New Naphtho-γ-Pyrones Isolated from Marine-Derived Fungus Penicillium sp. HK1-22 and Their Antimicrobial Activities

Three novel monomeric naphtho-γ-pyrones, peninaphones A–C (compounds 1–3), along with two known bis-naphtho-γ-pyrones (compounds 4 and 5) were isolated from mangrove rhizosphere soil-derived fungus Penicillium sp. HK1-22. The absolute configurations of compounds 1 and 2 were determined by electronic...

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Autores principales: Zheng, Yao-Yao, Liang, Zhao-Yang, Shen, Nan-Xing, Liu, Wen-Long, Zhou, Xiao-Jian, Fu, Xiu-Mei, Chen, Min, Wang, Chang-Yun
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6627118/
https://www.ncbi.nlm.nih.gov/pubmed/31159234
http://dx.doi.org/10.3390/md17060322
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author Zheng, Yao-Yao
Liang, Zhao-Yang
Shen, Nan-Xing
Liu, Wen-Long
Zhou, Xiao-Jian
Fu, Xiu-Mei
Chen, Min
Wang, Chang-Yun
author_facet Zheng, Yao-Yao
Liang, Zhao-Yang
Shen, Nan-Xing
Liu, Wen-Long
Zhou, Xiao-Jian
Fu, Xiu-Mei
Chen, Min
Wang, Chang-Yun
author_sort Zheng, Yao-Yao
collection PubMed
description Three novel monomeric naphtho-γ-pyrones, peninaphones A–C (compounds 1–3), along with two known bis-naphtho-γ-pyrones (compounds 4 and 5) were isolated from mangrove rhizosphere soil-derived fungus Penicillium sp. HK1-22. The absolute configurations of compounds 1 and 2 were determined by electronic circular dichroism (ECD) spectra, and the structure of compound 3 was confirmed by single-crystal X-ray diffraction analysis. Compounds 4 and 5 are a pair of hindered rotation isomers. A hypothetical biosynthetic pathway for the isolated monomeric and dimeric naphtho-γ-pyrones is also discussed in this study. Compounds 1–3 showed antibacterial activity against Staphylococcus aureus (ATCC 43300, 33591, 29213, and 25923) with minimum inhibitory concentration (MIC) values in the range of 12.5–50 μg/mL. Compound 3 exhibited significant activity against the rice sheath blight pathogen Rhizoctonia solani.
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spelling pubmed-66271182019-07-19 New Naphtho-γ-Pyrones Isolated from Marine-Derived Fungus Penicillium sp. HK1-22 and Their Antimicrobial Activities Zheng, Yao-Yao Liang, Zhao-Yang Shen, Nan-Xing Liu, Wen-Long Zhou, Xiao-Jian Fu, Xiu-Mei Chen, Min Wang, Chang-Yun Mar Drugs Article Three novel monomeric naphtho-γ-pyrones, peninaphones A–C (compounds 1–3), along with two known bis-naphtho-γ-pyrones (compounds 4 and 5) were isolated from mangrove rhizosphere soil-derived fungus Penicillium sp. HK1-22. The absolute configurations of compounds 1 and 2 were determined by electronic circular dichroism (ECD) spectra, and the structure of compound 3 was confirmed by single-crystal X-ray diffraction analysis. Compounds 4 and 5 are a pair of hindered rotation isomers. A hypothetical biosynthetic pathway for the isolated monomeric and dimeric naphtho-γ-pyrones is also discussed in this study. Compounds 1–3 showed antibacterial activity against Staphylococcus aureus (ATCC 43300, 33591, 29213, and 25923) with minimum inhibitory concentration (MIC) values in the range of 12.5–50 μg/mL. Compound 3 exhibited significant activity against the rice sheath blight pathogen Rhizoctonia solani. MDPI 2019-05-31 /pmc/articles/PMC6627118/ /pubmed/31159234 http://dx.doi.org/10.3390/md17060322 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
Zheng, Yao-Yao
Liang, Zhao-Yang
Shen, Nan-Xing
Liu, Wen-Long
Zhou, Xiao-Jian
Fu, Xiu-Mei
Chen, Min
Wang, Chang-Yun
New Naphtho-γ-Pyrones Isolated from Marine-Derived Fungus Penicillium sp. HK1-22 and Their Antimicrobial Activities
title New Naphtho-γ-Pyrones Isolated from Marine-Derived Fungus Penicillium sp. HK1-22 and Their Antimicrobial Activities
title_full New Naphtho-γ-Pyrones Isolated from Marine-Derived Fungus Penicillium sp. HK1-22 and Their Antimicrobial Activities
title_fullStr New Naphtho-γ-Pyrones Isolated from Marine-Derived Fungus Penicillium sp. HK1-22 and Their Antimicrobial Activities
title_full_unstemmed New Naphtho-γ-Pyrones Isolated from Marine-Derived Fungus Penicillium sp. HK1-22 and Their Antimicrobial Activities
title_short New Naphtho-γ-Pyrones Isolated from Marine-Derived Fungus Penicillium sp. HK1-22 and Their Antimicrobial Activities
title_sort new naphtho-γ-pyrones isolated from marine-derived fungus penicillium sp. hk1-22 and their antimicrobial activities
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6627118/
https://www.ncbi.nlm.nih.gov/pubmed/31159234
http://dx.doi.org/10.3390/md17060322
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