title: 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.
authors.affiliation: Department of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh 11451, Saudi Arabia. yahia@ksu.edu.sa.
authors.forename: Yahia N
authors.initials: YN
authors.lastname: Mabkhot
authors.affiliation: Department of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh 11451, Saudi Arabia. amajid@ksu.edu.sa.
authors.forename: Abdullah M
authors.initials: AM
authors.lastname: Al-Majid
authors.affiliation: Department of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh 11451, Saudi Arabia. ambarakat@ksu.edu.sa.
authors.forename: Assem
authors.initials: A
authors.lastname: Barakat
authors.affiliation: Department of Chemistry, College of Science, King Saud University, P. O. Box 2455, Riyadh 11451, Saudi Arabia. showiman@ksu.edu.sa.
authors.forename: Salim S
authors.initials: SS
authors.lastname: Al-Showiman
authors.affiliation: Department of Chemistry, College of Sciences, Hail University, P. O. Box 2440, Hail 81451, Saudi Arabia. mun_eera2010@hotmail.com.
authors.forename: Munirah S
authors.initials: MS
authors.lastname: Al-Har
authors.affiliation: LCAE, Faculté des Sciences, Université Mohammed Premier, Oujda BP 717 60000, Morocco. radi_smaail@yahoo.fr.
authors.forename: Smaail
authors.initials: S
authors.lastname: Radi
authors.affiliation: Department of Chemistry, Quaid-i-Azam University, Islamabad 45320, Pakistan. muhammadmoazzamnaseer@gmail.com.
authors.forename: Muhammad Moazzam
authors.initials: MM
authors.lastname: Naseer
authors.affiliation: Laboratoire Chimie Matériaux, Faculté Sciences, Université Mohammed Premier, Oujda BP 717 60000, Morocco. taibi.ben.hadda@gmail.com.
authors.forename: Taibi B
authors.initials: TB
authors.lastname: Hadda
mesh_terms: D000890:Anti-Infective Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001232:Aspergillus fumigatus / Q000187:drug effects / Q000254:growth & development; D001412:Bacillus subtilis / Q000187:drug effects / Q000254:growth & development; D002176:Candida albicans / Q000187:drug effects / Q000254:growth & development; D003460:Crystallization; D004926:Escherichia coli / Q000187:drug effects / Q000254:growth & development; D008826:Microbial Sensitivity Tests; D008956:Models, Chemical; D015394:Molecular Structure; D011550:Pseudomonas aeruginosa / Q000187:drug effects / Q000254:growth & development; D012441:Saccharomyces cerevisiae / Q000187:drug effects / Q000254:growth & development; D013211:Staphylococcus aureus / Q000187:drug effects / Q000254:growth & development; D013329:Structure-Activity Relationship; D062367:ortho-Aminobenzoates / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
chemical_list: D000890:Anti-Infective Agents; D062367:ortho-Aminobenzoates; C000219:anthranilamide