Secondary metabolites from a marine-derived endophytic fungus Penicillium chrysogenum QEN-24S

Penicillium chrysogenum QEN-24S, an endophytic fungus isolated from an unidentified marine red algal species of the genus Laurencia, displayed inhibitory activity against the growth of pathogen Alternaria brassicae in dual culture test. Chemical investigation of this fungal strain resulted in the is...

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Bibliographic Details
Published in:Marine drugs 2010-12, Vol.9 (1), p.59-70
Main Authors: Gao, Shu-Shan, Li, Xiao-Ming, Du, Feng-Yu, Li, Chun-Shun, Proksch, Peter, Wang, Bin-Gui
Format: Article
Language:English
Subjects:
Alternaria - drug effects
Antifungal Agents - chemistry
Antifungal Agents - isolation & purification
Antifungal Agents - pharmacology
Antineoplastic Agents - chemistry
Antineoplastic Agents - isolation & purification
Antineoplastic Agents - pharmacology
Aquatic Organisms
Cell Line, Tumor
Drug Screening Assays, Antitumor
HeLa Cells
Hep G2 Cells
Humans
marine endophyte
Microbial Sensitivity Tests
Molecular Sequence Data
Oceans and Seas
Penicillium chrysogenum
Penicillium chrysogenum - chemistry
Penicillium chrysogenum - genetics
Penicillium chrysogenum - metabolism
Rhodophyta - microbiology
secondary metabolites
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Summary:Penicillium chrysogenum QEN-24S, an endophytic fungus isolated from an unidentified marine red algal species of the genus Laurencia, displayed inhibitory activity against the growth of pathogen Alternaria brassicae in dual culture test. Chemical investigation of this fungal strain resulted in the isolation of four new (1-3 and 5) and one known (4) secondary metabolites. Their structures were identified as two polyketide derivatives penicitides A and B (1 and 2), two glycerol derivatives 2-(2,4-dihydroxy-6-methylbenzoyl)-glycerol (3) and 1-(2,4-dihydroxy-6-methylbenzoyl)- glycerol (4), and one monoterpene derivative penicimonoterpene (5). Penicitides A and B (1 and 2) feature a unique 10-hydroxy- or 7,10-dihydroxy-5,7-dimethylundecyl moiety substituting at C-5 of the α-tetrahydropyrone ring, which is not reported previously among natural products. Compound 5 displayed potent activity against the pathogen A. brassicae, while compound 1 exhibited moderate cytotoxic activity against the human hepatocellular liver carcinoma cell line.
ISSN:1660-3397
1660-3397
DOI:10.3390/md9010059