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

  • Fatih Yilmaz
    Department of Chemistry and Chemical Process Technology, Vocational School of Technical Sciences Recep Tayyip Erdogan University Rize Turkey
  • Emre Menteşe
    Department of Chemistry, Faculty of Art and Sciences Recep Tayyip Erdogan University Rize Turkey
  • Bahar Bilgin Sökmen
    Department of Chemistry, Faculty of Art and Sciences Giresun University Giresun Turkey

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<jats:title>Abstract</jats:title><jats:p>A new series of 1,3‐benzoxazol‐2(<jats:italic>3H</jats:italic>)‐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 (<jats:bold>6a–e</jats:bold>) and benzoxazole‐isatin (<jats:bold>10a–c</jats:bold>) hybrids showed remarkable urease inhibitory activities with IC<jats:sub>50</jats:sub> (μM), ranging from 0.0306 ± 0.0030 to 0.0402 ± 0.0030, while IC<jats:sub>50</jats:sub> of standard thiourea is 0.5027 ± 0.0293. The synthesized benzoxazole‐triazole (<jats:bold>8a–c</jats:bold>) and benzoxazole‐thiadiazole (<jats:bold>9a–c</jats:bold>) hybrids showed similar urease inhibitory activities with IC<jats:sub>50</jats:sub> (μM), 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, SC<jats:sub>50</jats:sub> (μM) = 213.04 ± 18.12. One benzoxazole‐coumarin (<jats:bold>6f</jats:bold>), two benzoxazole‐isothiocyanate (<jats:bold>7b, 7c</jats:bold>), and two benzoxazole‐triazole (<jats:bold>8b, 8c</jats:bold>) derivatives showed higher activities (SC<jats:sub>50</jats:sub> (μM) 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, (SC<jats:sub>50</jats:sub> (μM) = 213.04 ± 18.12).</jats:p>

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