Synthesis and evaluation of novel N–H and N-substituted indole-2- and 3-carboxamide derivatives as antioxidants agents

Abstract

We have previously reported on the synthesis of novel indole derivatives where some compounds showed significant antioxidant activity. Here, we report the synthesis of novel NZH and N-substituted indole-2-and 3-carboxamide derivatives and investigated their antioxidant role in order to identify structural characteristics responsible for activity. Although all compounds showed a strong inhibitory (95 -100%) effect on superoxide anion (SOD) only compounds 4, 5 and 6 showed simliar potency for the inhibition of lipid peroxidation (81 -94%) which revealed that compounds 4, 5 and 6 possessed highly potent antioxidant properties. Substitution in the 1-position of the indole ring caused the significant differences between the activity results regarding lipid peroxidation inhibition.

Synthesis of new spiroindolinones incorporating a benzothiazole moiety as antioxidant agents

“…IR spectra were recorded on KBr discs, using a Perkin-Elmer Model 1600 FT-IR spectrometer. 1 H NMR and HSQC spectra were obtained on Varian UNITY INOVA 500 spectrophotometers using DMSO-d 6 . Mass spectra were determined on an AGILENT 1100 MSD instrument.…”

“…The results indicated that the examined indoline derivatives had effective activities as radical scavengers [5]. Some indole-3-carboxamides were potent inhibitors of superoxide anion formation [6,7]. Several benzimidazole containing indole derivatives showed very good in vitro free-radical scavenging properties as shown by determination of their scavenge superoxide anion formation capacity [8].…”

Non-Traditional Pesticidally Active Compounds

“…N-H and N-substituted indole-2-and 3-carboxamide showed a strong inhibitory (95-100%) effect on superoxide anion (SOD). Substitution on 1-position of the indole ring caused significant differences between the activity results regarding lipid peroxidation inhibition [42] emphasizing the differences in effects due to the derivative structure. …”

Synthesis of new indole-2-carboxamide and 3-acetamide derivatives and evaluation their antioxidant properties

“…Several antioxidant pyrimidodiindole and pyridoindole derivatives were studied as melatonin receptor antagonists 18,19 . Recent data from our laboratory showed important antioxidant effects of N-substituted amide [20][21][22][23][24] and ester 25 derivatives of indole. Another study demonstrated that a series of 3-(substituted-benzylidene)-1,3-dihydro indolin-2 one and thione derivatives are effective as radical scavengers 26 .…”