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Fluostatins M–Q Featuring a 6-5-6-6 Ring Skeleton and High Oxidized A-Rings from Marine Streptomyces sp. PKU-MA00045

Aromatic polyketides from marine actinomycetes have received increasing attention due to their unusual structures and potent bioactivities. Compared to their terrestrial counterparts, marine aromatic polyketides have been less discovered and their structural and biological diversities are far from b...

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Detalles Bibliográficos
Autores principales: Jin, Jing, Yang, Xiaoyan, Liu, Tan, Xiao, Hua, Wang, Guiyang, Zhou, Mengjie, Liu, Fawang, Zhang, Yingtao, Liu, Dong, Chen, Minghua, Cheng, Wei, Yang, Donghui, Ma, Ming
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5867631/
https://www.ncbi.nlm.nih.gov/pubmed/29522466
http://dx.doi.org/10.3390/md16030087
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author Jin, Jing
Yang, Xiaoyan
Liu, Tan
Xiao, Hua
Wang, Guiyang
Zhou, Mengjie
Liu, Fawang
Zhang, Yingtao
Liu, Dong
Chen, Minghua
Cheng, Wei
Yang, Donghui
Ma, Ming
author_facet Jin, Jing
Yang, Xiaoyan
Liu, Tan
Xiao, Hua
Wang, Guiyang
Zhou, Mengjie
Liu, Fawang
Zhang, Yingtao
Liu, Dong
Chen, Minghua
Cheng, Wei
Yang, Donghui
Ma, Ming
author_sort Jin, Jing
collection PubMed
description Aromatic polyketides from marine actinomycetes have received increasing attention due to their unusual structures and potent bioactivities. Compared to their terrestrial counterparts, marine aromatic polyketides have been less discovered and their structural and biological diversities are far from being fully investigated. In this study, we employed a PCR-based genome mining method to discover aromatic polyketides in our marine bacteria collection. Five new atypical angucyclinones, fluostatins M–Q (1–5) featuring a unique 6-5-6-6 ring skeleton, were discovered from one “positive” Streptomyces sp. PKU-MA00045. The structures of fluostatins M–Q (1–5) were elucidated based on comprehensive spectroscopic analyses and the crystallographic structure of fluostatin P (4), which contains the most oxidized A-ring, was solved by X-ray diffraction analysis with Cu Kα radiation. Compared to the published 16 fluostatin analogues, fluostatins M–Q (1–5) contained a different methoxy group attached at C-7 and hydroxy group attached at C-4, enriching the structural diversity of aromatic polyketides from marine actinomycetes. Genome sequencing of Streptomyces sp. PKU-MA00045 revealed the biosynthetic gene cluster of fluostatins M–Q (1–5), which contained different genes and gene organizations compared to known fluostatin gene clusters, facilitating the investigation of the biosynthesis of the unique 6-5-6-6 ring skeleton in all fluostatins.
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spelling pubmed-58676312018-03-27 Fluostatins M–Q Featuring a 6-5-6-6 Ring Skeleton and High Oxidized A-Rings from Marine Streptomyces sp. PKU-MA00045 Jin, Jing Yang, Xiaoyan Liu, Tan Xiao, Hua Wang, Guiyang Zhou, Mengjie Liu, Fawang Zhang, Yingtao Liu, Dong Chen, Minghua Cheng, Wei Yang, Donghui Ma, Ming Mar Drugs Article Aromatic polyketides from marine actinomycetes have received increasing attention due to their unusual structures and potent bioactivities. Compared to their terrestrial counterparts, marine aromatic polyketides have been less discovered and their structural and biological diversities are far from being fully investigated. In this study, we employed a PCR-based genome mining method to discover aromatic polyketides in our marine bacteria collection. Five new atypical angucyclinones, fluostatins M–Q (1–5) featuring a unique 6-5-6-6 ring skeleton, were discovered from one “positive” Streptomyces sp. PKU-MA00045. The structures of fluostatins M–Q (1–5) were elucidated based on comprehensive spectroscopic analyses and the crystallographic structure of fluostatin P (4), which contains the most oxidized A-ring, was solved by X-ray diffraction analysis with Cu Kα radiation. Compared to the published 16 fluostatin analogues, fluostatins M–Q (1–5) contained a different methoxy group attached at C-7 and hydroxy group attached at C-4, enriching the structural diversity of aromatic polyketides from marine actinomycetes. Genome sequencing of Streptomyces sp. PKU-MA00045 revealed the biosynthetic gene cluster of fluostatins M–Q (1–5), which contained different genes and gene organizations compared to known fluostatin gene clusters, facilitating the investigation of the biosynthesis of the unique 6-5-6-6 ring skeleton in all fluostatins. MDPI 2018-03-09 /pmc/articles/PMC5867631/ /pubmed/29522466 http://dx.doi.org/10.3390/md16030087 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 Article
Jin, Jing
Yang, Xiaoyan
Liu, Tan
Xiao, Hua
Wang, Guiyang
Zhou, Mengjie
Liu, Fawang
Zhang, Yingtao
Liu, Dong
Chen, Minghua
Cheng, Wei
Yang, Donghui
Ma, Ming
Fluostatins M–Q Featuring a 6-5-6-6 Ring Skeleton and High Oxidized A-Rings from Marine Streptomyces sp. PKU-MA00045
title Fluostatins M–Q Featuring a 6-5-6-6 Ring Skeleton and High Oxidized A-Rings from Marine Streptomyces sp. PKU-MA00045
title_full Fluostatins M–Q Featuring a 6-5-6-6 Ring Skeleton and High Oxidized A-Rings from Marine Streptomyces sp. PKU-MA00045
title_fullStr Fluostatins M–Q Featuring a 6-5-6-6 Ring Skeleton and High Oxidized A-Rings from Marine Streptomyces sp. PKU-MA00045
title_full_unstemmed Fluostatins M–Q Featuring a 6-5-6-6 Ring Skeleton and High Oxidized A-Rings from Marine Streptomyces sp. PKU-MA00045
title_short Fluostatins M–Q Featuring a 6-5-6-6 Ring Skeleton and High Oxidized A-Rings from Marine Streptomyces sp. PKU-MA00045
title_sort fluostatins m–q featuring a 6-5-6-6 ring skeleton and high oxidized a-rings from marine streptomyces sp. pku-ma00045
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5867631/
https://www.ncbi.nlm.nih.gov/pubmed/29522466
http://dx.doi.org/10.3390/md16030087
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