Synthesis of 2-substituted 8-propargyloxyquinoline derivatives and determination of their antioxidant, antibacterial, and DNA binding activities


Gümüş A., OKUMUŞ V., Gümüş S.

TURKISH JOURNAL OF CHEMISTRY, vol.42, no.5, pp.1358-1369, 2018 (Peer-Reviewed Journal) identifier identifier

  • Publication Type: Article / Article
  • Volume: 42 Issue: 5
  • Publication Date: 2018
  • Doi Number: 10.3906/kim-1805-77
  • Journal Name: TURKISH JOURNAL OF CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded, Scopus, TR DİZİN (ULAKBİM)
  • Page Numbers: pp.1358-1369
  • Keywords: Quinoline, propargyloxyquinoline, antioxidant, antibacterial, DNA binding activity, QUINOLINE, INHIBITORS, DESIGN, SENSOR, SERIES, ZN2+, IRON

Abstract

2-Substituted 8-propargyloxyquinoline derivatives have been synthesized from 2-substituted-8-hydroxyquinolines by O-propargylation method (30%-98% yields). The newly synthesized compounds were tested for in vitro antioxidant activities such as DPPH radical scavenging, ferrous chelating, and reducing power activities. The maximum radical scavenging (46.5%) and reducing power activities were obtained from 1 and maximum ferrous chelating effect was obtained from 6 (72.1%) at the concentration of 500 mu g/mL. To indicate DNA binding activity of the complexes calf thymus DNA was used. The compounds were also evaluated for their antimicrobial activity against three gram-positive and three gram-negative bacteria. Compounds 3 and 5 exhibited antibacterial activity against all tested gram-positive bacteria.