Rare Polyene-polyol Macrolides from Mangrove-derived Streptomyces sp. ZQ4BG

Abstract Bioactive natural products from mangrove-derived actinomycetes are important sources for discovery of drug lead compounds. In this study, an extract prepared from culture of an actinomycete Streptomyces sp. ZQ4BG isolated from mangrove soils was found to have activity in inhibiting prolifer...

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Autores principales: Wenling Wang, Tengfei Song, Weiyun Chai, Lu Chen, Lei Chen, Xiao-Yuan Lian, Zhizhen Zhang
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Publicado: Nature Portfolio 2017
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Acceso en línea:https://doaj.org/article/ac49d7a9c0fa4768a64f8e6af31a0a55
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spelling oai:doaj.org-article:ac49d7a9c0fa4768a64f8e6af31a0a552021-12-02T16:06:33ZRare Polyene-polyol Macrolides from Mangrove-derived Streptomyces sp. ZQ4BG10.1038/s41598-017-01912-z2045-2322https://doaj.org/article/ac49d7a9c0fa4768a64f8e6af31a0a552017-05-01T00:00:00Zhttps://doi.org/10.1038/s41598-017-01912-zhttps://doaj.org/toc/2045-2322Abstract Bioactive natural products from mangrove-derived actinomycetes are important sources for discovery of drug lead compounds. In this study, an extract prepared from culture of an actinomycete Streptomyces sp. ZQ4BG isolated from mangrove soils was found to have activity in inhibiting proliferation of glioma cells. Large culture of this mangrove actinomycete in Gause’s liquid medium resulted in isolation of seven novel polyene-polyol macrolides, named as flavofungins III–IX (3–9), together with known flavofungins I (1) and II (2) and spectinabilin (10). Structures of these isolated compounds were elucidated by extensive NMR analyses and HRESIMS data. The stereochemical assignments were achieved by a combination of NOE information, universal NMR database, and chemical reactions including preparation of acetonide derivatives and Mosher esters. Flavofungins IV–VIII (4–8) are rare 32-membered polyene-polyol macrolides with a tetrahydrofuran ring, while flavofungin IX (9) represents the first example of this type of macrolide with a unique oxepane ring. Flavofungins I (1) and II (2) and spectinabilin (10) showed anti-glioma and antifungal activities.Wenling WangTengfei SongWeiyun ChaiLu ChenLei ChenXiao-Yuan LianZhizhen ZhangNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 7, Iss 1, Pp 1-12 (2017)
institution DOAJ
collection DOAJ
language EN
topic Medicine
R
Science
Q
spellingShingle Medicine
R
Science
Q
Wenling Wang
Tengfei Song
Weiyun Chai
Lu Chen
Lei Chen
Xiao-Yuan Lian
Zhizhen Zhang
Rare Polyene-polyol Macrolides from Mangrove-derived Streptomyces sp. ZQ4BG
description Abstract Bioactive natural products from mangrove-derived actinomycetes are important sources for discovery of drug lead compounds. In this study, an extract prepared from culture of an actinomycete Streptomyces sp. ZQ4BG isolated from mangrove soils was found to have activity in inhibiting proliferation of glioma cells. Large culture of this mangrove actinomycete in Gause’s liquid medium resulted in isolation of seven novel polyene-polyol macrolides, named as flavofungins III–IX (3–9), together with known flavofungins I (1) and II (2) and spectinabilin (10). Structures of these isolated compounds were elucidated by extensive NMR analyses and HRESIMS data. The stereochemical assignments were achieved by a combination of NOE information, universal NMR database, and chemical reactions including preparation of acetonide derivatives and Mosher esters. Flavofungins IV–VIII (4–8) are rare 32-membered polyene-polyol macrolides with a tetrahydrofuran ring, while flavofungin IX (9) represents the first example of this type of macrolide with a unique oxepane ring. Flavofungins I (1) and II (2) and spectinabilin (10) showed anti-glioma and antifungal activities.
format article
author Wenling Wang
Tengfei Song
Weiyun Chai
Lu Chen
Lei Chen
Xiao-Yuan Lian
Zhizhen Zhang
author_facet Wenling Wang
Tengfei Song
Weiyun Chai
Lu Chen
Lei Chen
Xiao-Yuan Lian
Zhizhen Zhang
author_sort Wenling Wang
title Rare Polyene-polyol Macrolides from Mangrove-derived Streptomyces sp. ZQ4BG
title_short Rare Polyene-polyol Macrolides from Mangrove-derived Streptomyces sp. ZQ4BG
title_full Rare Polyene-polyol Macrolides from Mangrove-derived Streptomyces sp. ZQ4BG
title_fullStr Rare Polyene-polyol Macrolides from Mangrove-derived Streptomyces sp. ZQ4BG
title_full_unstemmed Rare Polyene-polyol Macrolides from Mangrove-derived Streptomyces sp. ZQ4BG
title_sort rare polyene-polyol macrolides from mangrove-derived streptomyces sp. zq4bg
publisher Nature Portfolio
publishDate 2017
url https://doaj.org/article/ac49d7a9c0fa4768a64f8e6af31a0a55
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