Structure-activity relationships in 4- and 5-androstene: 3beta-acetoxy-17-methyl-17-oxo-16,17-seco-5-androstene-16-carbonitrile and 17-methyl-3,17-dioxo-16,17-seco-4-androstene-16-carbonitrile.
The title compounds, C22H31NO3 and C20H27NO2, have similar conformations except in the molecular geometry and the bonding of two of the rings. These differences lead to marked differences in the biological activities of these compounds. Molecules of both compounds are linked by weak C-H...O hydrogen bonds in the crystal structures.
Lazar
Dusan
D
Department of Physics, University of Novi Sad, Trg Dositeja Obradovića 4, 21000 Novi Sad, Serbia and Montenegro. dlazar@im.ns.ac.yu
Klisurić
Olivera
O
Stanković
Slobodanka
S
Penov-Gasi
Katarina
K
Djurendić
Evgenija
E
Kovacević
Radmila
R
D000736:Androstenes / Q000737:chemistry* / Q000494:pharmacology; D047072:Aromatase Inhibitors / Q000737:chemistry* / Q000494:pharmacology; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D008968:Molecular Conformation; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry* / Q000494:pharmacology; D013329:Structure-Activity Relationship
D000736:Androstenes; D047072:Aromatase Inhibitors; D009570:Nitriles