Synthesis and Biological Evaluation of 2-Aminobenzamide Derivatives as Antimicrobial Agents: Opening/Closing Pharmacophore Site

Abstract

A series of new 2-aminobenzamide derivatives (1–10) has been synthesized in good to excellent yields by adopting both conventional and/or a time-efficient microwave assisted methodologies starting from isatoic anhydride (ISA) and characterized on the basis of their physical, spectral and microanalytical data. Selected compounds of this series were then tested against various bacterial (Bacillus subtilis (RCMB 000107) and Staphylococcus aureus (RCMB 000106). Pseudomonas aeruginosa (RCMB 000102) and Escherichia coli (RCMB 000103) and fungal strains (Saccharomyces cerevisiae (RCMB 006002), Aspergillus fumigatus (RCMB 002003) and Candida albicans (RCMB 005002) to explore their potential as antimicrobial agents. Compound 5 was found to be the most active compound among those tested, which showed excellent antifungal activity against Aspergillus fumigatus (RCMB 002003) more potent than standard Clotrimazole, and moderate to good antibacterial and antifungal activity against most of the other strains of bacteria and fungi. Furthermore, potential pharmacophore sites were identified and their activity was related with the structures in the solution.

A Natural Quinazoline Derivative from Marine Sponge Hyrtios erectus Induces Apoptosis of Breast Cancer Cells via ROS Production and Intrinsic or Extrinsic Apoptosis Pathways

“…Several pharmacologically important compounds contain quinazoline nucleus as their basic framework [57]. Quinazoline derivatives have emerged as potential chemotherapeutic agents against solid tumors [59][60][61]. Several quinazoline derivatives like gefitinib, erlotinib, lapatinib, and afatinib have been approved by the FDA [62].…”

DFT Yöntemi Kullanılarak 1,3-Bis- {(2-Aminobenzoil) Amino} Propanın Teorik Hesaplamaları Ve Bu Değerlerin Literatürdeki Deneysel Değerler İle Karşılaştırılması

“…Halkalı bir anhidrid olan bileşik nükleofiller ile çok kolay reaksiyon verebilir [1]. Elde edilen ürünler boya, koku, tarım kimyasalları ve ilaç üretiminde kullanılır [2]. Ayrıca, kinazolinon ve kinazolindion gibi heterosiklik bileşiklerin sentezinde de rol oynar [3].…”

Secondary Metabolites from an Actinomycete from Vietnam's East Sea

“…Compound 1 selectively inhibited E. coli with a MIC value of 16 μg/mL, which was comparable with the reference compound, streptomycin (MIC: 32 μg/mL). An overview of the literature revealed that the antimicrobial property of 2-aminobenzamide derivatives has been found for several compounds of this class which have been considered as potential agents for antimicrobial drug discovery [17]. Compounds 2 and 3 displayed inhibition against some test strains of both Gram-positive and Gram-negative bacteria, and against the yeast C. albicans (Table 3).…”