Conidiogenones H and I, Two New Diterpenes of Cyclopiane Class from a Marine-Derived Endophytic Fungus Penicillium chrysogenum QEN-24S

Two new tetracyclic diterpenes of the rarely reported cyclopiane class, conidiogenones H and I (1 and 2, resp.), along with five related congeners, conidiogenones B – D and F (3–5 and 6, resp.) and conidiogenol (7), were characterized from the culture extracts of Penicillium chrysogenum QEN‐24S, an...

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Bibliographic Details
Published in:Chemistry & biodiversity 2011-09, Vol.8 (9), p.1748-1753
Main Authors: Gao, Shu-Shan, Li, Xiao-Ming, Zhang, Yi, Li, Chun-Shun, Wang, Bin-Gui
Format: Article
Language:English
Subjects:
Anti-Bacterial Agents - chemistry
Anti-Bacterial Agents - isolation & purification
Anti-Bacterial Agents - pharmacology
Antimicrobial activity
Conidiogenones H and I
Cyclopiane diterpene
Diterpenes
Diterpenes - chemistry
Diterpenes - isolation & purification
Diterpenes - pharmacology
Fungi
Laurencia
Laurencia - microbiology
Marine
Methicillin-Resistant Staphylococcus aureus - drug effects
Microbial Sensitivity Tests
Penicillium chrysogenum
Penicillium chrysogenum - chemistry
Penicillium chrysogenum - isolation & purification
Pseudomonas - drug effects
Pseudomonas aeruginosa
Pseudomonas fluorescens
Staphylococcus - drug effects
Staphylococcus aureus
Staphylococcus epidermidis
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Summary:Two new tetracyclic diterpenes of the rarely reported cyclopiane class, conidiogenones H and I (1 and 2, resp.), along with five related congeners, conidiogenones B – D and F (3–5 and 6, resp.) and conidiogenol (7), were characterized from the culture extracts of Penicillium chrysogenum QEN‐24S, an endophytic fungus derived from an unidentified marine red algal species of the genus Laurencia. The structures of these compounds were established on the basis of extensive spectroscopic analysis. The inhibitory activity of theses diterpenes against four bacteria and one pathogen fungus was evaluated. Conidiogenone B (3) showed potent activity against Methicillin resistant Staphylococcus aureus (MRSA), Pseudomonas fluorescens, P. aeruginosa, and Staphylococcus epidermidis (each with a MIC value of 8 μg/ml), while conidiogenol (7) showed obvious activity against P. fluorescens and S. epidermidis (each with a MIC value of 16 μg/ml). This is the first report on antimicrobial activity of cyclopiane diterpenes.
ISSN:1612-1872
1612-1880
1612-1880
DOI:10.1002/cbdv.201000378