Synthesis, characterization, antioxidant, and antibacterial activities of new 2,3-dimethoxy and 3-acetoxy-2-methyl benzamides


Yakan H., ÇAKMAK Ş., Kütük H., Yenigun S., Özen T.

RESEARCH ON CHEMICAL INTERMEDIATES, vol.46, no.5, pp.2767-2787, 2020 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 46 Issue: 5
  • Publication Date: 2020
  • Doi Number: 10.1007/s11164-020-04118-7
  • Journal Name: RESEARCH ON CHEMICAL INTERMEDIATES
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chimica, Compendex, Environment Index, Index Chemicus (IC)
  • Page Numbers: pp.2767-2787
  • Keywords: Amides, N-acylation, Metal chelating activity, Antioxidant activity, Antibacterial activity, Spectroscopic techniques, AMIDES
  • Ondokuz Mayıs University Affiliated: Yes

Abstract

We performed a series of novel benzamide compounds which were synthesized starting from 2,3-dimethoxybenzoic acid or 3-acetoxy-2-methylbenzoic acid and amine derivatives. All the obtained products were purified, and the analysis of these products was determined with IR, H-1 NMR, C-13 NMR spectroscopic, and elemental methods. The in vitro antioxidant activity of all the compounds was determined by total antioxidant, free radical scavenging, and metal chelating activity. Some of synthesized compounds showed more effective total antioxidant, free radical scavenging, and metal chelating activity compared with standards. One of the benzamide compounds has been shown to exhibit effective metal chelate activity. The new compounds were determined in vitro antibacterial activity against three gram-positive bacteria and three gram-negative bacteria and compared with two control drugs. Thus, by conducting in vivo biochemical tests of effective amides, researches can be carried out in different fields of application. Graphic abstract We performed a series of novel benzamide compounds which were synthesized, and the analysis of these products was determined with IR, H-1 NMR, C-13 NMR spectroscopic, and elemental methods. The in vitro antioxidant activity of all the compounds was determined by total antioxidant, free radical scavenging, and metal chelating activity. All the compounds were tested for their in vitro growth inhibitory activity against different bacteria.