ISSN : 0970 - 020X, ONLINE ISSN : 2231-5039
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Abstract

New Series of Substituted Heterocyclics Derived from α , β – Unsaturated  Ketone and Their Cytotoxic Activity Tumor Cell Lines

Muna S. AL-Rawi, Huda A. Hassan, Dheefaf F. Hassan and Ismaeel Y. Majeed

DOI : http://dx.doi.org/10.13005/ojc/340620


Abstract:

The aldol condensation of 2-acetylnaphthalene with 9-anthracene carboxaldehyde afforded α, β-unsaturated keton (1) . New heterocyclic compounds containing: cyclohexenone[2], indazole[3], pyrimidinethion [4], thiazolo fused pyrimidine[5], isoxazoline[6], substituted pyrazoline[7]a-d and pyrimidinone[8] rings system were synthesized from α, β-unsaturated keton[1]. Cyclization of [1] with ethylacetoacetate gave the mentioned heterocycle cyclohexanone [2].  The cyclo condensation of [2] with hydrazine gave the new indazole derivative [3]. furthermore, the reation of [1]with thiourea gives thiopyrmidine derivative [4]. The cyclo condensation of [4] with chloroacetic acid gave the fused rings [5]. Then reacted compound[1] with hydroxylamine to produce isoxazoline  [6]. Also the reaction of [1]with hydrazine and hydrazide derivatives to produce pyrazole [7]a-d. All the newly synthesized derivatives[2-7a-d] were characterized via the CHN-S, FT- IR, 1H NMR, and13C NMR (of some of theme). The antibacterial and cytotoxic activities were evaluated for these derivatives[2-7a-d] . The study of antibacterial displayed good to moderate activity and the study of anticancer  activity showed that were effective for inhibition of L20 B the mice intestines carcinoma cell line and RD human pelvic rhabdomyosarcoma cell line. Treated.

Keywords:

α, β-Unsaturated ketons; Anti-Cancer Activity; Cyclohexenone; Indazole; Isoxazoline; Pyrazoline; Pyrmidinone;Pyrimidinethion

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