Synthesis of some novel quinazolin‐4(3H)‐one hybrid molecules as potent urease inhibitors

Abstract

A new series of quinazolinone hybrid molecules containing coumarin, furan, 1,2,4triazole and 1,2,4-thiadiazole rings was designed, synthesized, and screened for their urease inhibition activities. All newly synthesized compounds showed outstanding urease inhibitory potentials with IC 50 values ranging between 1.26 ± 0.07 and 7.35 ± 0.31 μg/mL. Among the series, coumarin derivatives (10a-d) exhibited the best inhibitory effect against urease in the range of IC 50 = 1.26 ± 0.07 to 1.82 ± 0.10 μg/mL, when compared to standard urease inhibitors such as acetohydroxamic acid and thiourea (IC 50 = 21.05 ± 0.96 and 15.08 ± 0.71 μg/mL, respectively). Molecular docking studies were also performed to analyze the binding mode of compound 10b, and supported the experimental results. K E Y W O R D S coumarin, furan, molecular docking, quinazolin-4(3H)-one, thiadiazole, triazole, urease inhibition

Synthesis and biological evaluation of some 1,3‐benzoxazol‐2(3H)‐one hybrid molecules as potential antioxidant and urease inhibitors

“…Previously, we have synthesized and evaluated some quinazolin‐4(3 H )‐one‐coumarin hybrid derivatives that showed strong urease activities. [ 28–31 ] Then, we have obtained biological activity results, above average, close to the target value. Moreover, in our literature survey, we have observed the role of benzoxazole moiety in drug design and development.…”

“…These compounds were synthesized according to the literature. [ 30 ] In a round‐bottomed flask, 1 M NaOH (10 mL) solution and 0.01 mol of compounds 7a–c in ethanol (10 mL) were refluxed for 5 hours. At the end of this time, the mixture was taken in a beaker with water and the product was precipitated by neutralization with diluted HCl.…”

Synthesis and biological evaluation of benzimidazolone bridged triheterocyclic compounds

“…Recently, some heterocyclic compounds such as quinazolin-4(3H)-ones [9,10], triazoles [11], benzothiazoles [12], oxadiazoles [13], isatin [14], benzoxazoles [15], and benzimidazoles [16] were reported as potential urease inhibitors. We have synthesized previously some benzimidazole derivatives that showed significant α-glucosidase inhibition activities [17].…”

Synthesis of novel 2,3‐disubstituted quinazolin‐4(3H)‐one derivatives containing hydrazone skeleton as potent urease inhibitors and their antimicrobial activities

“…Synthesized compounds that are derivative of hydrazone and thiosemicarbazide and have 1,2,4triazole cores with inhibitory effects on urease activity have been published in different years . Some novel quinazolinones have been synthesized as potent urease inhibitor and published by our previous studies (Figure ) …”

“…[10] Some novel quinazolinones have been synthesized as potent urease inhibitor and published by our previous studies ( Figure 1). [11][12][13] Consequently, 12 novel quinazolinone derivatives containing hydrazone skeleton have been synthesized and evaluated for their urease inhibitory activities.…”