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Abstract Part I: Chalcones 3a-d were synthesized by condensing khellinone 1 with aryl aldehydes 2a-d. Chalcones 3a-c reacted with hydrazine hydrate in ethanol or in glacial acetic acid to afford 1H-pyrazolines 4a-c or Nacetylpyrazolines 5a-c, respectively. N-phenylpyrazolines 6a,b were synthesized by reaction of chalcones 3a,b with phenyl hydrazine in ethanol. When 3b was refluxed in ethanol containing piperidine, it yielded 4,9- dimethoxy-7-(naphth-1-yl)-6,7-dihydro-5H-furo[3,2-g]chromen-5-one 7. Moreover, Chalcone 3c reacted with 2-cyanoacetamide or 2- cyanothioacetamide in ethanol to afford 3-cyanopyridines 8a and 8b respectively. The structure of the synthesized compounds was established based on elemental analysis and spectral data. The metal complexes 9, 10 and 11 of chalcone 3c; (L) with (Ni(II), Co(II) and Zn(II)) respectively, were synthesized and characterized by IR, 1H NMR, electronic absorption, magnetic susceptibility, molar conductivity and elemental analysis. The prepared complexes 9-11 had the general structural formula: [M(L)Cl2(H2O)2] where M=Ni(II), Co(II) or Zn(II) and L=3c. In order to study the structure-activity relationship, representative compounds of the synthesized products beside the metal complexes were screened for their antibacterial activities. The results indicated that some synthesized compounds had antibacterial activity as well as the metal complexes 9, 10 and 11 exhibited moderate antibacterial activities while the free ligand 3c; (L) had no activity. Part II: The reaction of 5-amino-3-(arylamino)-1H-pyrazole-4- carboxamides 1a,b with acetylacetone 2 and arylidenemalononitriles 5a-c yielded the pyrazolo[1,5-a]-pyrimidine derivatives 4a,b and 7a-f respectively. On the other hand, Schiff bases 9a,b and 12a-j were obtained upon treatment of carboxamides 1a,b with isatin 8 and some selected aldehydes 11a-e. The newly synthesized compounds were characterized by analytical and spectroscopic data. Representative examples of the synthesized products 4a,b, 7e, 7f, 9b, 12b–f, 12h, and 12j were screened for their in vitro antitumor activities against different human cancer cell lines and the structure-activity relationship (SAR) was discussed. Part III: Complexes of the type [ML’L(OH)(H2O)] {where M= Ni(II), Co(II) or Mn(II), L’= isatin and HL= 3-(2-phenylhydrazono)acetylacetone, 3-(2-(4-chlorophenyl)hydrazono)acetylacetone or 3-(2-(4- bromophenyl)hydrazono)acetylacetone} have been synthesized by equimolar reaction of a metal(II) chloride with isatin and 3-(2- (aryl)hydrazono)acetylacetone. The resulting complexes have been characterized by elemental analyses, molar conductivity, spectral data (IR, 1H NMR, mass) and magnetic moments. Furthermore, the ligands and their metal complexes have been screened for their cytotoxicity against different human cancer cell lines by using SRB assay. The results showed that most of the mixed ligand metal complexes have high cytotoxicity in comparison with the reference drugs used. |