Discovery of Quinazoline-2,4(1H,3H)-Dione Derivatives as Potential Antibacterial Agent: Design, Synthesis, and Their Antibacterial Activity

Abstract

In this paper, we report on the design and synthesis of a novel series of quinazoline-2,4(1H,3H)-dione derivatives as fluoroquinolone-like inhibitors of bacterial gyrase and DNA topoisomerase IV to identify and develop antimicrobial agents to prevent bacterial resistance problems. Their structures were confirmed using spectroscopic analyses (IR, NMR, and EI-MS). The novel quinazoline-2,4(1H,3H)-dione derivatives were evaluated for their antimicrobial activities against Gram-positive and Gram-negative bacterial strains using the Agar well diffusion method to study the antimicrobial activities and compared them with the standard drugs. Most compounds displayed moderate activity. Among the tested compounds, the most promising compounds 13 and 15 provided broad bioactive spectrum against Gram-positive and Gram-negative strains compared to the standard drugs.

Design, Synthesis, Anti-Varicella-Zoster and Antimicrobial Activity of (Isoxazolidin-3-yl)Phosphonate Conjugates of N1-Functionalised Quinazoline-2,4-Diones

“…For this reason, the biological screening was expanded to evaluate the antimicrobial activity of alkenes 24a–d and diastereoisomeric mixtures of isoxazolidines ( cis - 20a / trans - 20a (10:90), cis - 20b / trans - 20b (8:92), cis - 20c / trans - 20c (6:94), cis - 20d / trans - 20d (10:90), cis - 21a / trans - 21a (10:90), cis - 21b / trans - 21b (15:85), cis - 21c / trans - 21c (10:90), and cis - 21d / trans - 21d (15:85)) towards selected bacterial strains ( E. faecalis ATCC 29212, S. aureus ATCC 2593, B. cereus PCM 1948, E. coli ATCC 25922, and P. aeruginosa ATCC 27853) and two fungal strains (C. albicans ATCC 10241 and A. brasiliensis ATCC 16404). Previous studies have shown that compounds containing a substituted quinazoline-2,4-dione moiety exhibit promising activity against Gram-negative and Gram-positive bacteria and fungi [ 9 , 23 , 24 , 25 ]. The antimicrobial activity was expressed as the MIC, minimal inhibitory concentrations, and the MBC, minimal bactericidal concentrations.…”

Synthesis of 3-(Pyridin-2-yl)quinazolin-2,4(1H,3H)-diones via Annulation of Anthranilic Esters with N-pyridyl Ureas

“…In addition, quinazoline-2,4-dione derivatives were recognized as inhibitors of several cancer-related enzymes [18] (including carbonic anhydrases IX and XII [19], histone deacetylase-6 [20], VEGFR-2 [21], tankyrases [22], aminopeptidase [23]) and as modulators of autoimmune processes [24][25][26][27]. Moreover, they are widely used to combat viral [28,29], bacterial [30][31][32], parasitic [33][34][35], and fungal [36] infections.…”