Synthesis of N-substituted indole-2-carboxamides and investigation of their biochemical responses against free radicals

Bozkaya P., Olgen S., Coban T., Nebioglu D.

Journal of Enzyme Inhibition and Medicinal Chemistry, cilt.22, sa.3, ss.319-325, 2007 (SCI-Expanded, Scopus) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 22 Sayı: 3
  • Basım Tarihi: 2007
  • Doi Numarası: 10.1080/14756360601114742
  • Dergi Adı: Journal of Enzyme Inhibition and Medicinal Chemistry
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.319-325
  • Anahtar Kelimeler: indole-2-carboxamides, reactive oxygen species, superoxide dismutase, lipid peroxidation, inhibition, synthesis, ANTIOXIDANT PROPERTIES, BIOLOGICAL EVALUATION, CANCER PREVENTION, INDOLE ESTERS, DERIVATIVES, 3-CARBOXAMIDES, INHIBITORS, OXIDATION
  • Ankara Üniversitesi Adresli: Evet

Özet

The antioxidant role of novel N-substituted indole-2-carboxamides (I2CDs) was investigated for their inhibitory effects on superoxide anion (O2-) and lipid peroxidation (LP). Among the synthesized I2CDs, 3, 4, 6, 8 and 9 significantly inhibited O2- with an inhibition range at 70-98%. Examination of substituent effects on activity showed that both the ortho- and para-positions of the benzamide residue needs to be dichlorinated in order to get a maximum inhibitory effect on superoxide anion. In general, halogenated derivatives were found more active then the non-halogenated ones. However, none of the I2CDs had a significant inhibitory effects on the level of lipid peroxidation; only compounds 7 and 10 moderately decreased LP levels by over 50% at 10-3 M concentrations.