Title:Synthesis and Antioxidant Activity of Indole Derivatives Containing 4-Substituted Piperazine Moieties
VOLUME: 14 ISSUE: 4
Author(s):Tunca Gul Altuntas, Nilüfer Yılmaz, Tulay Coban and Sureyya Olgen
Affiliation:Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Ankara University 06100 Tandogan, Ankara,, Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Ankara University 06100 Tandogan, Ankara,, Department of Pharmaceutical Toxicology, Faculty of Pharmacy, Ankara University 06100 Tandogan, Ankara,, Department of Pharmaceutical and Medicinal Chemistry, Faculty of Pharmacy, Biruni University, 10. Yıl Street, No: 45, 34010 Topkapı İstanbul
Keywords:Antioxidant, free radical scavenging, piperazine, indole.
Abstract:Background: Oxidative stress caused by reactive oxygen species (ROS) plays a significant role in
many human disorder such as cancer, rheumatoid arthritis, atherosclerosis, stroke, neurodegeneration, and
diabetes as well as the process of aging. Compounds interfere with the action of ROS might be useful in
prevention and treatment of these pathologies. Indole nucleus seems to protect the nervous system against
oxidative stress.
Methods: Herein, several indole compounds containing 4-substituted piperazine moieties were synthesized.
Compounds 1, and 4-15 were obtained by amidification reaction using 1,1’-carbonyldiimidazole (CDI)
and compounds 2 and 3 were obtained by the reaction of amine and substituted chloropyridine ring using
potassium carbonate. Antioxidant activities of compounds were determined by in vitro lipid peroxidation
levels on rat liver, superoxide formation and 2,2-diphenyl-1-picrylhydrazyl (DPPH) stable radical scavenging
activities in comparison with vitamine E (α-tocopherol).
Results: The results indicated that compounds 6 (75%), 7 (66%), 8 (75%), 11 (88%), and 12 (69%)
showed strong inhibiory effects on superoxide radical formation compare to vitamine E (62%).
Compound 11 can be considered as the most active one among them. Compound 10 (38%) showed slight
activity in lipid peroxidation inhibition assay. Compounds are not good inhibitor of DPPH except
compound 10, which has also slight inhibition (20%).
