1-1-diphenyl-2-picrylhydrazyl and maculosin

Two new indole derivatives (3, 4) and three known compounds (1, 2, 5) were isolated as radical scavengers from the culture filtrate of a marine sponge-derived yeast. Their structures were determined to be tyrosol (1), tryptophol (2), 2-(1H-indol-3-yl)ethyl 2-hydroxypropanoate (3), 2-(1H-indol-3-yl)ethyl 5-hydroxypentanoate (4), and cyclo(L-Pro-L-Tyr) (5) on the basis of their spectroscopic data. The absolute configurations of compounds 3 and 5 were determined by chiral HPLC analysis combined with synthesis and Marfey's method, respectively. Each obtained compound was evaluated for DPPH (2,2-diphenyl-1-picrylhydrazyl) radical scavenging activity, and all compounds exhibited weak activities.

Topics: Animals; Biphenyl Compounds; Chromatography, High Pressure Liquid; Free Radical Scavengers; Indoles; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Peptides, Cyclic; Phenylethyl Alcohol; Pichia; Picrates; Piperazines; Porifera