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Tersone A-G, New Pyridone Alkaloids from the Deep-Sea Fungus Phomopsis tersa

Four phenylfuropyridone racemates, (±)-tersones A-C and E (1–3, 5), one phenylpyridone racemate, (±)-tersone D (4), one new pyridine alkaloid, tersone F (6), single new phenylfuropyridone, tersone G (7) and two known analogs 8 and 9 were isolated from the deep-sea fungus Phomopsis tersa. Their struc...

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Autores principales: Chen, Shan-Chong, Liu, Zhao-Ming, Tan, Hai-Bo, Chen, Yu-Chan, Li, Sai-Ni, Li, Hao-Hua, Guo, Heng, Zhu, Shuang, Liu, Hong-Xin, Zhang, Wei-Min
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6669727/
https://www.ncbi.nlm.nih.gov/pubmed/31277263
http://dx.doi.org/10.3390/md17070394
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author Chen, Shan-Chong
Liu, Zhao-Ming
Tan, Hai-Bo
Chen, Yu-Chan
Li, Sai-Ni
Li, Hao-Hua
Guo, Heng
Zhu, Shuang
Liu, Hong-Xin
Zhang, Wei-Min
author_facet Chen, Shan-Chong
Liu, Zhao-Ming
Tan, Hai-Bo
Chen, Yu-Chan
Li, Sai-Ni
Li, Hao-Hua
Guo, Heng
Zhu, Shuang
Liu, Hong-Xin
Zhang, Wei-Min
author_sort Chen, Shan-Chong
collection PubMed
description Four phenylfuropyridone racemates, (±)-tersones A-C and E (1–3, 5), one phenylpyridone racemate, (±)-tersone D (4), one new pyridine alkaloid, tersone F (6), single new phenylfuropyridone, tersone G (7) and two known analogs 8 and 9 were isolated from the deep-sea fungus Phomopsis tersa. Their structures and absolute configurations were characterized on the basis of comprehensive spectroscopic analyses, single-crystal X-ray diffraction experiments, and electronic circular dichroism (ECD) calculations. Moreover, compounds 1–9 were evaluated for in vitro antimicrobial and cytotoxic activity. Compounds 5b and 8b exhibited antibacterial activity against S. aureus with the MIC value of 31.5 μg/mL, while compound 5b showed cytoxic activities against SF-268, MCF-7, HepG-2 and A549 cell lines with IC(50) values of 32.0, 29.5, 39.5 and 33.2 μM, respectively.
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spelling pubmed-66697272019-08-08 Tersone A-G, New Pyridone Alkaloids from the Deep-Sea Fungus Phomopsis tersa Chen, Shan-Chong Liu, Zhao-Ming Tan, Hai-Bo Chen, Yu-Chan Li, Sai-Ni Li, Hao-Hua Guo, Heng Zhu, Shuang Liu, Hong-Xin Zhang, Wei-Min Mar Drugs Article Four phenylfuropyridone racemates, (±)-tersones A-C and E (1–3, 5), one phenylpyridone racemate, (±)-tersone D (4), one new pyridine alkaloid, tersone F (6), single new phenylfuropyridone, tersone G (7) and two known analogs 8 and 9 were isolated from the deep-sea fungus Phomopsis tersa. Their structures and absolute configurations were characterized on the basis of comprehensive spectroscopic analyses, single-crystal X-ray diffraction experiments, and electronic circular dichroism (ECD) calculations. Moreover, compounds 1–9 were evaluated for in vitro antimicrobial and cytotoxic activity. Compounds 5b and 8b exhibited antibacterial activity against S. aureus with the MIC value of 31.5 μg/mL, while compound 5b showed cytoxic activities against SF-268, MCF-7, HepG-2 and A549 cell lines with IC(50) values of 32.0, 29.5, 39.5 and 33.2 μM, respectively. MDPI 2019-07-03 /pmc/articles/PMC6669727/ /pubmed/31277263 http://dx.doi.org/10.3390/md17070394 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
Chen, Shan-Chong
Liu, Zhao-Ming
Tan, Hai-Bo
Chen, Yu-Chan
Li, Sai-Ni
Li, Hao-Hua
Guo, Heng
Zhu, Shuang
Liu, Hong-Xin
Zhang, Wei-Min
Tersone A-G, New Pyridone Alkaloids from the Deep-Sea Fungus Phomopsis tersa
title Tersone A-G, New Pyridone Alkaloids from the Deep-Sea Fungus Phomopsis tersa
title_full Tersone A-G, New Pyridone Alkaloids from the Deep-Sea Fungus Phomopsis tersa
title_fullStr Tersone A-G, New Pyridone Alkaloids from the Deep-Sea Fungus Phomopsis tersa
title_full_unstemmed Tersone A-G, New Pyridone Alkaloids from the Deep-Sea Fungus Phomopsis tersa
title_short Tersone A-G, New Pyridone Alkaloids from the Deep-Sea Fungus Phomopsis tersa
title_sort tersone a-g, new pyridone alkaloids from the deep-sea fungus phomopsis tersa
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6669727/
https://www.ncbi.nlm.nih.gov/pubmed/31277263
http://dx.doi.org/10.3390/md17070394
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