title: Penicilones A-D, Anti-MRSA Azaphilones from the Marine-Derived Fungus Penicillium janthinellum HK1-6.
abstract: Four new azaphilones, penicilones A-D (1-4), were isolated from the mangrove rhizosphere soil-derived fungus Penicillium janthinellum HK1-6. Their planar structures and absolute configurations were determined by extensive analysis of NMR spectroscopic data, ECD spectra, the modified Mosher's method, and chemical conversions. Interestingly, 1 and 2 had the opposite configuration at C-7 compared to the closely related chloro analogues 3 and 4. Ester hydrolysis of 2 and 4 afforded their parental azaphilones, named penicilones E (5) and F (6). Compounds 1-6 were evaluated for their antibacterial activities in vitro. Penicilones B-D (2-4) showed potent anti-MRSA (Staphylococcus aureus ATCC 43300, ATCC 33591) activities with MIC values ranging from 3.13 to 6.25 μg/mL.
authors.affiliation: Marine Science & Technology Institute, College of Environmental Science & Engineering, Yangzhou University , 196#, Huayang West Street, Yangzhou 225127, People's Republic of China.
authors.forename: Min
authors.identifier: 0000-0001-6702-3993
authors.initials: M
authors.lastname: Chen
authors.affiliation: Marine Science & Technology Institute, College of Environmental Science & Engineering, Yangzhou University , 196#, Huayang West Street, Yangzhou 225127, People's Republic of China.
authors.forename: Nan-Xing
authors.initials: NX
authors.lastname: Shen
authors.affiliation: Marine Science & Technology Institute, College of Environmental Science & Engineering, Yangzhou University , 196#, Huayang West Street, Yangzhou 225127, People's Republic of China.
authors.forename: Zhi-Qi
authors.initials: ZQ
authors.lastname: Chen
authors.affiliation: Testing Center, Yangzhou University , 48#, Wenhui East Street, Yangzhou 225009, People's Republic of China.
authors.forename: Feng-Min
authors.initials: FM
authors.lastname: Zhang
authors.affiliation: Marine Science & Technology Institute, College of Environmental Science & Engineering, Yangzhou University , 196#, Huayang West Street, Yangzhou 225127, People's Republic of China.
authors.forename: Yang
authors.initials: Y
authors.lastname: Chen
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D001578:Benzopyrans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D004354:Drug Screening Assays, Antitumor; D008386:Marine Biology; D055624:Methicillin-Resistant Staphylococcus aureus / Q000187:drug effects*; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D010407:Penicillium / Q000737:chemistry*; D010860:Pigments, Biological / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D013211:Staphylococcus aureus / Q000187:drug effects
chemical_list: D000900:Anti-Bacterial Agents; D001578:Benzopyrans; D010860:Pigments, Biological; C494154:azaphilone; C000621339:penicilone B; C000621340:penicilone D