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العنوان
Synthesis and characterization of homo- and heterocyclic compounds as well as some metal complexes with expected biological activity /
المؤلف
El-Salmoon, Ashraf Sayed Hassan Mohamed.
هيئة الاعداد
باحث / أشرف سيد حسن محمد السلمون
مشرف / عبد الله عبد المنعم الصاوي
مناقش / سعاد عبد المجيد محمد عثمان
مناقش / تغريد شكري محمد حافظ
الموضوع
Heterocyclic compounds.
تاريخ النشر
2013.
عدد الصفحات
296 p. :
اللغة
الإنجليزية
الدرجة
الدكتوراه
التخصص
Organic Chemistry
تاريخ الإجازة
1/1/2013
مكان الإجازة
جامعة بنها - كلية العلوم - كيمياء عضوية
الفهرس
Only 14 pages are availabe for public view

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from 296

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.