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Synthesis of iodine‐125 labeled phorbol ester‐a useful gamma‐emitting analog of 12‐o‐tetradecanoylphorbol‐13‐acetate
Author(s) -
Mishra Nrusingha C.,
Estensen Richard D.,
AbdelMonem Mahmoud M.
Publication year - 1987
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.2580240907
Subject(s) - chemistry , fast atom bombardment , 12 o tetradecanoylphorbol 13 acetate , mass spectrometry , iodine , sodium iodide , phorbol , acetone , iodide , chemical ionization , sodium acetate , methyl iodide , radiochemistry , phorbol ester , tetradecanoylphorbol acetate , chromatography , ionization , organic chemistry , ion , protein kinase c , enzyme
Iodine‐125 labeled analog of 12‐O‐tetradecanoylphorbol‐13‐acetate (TPA) was obtained by heating the iodine substituted analog of TPA in acetone with sodium [ 125 I] iodide. The iodine substituted analog of TPA, 12‐O‐(12′‐iodododecanoyl)phorbol‐13‐acetate (IPA), was synthesized from phorbol by a three step reaction sequence. The structure of IPA was confirmed by high resolution proton magnetic resonance, fast atom bombardment mass spectrometry (FAB) and chemical ionization mass spectrometry (CIMS). The [ 125 I]‐IPA was purified by normal phase flash column chromatography. The product had 99% radiochemical purity and specific activity of Ca. 2.7Ci/mmol.