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, cilt.42, sa.5, ss.1358-1369, 2018 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 42 Sayı: 5
  • Basım Tarihi: 2018
  • Doi Numarası: 10.3906/kim-1805-77
  • Dergi Adı: TURKISH JOURNAL OF CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, TR DİZİN (ULAKBİM)
  • Sayfa Sayıları: ss.1358-1369
  • Anahtar Kelimeler: Quinoline, propargyloxyquinoline, antioxidant, antibacterial, DNA binding activity, QUINOLINE, INHIBITORS, DESIGN, SENSOR, SERIES, ZN2+, IRON
  • Van Yüzüncü Yıl Üniversitesi Adresli: Evet

Özet

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.