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Paecilins F–P, new dimeric chromanones isolated from the endophytic fungus Xylaria curta E10, and structural revision of paecilin A

A total of eleven new dimeric chromanones, paecilins F-P (2–12), were isolated from the endophytic fungus Xylaria curta E10, along with four known analogs (1, 13–15). Their structures and absolute configurations were determined by extensive experimental spectroscopic methods, single-crystal X-ray di...

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Autores principales: Wei, Pan-Pan, Ai, Hong-Lian, Shi, Bao-Bao, Ye, Ke, Lv, Xiao, Pan, Xiao-Yan, Ma, Xu-Jun, Xiao, Dan, Li, Zheng-Hui, Lei, Xin-Xiang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9478379/
https://www.ncbi.nlm.nih.gov/pubmed/36118220
http://dx.doi.org/10.3389/fmicb.2022.922444
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author Wei, Pan-Pan
Ai, Hong-Lian
Shi, Bao-Bao
Ye, Ke
Lv, Xiao
Pan, Xiao-Yan
Ma, Xu-Jun
Xiao, Dan
Li, Zheng-Hui
Lei, Xin-Xiang
author_facet Wei, Pan-Pan
Ai, Hong-Lian
Shi, Bao-Bao
Ye, Ke
Lv, Xiao
Pan, Xiao-Yan
Ma, Xu-Jun
Xiao, Dan
Li, Zheng-Hui
Lei, Xin-Xiang
author_sort Wei, Pan-Pan
collection PubMed
description A total of eleven new dimeric chromanones, paecilins F-P (2–12), were isolated from the endophytic fungus Xylaria curta E10, along with four known analogs (1, 13–15). Their structures and absolute configurations were determined by extensive experimental spectroscopic methods, single-crystal X-ray diffraction, and equivalent circulating density (ECD) calculations. In addition, the structure of paecilin A, which was reported to be a symmetric C8-C8′ dimeric pattern, was revised by analysis of the nuclear magnetic resonance (NMR) data, and single-crystal X-ray diffraction. Compound 1 showed antifungal activity against the human pathogenic fungus Candida albicans with a minimum inhibitory concentration of 16 μg/mL, and Compounds 8 and 10 showed antibacterial activity against the gram-negative bacterium Escherichia coli with the same minimum inhibitory concentration of 16 μg/mL.
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spelling pubmed-94783792022-09-17 Paecilins F–P, new dimeric chromanones isolated from the endophytic fungus Xylaria curta E10, and structural revision of paecilin A Wei, Pan-Pan Ai, Hong-Lian Shi, Bao-Bao Ye, Ke Lv, Xiao Pan, Xiao-Yan Ma, Xu-Jun Xiao, Dan Li, Zheng-Hui Lei, Xin-Xiang Front Microbiol Microbiology A total of eleven new dimeric chromanones, paecilins F-P (2–12), were isolated from the endophytic fungus Xylaria curta E10, along with four known analogs (1, 13–15). Their structures and absolute configurations were determined by extensive experimental spectroscopic methods, single-crystal X-ray diffraction, and equivalent circulating density (ECD) calculations. In addition, the structure of paecilin A, which was reported to be a symmetric C8-C8′ dimeric pattern, was revised by analysis of the nuclear magnetic resonance (NMR) data, and single-crystal X-ray diffraction. Compound 1 showed antifungal activity against the human pathogenic fungus Candida albicans with a minimum inhibitory concentration of 16 μg/mL, and Compounds 8 and 10 showed antibacterial activity against the gram-negative bacterium Escherichia coli with the same minimum inhibitory concentration of 16 μg/mL. Frontiers Media S.A. 2022-09-02 /pmc/articles/PMC9478379/ /pubmed/36118220 http://dx.doi.org/10.3389/fmicb.2022.922444 Text en Copyright © 2022 Wei, Ai, Shi, Ye, Lv, Pan, Ma, Xiao, Li and Lei. https://creativecommons.org/licenses/by/4.0/This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) and the copyright owner(s) are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Microbiology
Wei, Pan-Pan
Ai, Hong-Lian
Shi, Bao-Bao
Ye, Ke
Lv, Xiao
Pan, Xiao-Yan
Ma, Xu-Jun
Xiao, Dan
Li, Zheng-Hui
Lei, Xin-Xiang
Paecilins F–P, new dimeric chromanones isolated from the endophytic fungus Xylaria curta E10, and structural revision of paecilin A
title Paecilins F–P, new dimeric chromanones isolated from the endophytic fungus Xylaria curta E10, and structural revision of paecilin A
title_full Paecilins F–P, new dimeric chromanones isolated from the endophytic fungus Xylaria curta E10, and structural revision of paecilin A
title_fullStr Paecilins F–P, new dimeric chromanones isolated from the endophytic fungus Xylaria curta E10, and structural revision of paecilin A
title_full_unstemmed Paecilins F–P, new dimeric chromanones isolated from the endophytic fungus Xylaria curta E10, and structural revision of paecilin A
title_short Paecilins F–P, new dimeric chromanones isolated from the endophytic fungus Xylaria curta E10, and structural revision of paecilin A
title_sort paecilins f–p, new dimeric chromanones isolated from the endophytic fungus xylaria curta e10, and structural revision of paecilin a
topic Microbiology
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9478379/
https://www.ncbi.nlm.nih.gov/pubmed/36118220
http://dx.doi.org/10.3389/fmicb.2022.922444
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