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Tritium labeled diflorasone diacetate
Author(s) -
Hsi Richard S. P.,
Ayer Donald E.
Publication year - 1978
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580140114
Subject(s) - chemistry , tritium , dehydrogenation , silica gel , tritium illumination , chloride , ferric , thin layer , radiochemistry , thin layer chromatography , ring (chemistry) , medicinal chemistry , nuclear chemistry , chromatography , catalysis , organic chemistry , layer (electronics) , physics , nuclear physics
Diflorasone diacetate Generic name for FLORONE® (The Upjohn Co.), 6α, 9α‐difluoro‐11β, 17α, 21‐trihydroxy‐16β‐methylpregna‐1,4‐diene‐3,20‐dione 17,21‐diacetate. (III) is catalytically reduced with tritium gas to give the A‐ring saturated 1,2,4,5‐tetratritiated compound. The double bonds in the 1,2‐ and 4,5‐positions are restored by dehydrogen‐ation with 2,3‐dichloro‐5,6‐dicyano‐1,4‐benzoquinone (DDQ). The tritium labeled diflorasone diacetate thus prepared has a specific activity of 7.69 Ci/mM after chromatographic purification. The low tritium retention indicates that the introduction of tritium during reduction and its removal during dehydrogenation occurred predominantly from the same side of the steroid molecule. The Δ 1,4 product and the Δ 1 and Δ 4 by‐products are readily separated by thin‐layer chroma‐tography (tlc) on silica gel plates impregnated with ferric chloride.