Highly Efficient Synthesis of New 3,5-Substituted (Isoxazolines) and 2,3,5-Trisubstituted (Pyrazolines) Mediated by Chloramin-T and Their Evaluation of Antioxidant and Antibacterial Activities

Musad, Ebraheem Abdu and Al Dawsari, Abdullah Mohammed and Abdalla, Zaki Eldin Ali and Husain, Kakul and Al Sharabi, Razaz Saeed Saeed and Rai, K. M. Lokanatha (2020) Highly Efficient Synthesis of New 3,5-Substituted (Isoxazolines) and 2,3,5-Trisubstituted (Pyrazolines) Mediated by Chloramin-T and Their Evaluation of Antioxidant and Antibacterial Activities. Russian Journal of Bioorganic Chemistry, 46 (5). pp. 814-821. ISSN 1608-330X

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Abstract

Two short series of five membered heterocyclic 3,5-disubstituted-isoxazolines derivatives (Va-f) and 2,3,5-trisubstituted-pyrazolines derivatives (VIIa-f) were synthesized via 1,3-dipolar cycloaddition reaction of 2-(allyloxy)-4,6-dimethoxypyrimidine (III) with aromatic aldoximes (IV) which undergo oxidative-dehydrogenation with Chloramine-T to give 3,5-disubstituted-isoxazolines derivatives (Va-f) and oxidative cyclization of diphenyl hydrazones (VI) using Chloramine-T to give 2,3,5-trisubstituted-pyrazoline derivatives (VIIa-f) in good yield. The newly synthesized compounds were screened for anti-oxidant and anti-microbial activities. 2,3,5-trisubstituted-pyrazolines derivatives (VIIb-e) revealed higher antioxidant activity at 10 mu g/mL while 3,5-disubstituted-isoxazolines derivatives (Va-c) and 2,3,5-trisubstituted-pyrazolines derivatives (VIIa-c) showed better anti-microbial activity at 100 mu g/mL compared with standard vitamin C and ciprofloxacin, respectively. Structures of newly synthesized compounds were established on the basis of their elemental analysis and spectral IR, H-1-NMR and C-13-NMR.

Item Type: Article
Uncontrolled Keywords: isoxazolines; pyrazolines; Chloramine-T; antioxidant; antibacterial
Subjects: C Chemical Science > Chemistry
Divisions: Department of > Chemistry
Depositing User: Mr Umendra uom
Date Deposited: 06 Mar 2021 10:25
Last Modified: 06 Mar 2021 10:25
URI: http://eprints.uni-mysore.ac.in/id/eprint/15520

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