Preparation of 3-deoxy-3-deuteroestrone and 3-deoxy-4-14C-estrone.
3-Deoxy-3-deuteroestrone (1,3,5(10)-estratrien-17-one-3-d) and 3-deoxy-4-14C-estrone (1 ,3 ,5(10)-estratrien-17-one-14C) have been prepared. The mechanism of reductive dehalogenation of aryl iodides with lithium aluminum deuteride is discussed. The 13C-NMR spectrum of 3-deoxy-3-deuteroestrone is discussed.
4-Hydroxyestrone: A new metabolite of estradiol-17β from humans
Abstract 4-Hydroxyestrone has been identified, by reverse isotope dilution, as a urinary metabolite after injection of a mixture of 4- 3 H- and 4- 14 C-estradiol-17β into a 23 year old woman and a 39 year old man. This new metabolite accounted for 1.1% of the - 14 C dose administered to the woman and 0.51% of the - 14 C dose administered to the man. 7.3% Of the 3 H dose was liberated into the body water pool of the woman and 6.1% into that of the man. The yields of radioactive estrone, estradiol-17β, estriol, 2-hydroxyestrone, 2-methoxyestrone and 2-hydroxyestrone 3-methyl ether were also measured in both the Ketodase and Glusulase hydrolyzed urinary fractions from both subjects.
Zur Chemie der p‐Chinole, III. o‐Chinon‐diacetate und weitere Aminoanaloge der natürlichen Östrogene
Neben den Steroid-p-chinol-acetaten werden bei Oxydation von Ostron und Ostradiol-(17β)-monoacetat mit Bleitetraacetat in Eisessig die entsprechenden o-Chinon-diacetate erhalten. Die Darstellung von 3.17β-Diamino-Δ1.3.5(10)-ostratrien und von 3-Amino-Δ1.3.5(10)-ostratrienon-(17), ausgehend von 17-Oxo-ostra-p-chinol-(10ξ), sowie von 3-Hydroxy-17β-amino-Δ1.3.5(10)-ostratrien aus Ostron-2.4-dinitrophenyl-hydrazon wird beschrieben. Die 17-Aminogruppe ist β-orientiert. Damit sind samtliche Aminoanalogen der naturlichen Ostrogene bekannt.