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Rhinoclactones A-E, Resorcylic Acid Analogs from Desert Plant Endophytic Fungus Rhinocladiella similis

Seven resorcylic acid lactones (RALs) including five new analog rhinoclactones, A–E (1, 2, 4–6), were isolated from an endophytic fungus Rhinocladiella similis in the plant Agriophyllum squarrosum collected from the Tengger Desert of the Ningxia Province, China. The structures of these new compounds...

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Autores principales: Li, Luying, Zhang, Xiaoyan, Tan, Xiangmei, Sun, Bingda, Wu, Bin, Yu, Meng, Zhang, Tao, Zhang, Yonggang, Ding, Gang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6480478/
https://www.ncbi.nlm.nih.gov/pubmed/30974765
http://dx.doi.org/10.3390/molecules24071405
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author Li, Luying
Zhang, Xiaoyan
Tan, Xiangmei
Sun, Bingda
Wu, Bin
Yu, Meng
Zhang, Tao
Zhang, Yonggang
Ding, Gang
author_facet Li, Luying
Zhang, Xiaoyan
Tan, Xiangmei
Sun, Bingda
Wu, Bin
Yu, Meng
Zhang, Tao
Zhang, Yonggang
Ding, Gang
author_sort Li, Luying
collection PubMed
description Seven resorcylic acid lactones (RALs) including five new analog rhinoclactones, A–E (1, 2, 4–6), were isolated from an endophytic fungus Rhinocladiella similis in the plant Agriophyllum squarrosum collected from the Tengger Desert of the Ningxia Province, China. The structures of these new compounds were determined by HR-ESI-MS (High Resolution Electrospray Ionization Mass Spectrometry), NMR data, modified Mosher’s method, and X-ray diffraction experiments. All compounds isolated from this fungus possessed the 16-OMe/14-OH, not the common 16-OH/14-OH or 16-OH/14-OMe groups on the aromatic ring, which are rarely found in nature. Compound 7 displayed cytotoxic activities against HCT116 and HeLa cancer cell lines. The possible biosynthesis of 1–7 is suggested, and the potential ecological roles of these fungal secondary metabolites is discussed.
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spelling pubmed-64804782019-04-30 Rhinoclactones A-E, Resorcylic Acid Analogs from Desert Plant Endophytic Fungus Rhinocladiella similis Li, Luying Zhang, Xiaoyan Tan, Xiangmei Sun, Bingda Wu, Bin Yu, Meng Zhang, Tao Zhang, Yonggang Ding, Gang Molecules Article Seven resorcylic acid lactones (RALs) including five new analog rhinoclactones, A–E (1, 2, 4–6), were isolated from an endophytic fungus Rhinocladiella similis in the plant Agriophyllum squarrosum collected from the Tengger Desert of the Ningxia Province, China. The structures of these new compounds were determined by HR-ESI-MS (High Resolution Electrospray Ionization Mass Spectrometry), NMR data, modified Mosher’s method, and X-ray diffraction experiments. All compounds isolated from this fungus possessed the 16-OMe/14-OH, not the common 16-OH/14-OH or 16-OH/14-OMe groups on the aromatic ring, which are rarely found in nature. Compound 7 displayed cytotoxic activities against HCT116 and HeLa cancer cell lines. The possible biosynthesis of 1–7 is suggested, and the potential ecological roles of these fungal secondary metabolites is discussed. MDPI 2019-04-10 /pmc/articles/PMC6480478/ /pubmed/30974765 http://dx.doi.org/10.3390/molecules24071405 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
Li, Luying
Zhang, Xiaoyan
Tan, Xiangmei
Sun, Bingda
Wu, Bin
Yu, Meng
Zhang, Tao
Zhang, Yonggang
Ding, Gang
Rhinoclactones A-E, Resorcylic Acid Analogs from Desert Plant Endophytic Fungus Rhinocladiella similis
title Rhinoclactones A-E, Resorcylic Acid Analogs from Desert Plant Endophytic Fungus Rhinocladiella similis
title_full Rhinoclactones A-E, Resorcylic Acid Analogs from Desert Plant Endophytic Fungus Rhinocladiella similis
title_fullStr Rhinoclactones A-E, Resorcylic Acid Analogs from Desert Plant Endophytic Fungus Rhinocladiella similis
title_full_unstemmed Rhinoclactones A-E, Resorcylic Acid Analogs from Desert Plant Endophytic Fungus Rhinocladiella similis
title_short Rhinoclactones A-E, Resorcylic Acid Analogs from Desert Plant Endophytic Fungus Rhinocladiella similis
title_sort rhinoclactones a-e, resorcylic acid analogs from desert plant endophytic fungus rhinocladiella similis
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6480478/
https://www.ncbi.nlm.nih.gov/pubmed/30974765
http://dx.doi.org/10.3390/molecules24071405
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