[Synthesis and study of B-nor-8-isoanalogs of steroid estrogens].
The study of the binding of estradiol B-nor-8-isonalogues to estrogen receptors from the rat uterus helped create the proposed model of the corresponding ligand-receptor complexes. The use of this model ensured the choice of such micromodifications in this steroid group that sharply decreased their hormonal activity. By the example of 16,16-dimethyl-D-homo-B-nor-8-isoestrone, we demonstrated the possibility of the synthesis of the estrogen analogues devoid of uterotropic activity but retaining immunosuppressive activity.
Shavva
A G
AG
Chemical Faculty, St. Petersburg State University, Universitetskii pr. 26, Staryi Petergof, St. Petersburg, 198504 Russia. nmr@paloma.spbu.ru
Selivanov
S I
SI
Starova
G L
GL
Boronoeva
T R
TR
Ishchenko
I V
IV
Gluzdikov
I A
IA
Sharetskiĭ
A N
AN
Isaeva
V G
VG
Surinov
B P
BP
D000818:Animals; D018360:Crystallography, X-Ray; D004958:Estradiol / Q000031:analogs & derivatives / Q000737:chemistry / Q000494:pharmacology; D004967:Estrogens / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D004970:Estrone / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D005260:Female; D007073:Immunoglobulin E / Q000096:biosynthesis; D007166:Immunosuppressive Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D008024:Ligands; D051379:Mice; D008810:Mice, Inbred C57BL; D008808:Mice, Inbred CBA; D008958:Models, Molecular; D015394:Molecular Structure; D009929:Organ Size; D010052:Ovariectomy; D051381:Rats; D017208:Rats, Wistar; D011960:Receptors, Estrogen / Q000737:chemistry; D014599:Uterus / Q000187:drug effects
C460859:16,16-dimethylhomo-B-nor-8-isoestrone; D004967:Estrogens; D007166:Immunosuppressive Agents; D008024:Ligands; D011960:Receptors, Estrogen; D004970:Estrone; D007073:Immunoglobulin E; D004958:Estradiol