title: Aspergilones A and B, two benzylazaphilones with an unprecedented carbon skeleton from the gorgonian-derived fungus Aspergillus sp.
abstract: Two novel benzylazaphilone derivatives with an unprecedented carbon skeleton, aspergilone A (1), and its symmetrical dimer with a unique methylene bridge, aspergilone B (2), have been isolated from the culture broth of a marine-derived fungus Aspergillus sp. from a gorgonian Dichotella gemmacea. Their structures and relative stereochemistries of 1 and 2 were elucidated using a combination of NMR spectroscopy and X-ray crystallography. Compound 1 not only exhibited in vitro selective cytotoxicity but also showed potent antifouling activity.
authors.affiliation: Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, People's Republic of China.
authors.forename: Chang-Lun
authors.initials: CL
authors.lastname: Shao
authors.forename: Chang-Yun
authors.initials: CY
authors.lastname: Wang
authors.forename: Mei-Yan
authors.initials: MY
authors.lastname: Wei
authors.forename: Yu-Cheng
authors.initials: YC
authors.lastname: Gu
authors.forename: Zhi-Gang
authors.initials: ZG
authors.lastname: She
authors.forename: Pei-Yuan
authors.initials: PY
authors.lastname: Qian
authors.forename: Yong-Cheng
authors.initials: YC
authors.lastname: Lin
mesh_terms: D000818:Animals; D037421:Anthozoa / Q000382:microbiology*; D000970:Antineoplastic Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D001230:Aspergillus / Q000737:chemistry*; D001578:Benzopyrans / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*; D057219:Biofouling / Q000517:prevention & control*; D045744:Cell Line, Tumor; D018360:Crystallography, X-Ray; D006801:Humans; D020128:Inhibitory Concentration 50; D007814:Larva / Q000187:drug effects; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D010860:Pigments, Biological / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D001468:Thoracica / Q000187:drug effects
chemical_list: D000970:Antineoplastic Agents; D001578:Benzopyrans; D010860:Pigments, Biological; C557711:aspergilone A; C494154:azaphilone