JOURNAL OF HETEROCYCLIC CHEMISTRY, vol.58, no.1, pp.260-269, 2021 (SCI-Expanded)
A new series of 1,3-benzoxazol-2(3H)-one hybrid compounds, including coumarin, isatin 1,3,4-triazole and 1,3,4-thiadiazole moieties, were synthesized and biologically evaluated for their antioxidant capacities and anti-urease properties. The synthesized benzoxazole-coumarin (6a-e) and benzoxazole-isatin (10a-c) hybrids showed remarkable urease inhibitory activities with IC50(mu M), ranging from 0.0306 +/- 0.0030 to 0.0402 +/- 0.0030, while IC(50)of standard thiourea is 0.5027 +/- 0.0293. The synthesized benzoxazole-triazole (8a-c) and benzoxazole-thiadiazole (9a-c) hybrids showed similar urease inhibitory activities with IC50(mu M), ranging from 0.3861 +/- 0.0379 to 0.5126 +/- 0.0345. The antioxidant activity of the synthesized compounds was evaluated for their antioxidant activities, such as reducing power and ABTS (2,2 '-azino-bis(3-ethylbenzothiazoline-6-sulphonic acid) diammonium salt) radical scavenging. The results of ABTS radical scavenging activities of some of the synthesized molecules showed higher activities than standard Trolox, SC50(mu M) = 213.04 +/- 18.12. One benzoxazole-coumarin (6f), two benzoxazole-isothiocyanate (7b, 7c), and two benzoxazole-triazole (8b, 8c) derivatives showed higher activities (SC50(mu M) values, 82.07 +/- 10.34, 120.19 +/- 7.30, 104.58 +/- 10.55, 153.26 +/- 7.14, and 144.82 +/- 10.68, respectively) than standard Trolox, (SC50(mu M) = 213.04 +/- 18.12).