Identification and bioactivity evaluation of secondary metabolites from Antarctic-derived

Extracts from Antarctic-derived Penicillium chrysogenum CCTCC M 2020019 showed potent antibacterial bioactivities. We report herein the isolation of chrysonin (1), a new compound containing a pair of enantiomers 6S- and 6R-chrysonin (1a and 1b) featuring an unprecedented eight-membered heterocycle f...

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Published in:RSC Advances
Main Authors: Khan, Imran, Zhang, Haibo, Liu, Wei, Zhang, Liping, Peng, Fang, Chen, Yuchan, Zhang, Qingbo, Zhang, Guangtao, Zhang, Weimin, Zhang, Changsheng
Format: Article in Journal/Newspaper
Language:English
Published: PubMed Central 2020
Subjects:
Online Access:https://doi.org/10.1039/d0ra03529g
https://pubmed.ncbi.nlm.nih.gov/35517746
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9054296/
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spelling ftpubmed:35517746 2024-09-15T17:48:42+00:00 Identification and bioactivity evaluation of secondary metabolites from Antarctic-derived Khan, Imran Zhang, Haibo Liu, Wei Zhang, Liping Peng, Fang Chen, Yuchan Zhang, Qingbo Zhang, Guangtao Zhang, Weimin Zhang, Changsheng 2020 May 27 https://doi.org/10.1039/d0ra03529g https://pubmed.ncbi.nlm.nih.gov/35517746 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9054296/ eng eng PubMed Central https://doi.org/10.1039/d0ra03529g https://pubmed.ncbi.nlm.nih.gov/35517746 https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9054296/ This journal is © The Royal Society of Chemistry. RSC Adv ISSN:2046-2069 Volume:10 Issue:35 Journal Article 2020 ftpubmed https://doi.org/10.1039/d0ra03529g 2024-08-27T16:03:00Z Extracts from Antarctic-derived Penicillium chrysogenum CCTCC M 2020019 showed potent antibacterial bioactivities. We report herein the isolation of chrysonin (1), a new compound containing a pair of enantiomers 6S- and 6R-chrysonin (1a and 1b) featuring an unprecedented eight-membered heterocycle fused with a benzene ring. Compound 2, a mixture consisting of a new zwitterionic compound chrysomamide (2a) and N-[2-trans-(4-hydroxyphenyl) ethenyl] formamide (2b) in a ratio around 1 : 2.8, was isolated together with seven known compounds 3-9. Chemical structures of all compounds were determined by comprehensive spectroscopic analyses. The isolated compounds were evaluated for antimicrobial, cytotoxic and alpha-glucosidase inhibition activities. Chrysonin (1) showed moderate alpha-glucosidase inhibitory activity. The dominant product xanthocillin X (4) displayed potent inhibition activities against Gram-negative pathogens Acinetobacter baumannii, Klebsiella pneumoniae, and Pseudomonas aeruginosa with MIC values at 0.125 μg mL-1. Xanthocillins X (4) and Y1 (5) also showed significant cytotoxicities against four cancer cell lines with IC50 values ranging from 0.26 to 5.04 μM. This study highlights that microorganisms from polar regions are emerging as a new resource for the discovery of natural products combating human pathogens. Article in Journal/Newspaper Antarc* Antarctic PubMed Central (PMC) RSC Advances 10 35 20738 20744
institution Open Polar
collection PubMed Central (PMC)
op_collection_id ftpubmed
language English
description Extracts from Antarctic-derived Penicillium chrysogenum CCTCC M 2020019 showed potent antibacterial bioactivities. We report herein the isolation of chrysonin (1), a new compound containing a pair of enantiomers 6S- and 6R-chrysonin (1a and 1b) featuring an unprecedented eight-membered heterocycle fused with a benzene ring. Compound 2, a mixture consisting of a new zwitterionic compound chrysomamide (2a) and N-[2-trans-(4-hydroxyphenyl) ethenyl] formamide (2b) in a ratio around 1 : 2.8, was isolated together with seven known compounds 3-9. Chemical structures of all compounds were determined by comprehensive spectroscopic analyses. The isolated compounds were evaluated for antimicrobial, cytotoxic and alpha-glucosidase inhibition activities. Chrysonin (1) showed moderate alpha-glucosidase inhibitory activity. The dominant product xanthocillin X (4) displayed potent inhibition activities against Gram-negative pathogens Acinetobacter baumannii, Klebsiella pneumoniae, and Pseudomonas aeruginosa with MIC values at 0.125 μg mL-1. Xanthocillins X (4) and Y1 (5) also showed significant cytotoxicities against four cancer cell lines with IC50 values ranging from 0.26 to 5.04 μM. This study highlights that microorganisms from polar regions are emerging as a new resource for the discovery of natural products combating human pathogens.
format Article in Journal/Newspaper
author Khan, Imran
Zhang, Haibo
Liu, Wei
Zhang, Liping
Peng, Fang
Chen, Yuchan
Zhang, Qingbo
Zhang, Guangtao
Zhang, Weimin
Zhang, Changsheng
spellingShingle Khan, Imran
Zhang, Haibo
Liu, Wei
Zhang, Liping
Peng, Fang
Chen, Yuchan
Zhang, Qingbo
Zhang, Guangtao
Zhang, Weimin
Zhang, Changsheng
Identification and bioactivity evaluation of secondary metabolites from Antarctic-derived
author_facet Khan, Imran
Zhang, Haibo
Liu, Wei
Zhang, Liping
Peng, Fang
Chen, Yuchan
Zhang, Qingbo
Zhang, Guangtao
Zhang, Weimin
Zhang, Changsheng
author_sort Khan, Imran
title Identification and bioactivity evaluation of secondary metabolites from Antarctic-derived
title_short Identification and bioactivity evaluation of secondary metabolites from Antarctic-derived
title_full Identification and bioactivity evaluation of secondary metabolites from Antarctic-derived
title_fullStr Identification and bioactivity evaluation of secondary metabolites from Antarctic-derived
title_full_unstemmed Identification and bioactivity evaluation of secondary metabolites from Antarctic-derived
title_sort identification and bioactivity evaluation of secondary metabolites from antarctic-derived
publisher PubMed Central
publishDate 2020
url https://doi.org/10.1039/d0ra03529g
https://pubmed.ncbi.nlm.nih.gov/35517746
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9054296/
genre Antarc*
Antarctic
genre_facet Antarc*
Antarctic
op_source RSC Adv
ISSN:2046-2069
Volume:10
Issue:35
op_relation https://doi.org/10.1039/d0ra03529g
https://pubmed.ncbi.nlm.nih.gov/35517746
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9054296/
op_rights This journal is © The Royal Society of Chemistry.
op_doi https://doi.org/10.1039/d0ra03529g
container_title RSC Advances
container_volume 10
container_issue 35
container_start_page 20738
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