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Three New Isoflavonoid Glycosides from the Mangrove-Derived Actinomycete Micromonospora aurantiaca 110B

The mangrove ecosystem is a rich resource for the discovery of actinomycetes with potential applications in pharmaceutical science. Besides the genus Streptomyces, Micromonospora is also a source of new bioactive agents. We screened Micromonospora from the rhizosphere soil of mangrove plants in Fuji...

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Autores principales: Wang, Rui-Jun, Zhang, Shao-Yong, Ye, Yang-Hui, Yu, Zhen, Qi, Huan, Zhang, Hui, Xue, Zheng-Lian, Wang, Ji-Dong, Wu, Min
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6562861/
https://www.ncbi.nlm.nih.gov/pubmed/31108876
http://dx.doi.org/10.3390/md17050294
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author Wang, Rui-Jun
Zhang, Shao-Yong
Ye, Yang-Hui
Yu, Zhen
Qi, Huan
Zhang, Hui
Xue, Zheng-Lian
Wang, Ji-Dong
Wu, Min
author_facet Wang, Rui-Jun
Zhang, Shao-Yong
Ye, Yang-Hui
Yu, Zhen
Qi, Huan
Zhang, Hui
Xue, Zheng-Lian
Wang, Ji-Dong
Wu, Min
author_sort Wang, Rui-Jun
collection PubMed
description The mangrove ecosystem is a rich resource for the discovery of actinomycetes with potential applications in pharmaceutical science. Besides the genus Streptomyces, Micromonospora is also a source of new bioactive agents. We screened Micromonospora from the rhizosphere soil of mangrove plants in Fujian province, China, and 51 strains were obtained. Among them, the extracts of 12 isolates inhibited the growth of human lung carcinoma A549 cells. Strain 110B exhibited better cytotoxic activity, and its bioactive constituents were investigated. Consequently, three new isoflavonoid glycosides, daidzein-4′-(2-deoxy-α-l-fucopyranoside) (1), daidzein-7-(2-deoxy-α-l-fucopyranoside) (2), and daidzein-4′,7-di-(2-deoxy-α-l-fucopyranoside) (3) were isolated from the fermentation broth of strain 110B. The structures of the new compounds were determined by spectroscopic methods, including 1D and 2D nuclear magnetic resonance (NMR) and high-resolution electrospray ionization mass spectrometry (HR-ESIMS). The result of medium-changing experiments implicated that these new compounds were microbial biotransformation products of strain M. aurantiaca 110B. The three compounds displayed moderate cytotoxic activity to the human lung carcinoma cell line A549, hepatocellular liver carcinoma cell line HepG2, and the human colon tumor cell line HCT116, whereas none of them showed antifungal or antibacterial activities.
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spelling pubmed-65628612019-06-17 Three New Isoflavonoid Glycosides from the Mangrove-Derived Actinomycete Micromonospora aurantiaca 110B Wang, Rui-Jun Zhang, Shao-Yong Ye, Yang-Hui Yu, Zhen Qi, Huan Zhang, Hui Xue, Zheng-Lian Wang, Ji-Dong Wu, Min Mar Drugs Article The mangrove ecosystem is a rich resource for the discovery of actinomycetes with potential applications in pharmaceutical science. Besides the genus Streptomyces, Micromonospora is also a source of new bioactive agents. We screened Micromonospora from the rhizosphere soil of mangrove plants in Fujian province, China, and 51 strains were obtained. Among them, the extracts of 12 isolates inhibited the growth of human lung carcinoma A549 cells. Strain 110B exhibited better cytotoxic activity, and its bioactive constituents were investigated. Consequently, three new isoflavonoid glycosides, daidzein-4′-(2-deoxy-α-l-fucopyranoside) (1), daidzein-7-(2-deoxy-α-l-fucopyranoside) (2), and daidzein-4′,7-di-(2-deoxy-α-l-fucopyranoside) (3) were isolated from the fermentation broth of strain 110B. The structures of the new compounds were determined by spectroscopic methods, including 1D and 2D nuclear magnetic resonance (NMR) and high-resolution electrospray ionization mass spectrometry (HR-ESIMS). The result of medium-changing experiments implicated that these new compounds were microbial biotransformation products of strain M. aurantiaca 110B. The three compounds displayed moderate cytotoxic activity to the human lung carcinoma cell line A549, hepatocellular liver carcinoma cell line HepG2, and the human colon tumor cell line HCT116, whereas none of them showed antifungal or antibacterial activities. MDPI 2019-05-17 /pmc/articles/PMC6562861/ /pubmed/31108876 http://dx.doi.org/10.3390/md17050294 Text en © 2019 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
Wang, Rui-Jun
Zhang, Shao-Yong
Ye, Yang-Hui
Yu, Zhen
Qi, Huan
Zhang, Hui
Xue, Zheng-Lian
Wang, Ji-Dong
Wu, Min
Three New Isoflavonoid Glycosides from the Mangrove-Derived Actinomycete Micromonospora aurantiaca 110B
title Three New Isoflavonoid Glycosides from the Mangrove-Derived Actinomycete Micromonospora aurantiaca 110B
title_full Three New Isoflavonoid Glycosides from the Mangrove-Derived Actinomycete Micromonospora aurantiaca 110B
title_fullStr Three New Isoflavonoid Glycosides from the Mangrove-Derived Actinomycete Micromonospora aurantiaca 110B
title_full_unstemmed Three New Isoflavonoid Glycosides from the Mangrove-Derived Actinomycete Micromonospora aurantiaca 110B
title_short Three New Isoflavonoid Glycosides from the Mangrove-Derived Actinomycete Micromonospora aurantiaca 110B
title_sort three new isoflavonoid glycosides from the mangrove-derived actinomycete micromonospora aurantiaca 110b
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6562861/
https://www.ncbi.nlm.nih.gov/pubmed/31108876
http://dx.doi.org/10.3390/md17050294
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