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العنوان
Synthesis and some reactions of mannich bases related to natural hormones and their biological evaluation /
المؤلف
Shaban, Mahmoud Reyad Mahmoud Abd-El-Ghney.
هيئة الاعداد
باحث / محمود رياض محمود عبدالغنى شعبان
مشرف / السيد محمد عفصه
مشرف / عبدالعزيز محمود دويدار
مشرف / السيد إبراهيم الدسوقى
الموضوع
Steroids. Methyltestosterone. Mannich bases. Heterocycles. Biological activity. Breast cancer. Prostate cancer.
تاريخ النشر
2016.
عدد الصفحات
205 p. :
اللغة
الإنجليزية
الدرجة
ماجستير
التخصص
Organic Chemistry
تاريخ الإجازة
01/01/2016
مكان الإجازة
جامعة المنصورة - كلية العلوم - Chemistry Department.
الفهرس
Only 14 pages are availabe for public view

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from 228

Abstract

This work contains three main parts: Part I : This part included a literature survey from major scientific sites and chemical abstract of 17α-methyltestosterone and its isotopes like 17α-methyltestosterone-4-C14, 17α-methyltestosterone-d3, 17α-methyltestosterone-d6 involving different chemical and microbial methods of synthesis such as Oppenauer method, Grignard method, eco-friendly methods using ionic liquid, microbial oxidation and enzymatic synthesis. According to different functional groups in the containing skeleton, different chemical reactions were carried out like alkylation, condensation, reduction, oxidation, dehydration, OH extrusion, O-glycosylation, heterocycles synthesis such as pyrazole, pyridine, isooxazole and photoreactions. In addition, biotransformation of this hormone led to regio and stereoselective steroidal derivatives. Part II : In this part, 25 new compounds were synthesized based on extending the scope of Mannich reaction with the steroidal scaffold 17α-methyltestosterone to include the synthesis of tertiary Mannich bases 2a-c, secondary Mannich bases 8a-c and 9, bis-skeletons 3, 4, 6, 7 and heteroycles fused with testosterone nucleus such as pyrazole, triazolopyrimidine and pyridopyrimidine. On the other hand, utility of the steroidal 2-arylidene as precursor to establish new heterocycles fused with the androstane skeleton such as pyrazolone, pyran, diazepine and chromene. The structures of the synthesized compounds were elucidated by elemental analyses as well as spectral data such as infrared, 1H-NMR, and mass spectra. Biological activities of the newly synthesized compounds were carried out as anticancer agents. Part III: In this part, the experimental methods used in the synthesis of the new compounds were mentioned in addition to a general study of the physical properties, elemental analyses and spectral data such as infrared, 1H-NMR, and mass spectra. Also, the materials and methods used for the biological testing are included.