| abstract |
The present invention relates to steroids, namely, 16a-bromo-3b-hydroxy-5α-androstane-17-one (otherwise 16a-bromepiandrosterone) and novel analogues, to the preparation of these compounds, to pharmaceutical compositions thereof, and to their use. wherein R 1, R 2, R 3, R 4, R 5, R 6 and R 10 are independently hydrogen, -ORPR, -SRPR, -N (RPR) 2, -O-Si (R 13) 3, cyano, nitro, ester, thioester, phosphoester, phosphothioester, phosphonoester, sulfite ester, sulfate ester, amide, amino acid, peptide, ether, thioether, acyl, thioacyl, carbonate , carbamate, thioacetal, halogen, optionally substituted alkyl, alkenyl, alkynyl, aryl, heteroaryl, monosaccharide, optionally substituted oligosaccharide, nucleoside, nucleotide, oligonucleotide or polymer one or more R 1, R 2, R 3, R 4, R 5, R 6 and R 10 substituents are oxo or dioxo and the hydrogen atom attached to the same carbon atom is absent or R 3 and R 4 together form a compound of formula 2, R 7 is -CHR 10 -, -CHR10-CHR10-, CHR10-CHR10-CHR10-, CHR10-O-CHR10-, CHR10-S-CHR10-, CHR10- NRPR-CHR10-, -O-CHR10 -, -S-CHR10-, -NRPR - or -NRPR-CHR10 -, oxygen or sulfur; R8 and R9 are independently -CHR10-, -CHR10CHR10-, -O-CHR10-, -S-CHR10-, -NRPR- or -NRPRCHR10- are either oxygen or sulfur, or are absent from R8 or R9; thereby forming 5-membered rings; D is a optionally substituted heterocycle or a 4-, 5-, 6-, or 7-membered ring containing saturated carbon atoms, or the D-labeled moiety contains two or six-membered rings which are fused to either one or two bonds. Aften steroids can be used for many therapeutic and non-therapeutic purposes, including their use as immunomodulators. The invention also relates to the preparation of the above compounds and compositions. HE |