title: Nigerasperones A approximately C, new monomeric and dimeric naphtho-gamma-pyrones from a marine alga-derived endophytic fungus Aspergillus niger EN-13.
abstract: Three new naphtho-gamma-pyrones, 5-hydroxy-6,8-dimethoxy-2-hydroxymethyl-4H-naphtho[2,3-b]pyran-4-one (1, nigerasperone A), 3,3'-dihydro-2,2',5,5'-tetrahy-droxy-8,8',10,10'- tetramethoxy-2,2'-dimethyl-(6',9-bi-4H-naphtho[1,2-b]pyran)-4,4'-dione (2, nigerasperone B), and 3'-hydro-2',5,5',8-tetrahydroxy-6,6',8'-trimethoxy-2,2'-dimethyl-(7,10'-bi-4H-naphtho[2,3-b]pyran)-4,4'-dione (3, nigerasperone C), together with nine related known compounds were characterized from Aspergillus niger EN-13, an endophytic fungus isolated from the marine brown alga Colpomenia sinuosa. Their structures were elucidated by detailed analysis of spectroscopic data and by comparison with literature reports. In the cytotoxic assay, these compounds did not show remarkable inhibitory effects against A549 and SMMC-7721 tumor cell lines. However, 3 and several known compounds showed weak antifungal activity against Candida albicans and moderate activity on DPPH scavenging.
authors: Key Laboratory of Experimental Marine Biology, Institute of Oceanology, Chinese Academy of Sciences, Qingdao, PR China.
authors: Yi
authors: Y
authors: Zhang
authors: Xiao-Ming
authors: XM
authors: Li
authors: Bin-Gui
authors: BG
authors: Wang
mesh_terms: D000935:Antifungal Agents / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000494:pharmacology*; D001234:Aspergillus niger / Q000378:metabolism*; D002176:Candida albicans / Q000187:drug effects; D002460:Cell Line; D045744:Cell Line, Tumor; D019281:Dimerization; D004847:Epithelial Cells / Q000187:drug effects; D006801:Humans; D008168:Lung / Q000166:cytology / Q000187:drug effects; D008386:Marine Biology; D008826:Microbial Sensitivity Tests; D009281:Naphthalenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000459:Phaeophyceae / Q000382:microbiology*; D011753:Pyrones / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D000935:Antifungal Agents; D000970:Antineoplastic Agents; D009281:Naphthalenes; D011753:Pyrones; C520922:nigerasperone A; C520921:nigerasperone B; C520920:nigerasperone C