title: Synthesis and comparison of antioxidant properties of indole-based melatonin analogue indole amino Acid derivatives.
abstract: Increased levels of reactive oxygen species attributed to oxidative stress have been found to be responsible for the development of some vital diseases such as cardiovascular, neurodegenerative and autoimmune diseases. Recently, it was observed that melatonin is a highly important antioxidant, and melatonin analogues are under investigation to find out improved antioxidant activity. In this study, 14 melatonin -based analogue indole amino acid and N-protected amino acid derivatives were synthesized and elucidated spectrometrically. To investigate the antioxidant activity of the synthesized compounds and to compare with melatonin, butylhydroxytoluene and vitamin E, lipid peroxidation inhibition and 2,2-diphenyl-1-picrylhydrazyl radical-scavenging activities were tested. The results indicated that the synthesized new indole amino acid derivatives have similar activities to melatonin in 2,2-diphenyl-1-picrylhydrazyl radical-scavenging activity assay but more potent activities in lipid peroxidation inhibition assay.
authors: Faculty of Pharmacy, Department of Pharmaceutical Chemistry, Ankara University, 06100 Tandogan, Ankara, Turkey. sibel@pharmacy.ankara.edu.tr
authors: Sibel
authors: S
authors: Suzen
authors: Seyhan Sezen
authors: SS
authors: Cihaner
authors: Tulay
authors: T
authors: Coban
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D000975:Antioxidants / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D001713:Biphenyl Compounds / Q000737:chemistry; D007211:Indoles / Q000737:chemistry*; D015227:Lipid Peroxidation / Q000187:drug effects; D008550:Melatonin / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D010851:Picrates / Q000737:chemistry
chemical_list: D000596:Amino Acids; D000975:Antioxidants; D001713:Biphenyl Compounds; D007211:Indoles; D010851:Picrates; C030374:indole; C004931:1,1-diphenyl-2-picrylhydrazyl; D008550:Melatonin