A new antioxidant isobenzofuranone derivative from the algicolous marine fungus Epicoccum sp.
The fungus Epicoccum sp., was isolated from the marine brown alga Fucus vesiculosus. After cultivation the fungus was investigated for its secondary metabolite content, and found to contain the new natural product 4,5,6-trihydroxy-7-methylphthalide (1, epicoccone), together with 5-(acetoxymethyl)-furan-2-carboxylic acid (2), furan-2-carboxylic acid (3), 5-(hydroxymethyl)-furan-2-carboxylic acid (4), (-)-(3 R,4 S)-4-hydroxymellein (5), and (-)-(3 R)-5-hydroxymellein (6). The structures of all compounds were determined by interpretation of their spectroscopic data (1D and 2D NMR, MS, UV, optical rotation and IR). Each isolate was tested for its antioxidative properties. Compound 1 was found to be potently active, showing 95 % DPPH radical scavenging effects at 25 microg/mL. Compound 1 also inhibited the peroxidation of linolenic acid in the TBARS assay (62 % inhibition at 37 microg/mL).
Institute for Pharmaceutical Biology, University of Bonn, Nussallee 6, 53115 Bonn, Germany.
Ahmed
A
Abdel-Lateff
Katja M
KM
Fisch
Anthony D
AD
Wright
Gabriele M
GM
König
D000975:Antioxidants / Q000008:administration & dosage / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D001713:Biphenyl Compounds; D002851:Chromatography, High Pressure Liquid; D005658:Fungi; D008401:Gas Chromatography-Mass Spectrometry; D006801:Humans; D009682:Magnetic Resonance Spectroscopy; D008517:Phytotherapy; D010851:Picrates; D010936:Plant Extracts / Q000008:administration & dosage / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D012623:Seawater; D017962:alpha-Linolenic Acid
D000975:Antioxidants; D001713:Biphenyl Compounds; D010851:Picrates; D010936:Plant Extracts; D017962:alpha-Linolenic Acid; C004931:1,1-diphenyl-2-picrylhydrazyl