title: Azaphilones and p-terphenyls from the mangrove endophytic fungus Penicillium chermesinum (ZH4-E2) isolated from the South China Sea.
abstract: Eight secondary metabolites, including three new azaphilones (chermesinones A-C, 1-3), three new p-terphenyls (6'-O-desmethylterphenyllin, 4; 3-hydroxy-6'-O-desmethylterphenyllin, 5; 3''-deoxy-6'-O-desmethylcandidusin B, 7), and two known p-terphenyls (6, 8), were isolated from the culture of the mangrove endophytic fungus Penicillium chermesinum (ZH4-E2). Their structures were established by spectroscopic analysis. The absolute configuration of 1 was determined by X-ray crystallography. Terphenyls 4, 5, and 6 exhibited strong inhibitory effects against α-glucosidase with IC50 values of 0.9, 4.9, and 2.5 μM, respectively. Terphenyls 7 and 8 showed inhibitory activity toward acetylcholinesterase with IC50 values of 7.8 and 5.2 μM.
authors.affiliation: School of Chemistry and Chemical Engineering, Sun Yat-sen University, 135 West Xingang Road, Guangzhou 510275, People's Republic of China.
authors.forename: Hongbo
authors.initials: H
authors.lastname: Huang
authors.forename: Xiaojun
authors.initials: X
authors.lastname: Feng
authors.forename: Ze'en
authors.initials: Z
authors.lastname: Xiao
authors.forename: Lan
authors.initials: L
authors.lastname: Liu
authors.forename: Hanxiang
authors.initials: H
authors.lastname: Li
authors.forename: Lin
authors.initials: L
authors.lastname: Ma
authors.forename: Yongjun
authors.initials: Y
authors.lastname: Lu
authors.forename: Jianhua
authors.initials: J
authors.lastname: Ju
authors.forename: Zhigang
authors.initials: Z
authors.lastname: She
authors.forename: Yongcheng
authors.initials: Y
authors.lastname: Lin
mesh_terms: D001578:Benzopyrans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002800:Cholinesterase Inhibitors / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D065089:Glycoside Hydrolase Inhibitors; D020128:Inhibitory Concentration 50; D015394:Molecular Structure; D009792:Oceans and Seas; D010408:Penicillium chrysogenum / Q000737:chemistry*; D010860:Pigments, Biological / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D043982:Rhizophoraceae / Q000382:microbiology; D013730:Terphenyl Compounds / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D001578:Benzopyrans; D002800:Cholinesterase Inhibitors; D065089:Glycoside Hydrolase Inhibitors; D010860:Pigments, Biological; D013730:Terphenyl Compounds; C494154:azaphilone