Abstrakt
5ï¡-pregnanolone hydrazones from tigogenin
Barbakadze N
Hydrazones with various structures are characterized with high pharmacological activity and are an important class of organic compounds for new drug development. Steroidal hydrazones are exhibited high bioactivity including cytotoxicity. In order to continue the study of the structure-activity relationship of derivatives of 5?-steroids hydrazones of 5?-pregnan-3?-ol-20-one have been synthesized on the basis of tigogenin. Target compounds have been received by interaction of ketone - 5?-pregnan-3?-ol-20-one with arylhydrazines (4-nitrophenyl- or 2,4-dinitrophenylhydrazine) and arylhydrazides (3-bromobenzoic, nicotinic, salicylic, izonicotinic acids and thiosemcarbazide) in different solvents (ethylene glycol, ethyl or methyl alcohol) by using various catalysts (sodium acetate, acetic acid or concentrated hydrochloric acid). The structures of synthesized nitrogen-containing new steroids have been established by IR-, 1H, 13C NMR, mas-spectral data and their cytotoxic activity have been studied.