Synthesis and biological activity of some amino-4'-substituted phenyl(pyridine)androst-4-en-3-one candidates
| Autor: | M. H. Elgamal, Mohamed M. Abdalla, Mohamed M. M. Hussein, H. M. Safwat, A. E. Amr |
|---|---|
| Rok vydání: | 2017 |
| Předmět: |
0301 basic medicine
Cyanoacetamide 010405 organic chemistry Biological activity General Chemistry 01 natural sciences 0104 chemical sciences 03 medical and health sciences chemistry.chemical_compound 030104 developmental biology chemistry Ethyl cyanoacetate Pyridine Organic chemistry Ammonium acetate Malononitrile |
| Zdroj: | Russian Journal of General Chemistry. 87:305-310 |
| ISSN: | 1608-3350 1070-3632 |
| DOI: | 10.1134/s1070363217020256 |
| Popis: | A series of substituted androstanopyridine derivatives 2–5 were synthesized using 17-acetyl- 1,7,8,10,11,12,13,15,16,17-decahydro-10,13-dimethyl-2H-cyclopenta[a]-phenanthren-3(6H,9H,14H)-one (progesterone, 1) as a starting material. Reaction of 1a–1d with malononitrile and aldehydes in the presence of ammonium acetate gave the corresponding amino cyanopyridine derivatives 2a–2d. The same compounds 1a–1d reacted with cyanoacetamide and aldehydes in the presence of ammonium acetate to give a mixture of 3a–3d and 4a–4d, that was separated chromatographically. The reaction of compounds 1a–1d with ethyl cyanoacetate and aldehydes led to products 5a–5d. Structures of the newly synthesized compounds were elucidated by physical and spectral methods. The synthesized compounds were tested as 5α-reductase inhibitors and anti-prostate cancer agents. |
| Databáze: | OpenAIRE |
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