Insights into biological activity of ureidoamides with primaquine and amino acid moieties. (1st January 2018)

• Record Type: Journal Article
• Authors: Vlainić, Josipa; Kosalec, Ivan; Pavić, Kristina; Hadjipavlou-Litina, Dimitra; Pontiki, Eleni; Zorc, Branka
• Is Part Of: Journal of enzyme inhibition and medicinal chemistry. Volume 33:Number 1(2018)
• Page Start: 376
• Page End: 382
• Publication Date: 2018-01-01
• Subjects: Primaquine -- ureidoamide -- biofilm eradication -- antibacterial activity -- antioxidative screening; Enzyme inhibitors -- Periodicals; Enzyme Inhibitors -- periodicals; Biochemistry -- periodicals; 572.7
• DOI: 10.1080/14756366.2017.1423067
• Languages: English
• ISSNs: 1475-6366

Abstract

Abstract: Primaquine (PQ) ureidoamides5a–f were screened for antimicrobial, biofilm eradication and antioxidative activities. Susceptibility of the tested microbial species towards tested compounds showed species- and compound-dependent activity. N -(diphenylmethyl)-2-[({4-[(6-methoxyquinolin-8-yl)amino]pentyl}carbamoyl)amino]-4-methylpentanamide (5a ) and 2-(4-chlorophenyl)- N -(diphenylmethyl)-2-[({4-[(6-methoxyquinolin-8-yl)amino]pentyl}carbamoyl)amino]acetamide (5d ) showed antibacterial activity against S. aureus strains (MIC = 6.5 µg/ml). Further, compounds5c and5d had weak antibacterial activity against Escherichia coli and Pseudomonas aeruginosa . None of the tested compounds showed a wide spectrum of antifungal activity. In contrast, most of the compounds exerted strong activity in a biofilm eradication assay against E. coli, P. aeruginosa and Candida albicans, comparable to or even higher than gentamycin, amphotericin B or parent PQ. The most active compounds were5a and5b . Tested compounds were inactive against biofilm formation by C. parapsylosis, Enterococcus faecalis, C. tropicalis and C. krusei. Compounds5b–f significantly inhibited lipid peroxidation (80–99%), whereas compound5c presented interesting LOX inhibition.