Dimeric 1,4-benzoquinone Derivatives with Cytotoxic Activities from the Marine-Derived Fungus Penicillium sp. L129

• Published in: Marine drugs Vol. 17; no. 7; p. 383
• Main Authors: Zhang, Hui-Min, Ju, Chuan-Xia, Li, Gang, Sun, Yong, Peng, Yu, Li, Ying-Xia, Peng, Xiao-Ping, Lou, Hong-Xiang
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 26.06.2019; MDPI
• Subjects: Anti-Bacterial Agents - chemistry; Anti-Bacterial Agents - isolation & purification; Anti-Bacterial Agents - pharmacology; antifungal activity; Antineoplastic Agents - chemistry; Antineoplastic Agents - isolation & purification; Antineoplastic Agents - pharmacology; Aquatic Organisms - chemistry; Benzoquinone; Benzoquinones - chemistry; Benzoquinones - isolation & purification; Benzoquinones - pharmacology; Cancer; Cell Line, Tumor; Cell lines; Chromobacterium - drug effects; Chromobacterium - physiology; Circular dichroism; Cytotoxicity; Dibenzofuran; Dichroism; Dimers; Drug Screening Assays, Antitumor; Fungi; Humans; Hydrocarbons; Inhibitory Concentration 50; marine-derived fungus; Metabolites; Minimum inhibitory concentration; Molecular Structure; Penicillium; Penicillium - chemistry; Penicillium sp; Phenols; Quorum sensing; Quorum Sensing - drug effects; secondary metabolites; Toxicity; Penicillium sp; quorum sensing; secondary metabolites; antifungal activity; cytotoxicity; marine-derived fungus
• ISSN: 1660-3397; 1660-3397
• DOI: 10.3390/md17070383

Two new dimeric 1,4-benzoquinone derivatives, peniquinone A ( ) and peniquinone B ( ), a new dibenzofuran penizofuran A ( ), and a new pyrazinoquinazoline derivative quinadoline D (4), together with 13 known compounds ( - ), were isolated from a marine-derived fungus sp. L129. Their structures, including absolute configurations, were elucidated by extensive spectroscopic data and electronic circular dichroism calculations. Compound exhibited cytotoxicity against the MCF-7, U87 and PC3 cell lines with IC values of 12.39 µM, 9.01 µM and 14.59 µM, respectively, while compound displayed relatively weak cytotoxicity activities against MCF-7, U87 and PC3 cell lines with IC values of 25.32 µM, 13.45 µM and 19.93 µM, respectively. Furthermore, compound showed weak quorum sensing inhibitory activity against CV026 with an MIC value of 20 μg/well.