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New Naphthoquinone Terpenoids from Marine Actinobacterium, Streptomyces sp. CNQ-509

A member of the marine streptomycete clade MAR4, Streptomyces sp. CNQ-509, has genetic potential for the biosynthesis of hybrid isoprenoids and produces several meroterpenoids such as naphterpin, nitropyrrolin and marinophenazine. Our research on the strain CNQ-509 led to the isolation of two new na...

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Detalles Bibliográficos
Autores principales: Park, Jin-Soo, Kwon, Hak Cheol
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5867634/
https://www.ncbi.nlm.nih.gov/pubmed/29534540
http://dx.doi.org/10.3390/md16030090
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author Park, Jin-Soo
Kwon, Hak Cheol
author_facet Park, Jin-Soo
Kwon, Hak Cheol
author_sort Park, Jin-Soo
collection PubMed
description A member of the marine streptomycete clade MAR4, Streptomyces sp. CNQ-509, has genetic potential for the biosynthesis of hybrid isoprenoids and produces several meroterpenoids such as naphterpin, nitropyrrolin and marinophenazine. Our research on the strain CNQ-509 led to the isolation of two new naphterpin derivatives (1 and 2) comprised of naphthoquinone and geranyl moieties along with the known terpenoid, debromomarinone. The two-dimensional structure of these compounds was determined through spectral data analysis using data from NMR, MS and UV spectroscopy. Furthermore, the full structures of 1 and 2 including absolute configurations were unequivocally established by a combination of NMR experiments and chemical modifications.
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spelling pubmed-58676342018-03-27 New Naphthoquinone Terpenoids from Marine Actinobacterium, Streptomyces sp. CNQ-509 Park, Jin-Soo Kwon, Hak Cheol Mar Drugs Communication A member of the marine streptomycete clade MAR4, Streptomyces sp. CNQ-509, has genetic potential for the biosynthesis of hybrid isoprenoids and produces several meroterpenoids such as naphterpin, nitropyrrolin and marinophenazine. Our research on the strain CNQ-509 led to the isolation of two new naphterpin derivatives (1 and 2) comprised of naphthoquinone and geranyl moieties along with the known terpenoid, debromomarinone. The two-dimensional structure of these compounds was determined through spectral data analysis using data from NMR, MS and UV spectroscopy. Furthermore, the full structures of 1 and 2 including absolute configurations were unequivocally established by a combination of NMR experiments and chemical modifications. MDPI 2018-03-12 /pmc/articles/PMC5867634/ /pubmed/29534540 http://dx.doi.org/10.3390/md16030090 Text en © 2018 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 Communication
Park, Jin-Soo
Kwon, Hak Cheol
New Naphthoquinone Terpenoids from Marine Actinobacterium, Streptomyces sp. CNQ-509
title New Naphthoquinone Terpenoids from Marine Actinobacterium, Streptomyces sp. CNQ-509
title_full New Naphthoquinone Terpenoids from Marine Actinobacterium, Streptomyces sp. CNQ-509
title_fullStr New Naphthoquinone Terpenoids from Marine Actinobacterium, Streptomyces sp. CNQ-509
title_full_unstemmed New Naphthoquinone Terpenoids from Marine Actinobacterium, Streptomyces sp. CNQ-509
title_short New Naphthoquinone Terpenoids from Marine Actinobacterium, Streptomyces sp. CNQ-509
title_sort new naphthoquinone terpenoids from marine actinobacterium, streptomyces sp. cnq-509
topic Communication
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5867634/
https://www.ncbi.nlm.nih.gov/pubmed/29534540
http://dx.doi.org/10.3390/md16030090
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