title: Induced production of methyl bromodihydroxyphenyl acetates by the marine-derived fungus Aspergillus sp.
abstract: The addition of metal bromides (NaBr and CaBr2) during fermentation of a marine isolate of the fungus Aspergillus sp. induced production of two new brominated dihydroxyphenylacetic acid derivatives, methyl 2-(6-bromo-3,4-dihydroxyphenyl)acetate (1) and methyl 2-(2,5-dibromo-3,4-dihydroxyphenyl)acetate (2), and a known compound, 2-(3,4-dihydroxyphenyl)acetic acid (3). The structures of the two new compounds (1, 2) were assigned through the combination of spectroscopic data analyses and comparison with the spectral data of compound 3. Compounds 1-3 exhibited potent radical-scavenging activity against 1,1-diphenyl-2-picrylhydrazyl (DPPH) with IC50 values (14.2, 12.1, 11.0 µm, respectively) demonstrating greater activity than the positive control (l-ascorbic acid; IC50, 20.0 µm).
authors.affiliation: Department of Chemistry, Pukyong National University, Busan, Korea.
authors.forename: Alain Simplice
authors.initials: AS
authors.lastname: Leutou
authors.forename: Keumja
authors.initials: K
authors.lastname: Yun
authors.forename: Jung Sook
authors.initials: JS
authors.lastname: Kang
authors.forename: Byeng Wha
authors.initials: BW
authors.lastname: Son
mesh_terms: D000085:Acetates / Q000737:chemistry* / Q000302:isolation & purification; D001230:Aspergillus / Q000737:chemistry*; D019149:Bioreactors; D016166:Free Radical Scavengers / Q000737:chemistry* / Q000302:isolation & purification; D006842:Hydrocarbons, Brominated / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D010648:Phenylacetates / Q000737:chemistry* / Q000302:isolation & purification
chemical_list: C583874:2-(6-bromo-3,4-dihydroxyphenyl)acetate; D000085:Acetates; D016166:Free Radical Scavengers; D006842:Hydrocarbons, Brominated; D010648:Phenylacetates; C583875:methyl 2-(2,5-dibromo-3,4-dihydroxyphenyl)acetate