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海洋来源内生真菌青霉 QEN-24S 的次生代谢产物。

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

机构信息

Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Nanhai Road 7, Qingdao 266071, China.

出版信息

Mar Drugs. 2010 Dec 27;9(1):59-70. doi: 10.3390/md9010059.

DOI:10.3390/md9010059
PMID:21339945
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3039470/
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.

摘要

从一种未鉴定的海洋红藻属Laurencia 种的内生真菌青霉 QEN-24S 中分离得到的内生真菌青霉 QEN-24S,在双培养试验中显示出对病原菌芸薹链格孢的生长抑制活性。对该真菌菌株的化学研究导致分离出四种新的(1-3 和 5)和一种已知的(4)次生代谢物。它们的结构被鉴定为两种聚酮衍生物 penicitides A 和 B(1 和 2)、两种甘油衍生物 2-(2,4-二羟基-6-甲基苯甲酰基)-甘油(3)和 1-(2,4-二羟基-6-甲基苯甲酰基)-甘油(4),以及一种单萜衍生物 penicimonoterpene(5)。Penicitides A 和 B(1 和 2)具有独特的 10-羟基-或 7,10-二羟基-5,7-二甲基十一烷基取代基,取代在α-四氢吡喃环的 C-5 上,这在天然产物中以前没有报道过。化合物 5 对病原菌 A. brassicae 表现出很强的活性,而化合物 1 对人肝癌细胞系具有中等的细胞毒性活性。

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