Synthesis of 7 alpha- and 7 beta-carboxymethyl-9(11)-ene derivatives of estrone and estradiol.
As part of a search for derivatives designed to conjugate to amino groups, either of a protein carrier for antibody production or of an immobilized side-chain on a polymer for affinity chromatography, functionalized estrone and estradiol analogues were prepared. These modified steroids were obtained via the introduction of a carboxymethyl side-chain at the C-7 alpha and C-7 beta position on an adrenosterone derivative and were then aromatized on the A ring. These new compounds are unsaturated at the C-9 (11) position, which could be useful for a second modification.
Charpentier
B
B
Laboratoires de Chimie Physique Organique, Biochimie PCEM, U.E.R. Domaine Méditerranéen, Nice, France.
Dingas
A
A
Cassan
J
J
Emiliozzi
R
R
Duval
D
D
D000736:Androstenes; D055598:Chemical Phenomena; D002621:Chemistry; D004958:Estradiol / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D004970:Estrone / Q000031:analogs & derivatives* / Q000138:chemical synthesis; D006241:Haptens / Q000138:chemical synthesis; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D009277:Nandrolone; D013739:Testosterone
D000736:Androstenes; D006241:Haptens; D004970:Estrone; D013739:Testosterone; D004958:Estradiol; D009277:Nandrolone; C011657:adrenosterone