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Secondary Metabolites from a Marine-Derived Endophytic Fungus Penicillium chrysogenum QEN-24S
Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Nanhai Road 7, Qingdao 266071, China
Graduate School of the Chinese Academy of Sciences, Yuquan Road 19A, Beijing 100049, China
Institute for Pharmaceutical Biology and Biotechnology, Heinrich-Heine-University Duesseldorf, Universitaetsstreet 1, 40225 Duesseldorf, Germany
* Author to whom correspondence should be addressed.
Received: 8 November 2010; in revised form: 1 December 2010 / Accepted: 20 December 2010 / Published: 27 December 2010
Abstract: 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.
Keywords: marine endophyte; Penicillium chrysogenum; secondary metabolites
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Gao, S.-S.; Li, X.-M.; Du, F.-Y.; Li, C.-S.; Proksch, P.; Wang, B.-G. Secondary Metabolites from a Marine-Derived Endophytic Fungus Penicillium chrysogenum QEN-24S. Mar. Drugs 2011, 9, 59-70.
Gao S-S, Li X-M, Du F-Y, Li C-S, Proksch P, Wang B-G. Secondary Metabolites from a Marine-Derived Endophytic Fungus Penicillium chrysogenum QEN-24S. Marine Drugs. 2011; 9(1):59-70.
Gao, Shu-Shan; Li, Xiao-Ming; Du, Feng-Yu; Li, Chun-Shun; Proksch, Peter; Wang, Bin-Gui. 2011. "Secondary Metabolites from a Marine-Derived Endophytic Fungus Penicillium chrysogenum QEN-24S." Mar. Drugs 9, no. 1: 59-70.