Synthesis, X-ray crystal structures and biological activity of 16-amino-17-substituted-D-homo steroid derivatives
2003; Elsevier BV; Volume: 68; Issue: 7-8 Linguagem: Inglês
10.1016/s0039-128x(03)00097-7
ISSN1878-5867
AutoresKatarina M. Penov Gaši, Dušan Miljković, L.D.M. Mijacevic, Evgenija A. Djurendić, Srdjan Z. Stojanović, Marija N. Sakač, M.Dj. Djurendic, S. Stanković, Dušan Lazár, Silvana A. Andrić, R. Kovačević,
Tópico(s)Inflammatory mediators and NSAID effects
ResumoD-Homo derivatives in the androstane and estrane series, 12–19, were synthesized by a fragmentation-cyclization reaction of 16-oximino-17-hydroxy-17-substituted derivatives 3–9, or by cyclization of the corresponding D-seco derivatives 20–26. The structures were confirmed by X-ray analysis of compounds 12 and 16. Preliminary assessment of inhibitory effects of D-homo derivatives from androstane series towards aromatase, 3β-hydroxysteroid dehydrogenase (3β-HSD), 17α-hydroxylase/C17-20 lyase (P450c17) and 17β-HSD indicated much lower inhibitory potential compared to previously tested activity of another type of D-modified steroids, namely D-seco derivatives. Also, assessment of potential antiestrogenic activity of derivatives from estrane series showed absence of such an activity.
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