author(s), under exclusive licence to the Japan Antibiotics Research Association 2022, Springer Nature or its licensor holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law. This article is made available via the PMC Open Access Subset for unrestricted research re-use and secondary analysis in any form or by any means with acknowledgement of the original source. These permissions are granted for the duration of the World Health Organization (WHO) declaration of COVID-19 as a global pandemic.
spellingShingle Article
Kimura, Tomoyuki
Umekita, Maya
Hatano, Masaki
Hayashi, Chigusa
Sawa, Ryuichi
Igarashi, Masayuki
Wychimicins, a new class of spirotetronate polyketides from Actinocrispum wychmicini MI503-A4
title Wychimicins, a new class of spirotetronate polyketides from Actinocrispum wychmicini MI503-A4
title_full Wychimicins, a new class of spirotetronate polyketides from Actinocrispum wychmicini MI503-A4
title_fullStr Wychimicins, a new class of spirotetronate polyketides from Actinocrispum wychmicini MI503-A4
title_full_unstemmed Wychimicins, a new class of spirotetronate polyketides from Actinocrispum wychmicini MI503-A4
title_short Wychimicins, a new class of spirotetronate polyketides from Actinocrispum wychmicini MI503-A4
title_sort wychimicins, a new class of spirotetronate polyketides from actinocrispum wychmicini mi503-a4
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9449258/
https://www.ncbi.nlm.nih.gov/pubmed/36071214
http://dx.doi.org/10.1038/s41429-022-00560-4
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