Antioxidant activities of flavidin in different in vitro model systems

• Published in: Bioorganic & medicinal chemistry Vol. 12; no. 19; pp. 5141 - 5146
• Main Authors: Jayaprakasha, Guddadarangavvanahally K., Jaganmohan Rao, Lingamallu, Sakariah, Kunnumpurath K.
• Format: Journal Article
• Language: English
• Published: Oxford Elsevier Ltd 01.10.2004; Elsevier Science
• Subjects: Antioxidant activity; Antioxidants - chemistry; Antioxidants - isolation & purification; beta Carotene - chemistry; Biological and medical sciences; Biphenyl Compounds - chemistry; Butylated Hydroxyanisole; Flavidin; Free Radical Scavengers - chemistry; Free Radical Scavengers - isolation & purification; Free Radicals - chemistry; General and cellular metabolism. Vitamins; General pharmacology; Hydrazines - chemistry; Hydrogen Peroxide - chemistry; Medical sciences; Orchidaceae; Orchidaceae - chemistry; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; Phenanthrenes - chemistry; Phenanthrenes - isolation & purification; Picrates; Pyrans - chemistry; Pyrans - isolation & purification; Reactive Oxygen Species - chemistry; Orchidaceae; Flavidin; Antioxidant activity; Monocotyledones; Hydrogen peroxide; DPPH; Pharmacognosy; Tetracyclic compound; Antioxidant; Oxygen heterocycle; In vitro; Radical scavenger; Biological activity; Medicinal plant; Angiospermae; Plant origin; Phenols; Isolation; Spermatophyta; Aromatic compound; Structural analysis
• ISSN: 0968-0896; 1464-3391
• DOI: 10.1016/j.bmc.2004.07.028

Flavidin was isolated from Orchidaceae species and purified by silica gel column chromatography. The structure was identified using spectral studies. Antioxidant potency of flavidin was investigated employing various established in vitro model systems viz., β-carotene-linoleate, 1,1-diphenyl-2-picryl hydrazyl (DPPH), phosphomolybdenum method, and scavenging of hydrogen peroxide methods. Flavidin showed very good antioxidant activity in all the tested in vitro methods. This is the first report on antioxidant activity of 9,10-dihydro-5H-phenanthro-(4,5 bcd)-pyrans/flavidin type of compounds. Flavidin was isolated from Orchidaceae species and purified by silica gel column chromatography. The structure was identified using physical and spectral ( 1H, 13C NMR, and mass) data. Antioxidant potency of flavidin was investigated employing various established in vitro model systems viz., β-carotene-linoleate, 1,1-diphenyl-2-picryl hydrazyl (DPPH), phosphomolybdenum method, and scavenging of hydrogen peroxide methods. Flavidin showed very good antioxidant activity (90.2%) and almost equivalent to that of BHA at 50 ppm level by β-carotene-linoleate method. Radical scavenging activity of flavidin was compared with BHA at 5, 10, 20, and 40 ppm concentration and flavidin showed more radical scavenging activity than BHA at all the tested concentrations. Furthermore, flavidin showed very good antioxidant capacity by the formation of phosphomolybdenum complex method. Besides this, flavidin showed effective hydrogen peroxide scavenging activity. The data obtained in the in vitro models clearly establish the antioxidant potency of flavidin. However, comprehensive studies need to be conducted to ascertain the in vivo safety of flavidin in experimental animal models. This is the first report on antioxidant activity of 9,10-dihydro-5H-phenanthro-(4,5 bcd)-pyrans/flavidin type of compounds.