SYNTHESIS AND BIOLOGICAL EFFICACY OF NOVEL PIPERAZINE ANALOGUES BEARING QUINOLINE AND PYRIDINE MOIETIES

© 2015 M. Al-Ghorbani*, N. D. Rekha**, V. Lakshmi Ranganatha*, V. Prashanth*, T. Veerabasappagowda**, and S. A. Khanum*^{, #}

^#Phone: +9901888755; fax: +821 2419239; e-mail: [email protected]

*Department of Chemistry, Yuvaraja’s College, University of Mysore, Mysore, Karnataka, India;
**Department of Studies in Biotechnology, JSS College of Arts, Commerce and Science, Mysore, Karnataka, India

Received 24.08.2014; in final form 12.01.2015

A series of novel piperazine analogues bearing quinolin-8-yloxy-butan-1-ones/pyridin-2-yloxy-ethanones were synthesized by a simple and convenient approach based on various substituted piperazine incorporating quinoline and pyridine moieties. The analogues were evaluated for in vitro antioxidant activity against 2,2-diphenyl-1-picryl-hydrazyl (DPPH) and ferrous ion radical scavenging activities and anti-inflammatory activity by inhibition of Vipera russelli venom (PLA₂) and gastric K⁺/H⁺-ATPase activities. Most of the title compounds exhibited promising activity. Best antioxidant and PLA₂-inhibiting activities were found for piperazine analogues with phenyl and nitro phenyl groups, whereas methoxy group on phenyl piperazine indicated selectivity for the H⁺/K⁺-ATPase.

Keywords: piperazine analogues, antioxidant, PLA₂, H⁺/K⁺-ATPase.

БИООРГАНИЧЕСКАЯ ХИМИЯ, 2015, том 41, № 5, с. 619–626