Synthesis and Antioxidant Activity of New Thiazole Analogues Possessing Urea, Thiourea, and Selenourea Functionality
A new series of urea, thiourea, and selenourea derivatives with thiazole moieties were synthesized by the nucleophilic addition reaction of (2-amino-4-(3-chlorophenyl)thiazol-5-yl)(2-chlorophenyl)methanone with various substituted isocyanates/ isothiocyanates/isoselenocynates in acetone having a cat...
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| Published in: | Synthetic communications Vol. 45; no. 22; pp. 2592 - 2600 |
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| Main Authors: | , , , , |
| Format: | Journal Article |
| Language: | English |
| Published: |
Philadelphia
Taylor & Francis
17-11-2015
Taylor & Francis Ltd |
| Subjects: | |
| Online Access: | Get full text |
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| Summary: | A new series of urea, thiourea, and selenourea derivatives with thiazole moieties were synthesized by the nucleophilic addition reaction of (2-amino-4-(3-chlorophenyl)thiazol-5-yl)(2-chlorophenyl)methanone with various substituted isocyanates/ isothiocyanates/isoselenocynates in acetone having a catalytic amount of sodium hydroxide at room temperature with good yields. All the synthesized compounds were fully characterized by spectroscopic data and screened for their in vitro antioxidant activity using 1,1-diphenylpicrylhydrazyl (DPPH), nitric oxide (NO), and hydrogen peroxide (H
2
O
2
) radical scavenging methods. A preliminary study of the structure-activity relationship revealed that the compounds containing selenourea functionality along with halogen group have exhibited potent activity (IC
50
≤ 0.0309 µmol/mL) compared to the standards (IC
50
≤ 0.0814 µmol/mL). Thus the title compounds are a new class of potent antioxidant agents and worthy of further investigation. |
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| ISSN: | 0039-7911 1532-2432 |
| DOI: | 10.1080/00397911.2015.1095929 |