TY - JOUR
T1 - Synthesis and radiosynthesis of 17α -[p-(iodophenylethynyl)]estra-3,17β-diols
AU - Wang, Jian
AU - Watanabe, Masataka
AU - Mataka, Shuntaro
AU - Thiemann, Thies
AU - Ribeiro Morais, Goreti
AU - Roleira, Fernanda
AU - Da Silva, Elisiario Tavares
AU - Melo E Silva, Cristina
PY - 2003/8/1
Y1 - 2003/8/1
N2 - Estrones have been subjected to an addition reaction with [(4-ethynylphenyl)azo]pyrrolidine to provide 17 α -{4-[(pyrrolidin-1-yl)-azo]phenylethynyl}estra-3,17 β-diols. A subsequent iodination with iodotrimethylsilane, produced in situ from chlorotrimethylsilane and NaI, leads to 17α -(p-iodophenylethynyl)estra-3,17 β-diols. This reaction can also be carried out with Na125I to give radiolabelled estra-3,17 β-diols, which are potentially useful radiodiagnostic agents for the detection of estrogen positive breast cancer. The stability of the radiolabelled compounds is exemplified in a stability study of 3-O-methyl 17 α-(p-[125I]iodophenylethynyl)estra-1,3,5(10),6-tetraene-17 β-ol in acetonitrile.
AB - Estrones have been subjected to an addition reaction with [(4-ethynylphenyl)azo]pyrrolidine to provide 17 α -{4-[(pyrrolidin-1-yl)-azo]phenylethynyl}estra-3,17 β-diols. A subsequent iodination with iodotrimethylsilane, produced in situ from chlorotrimethylsilane and NaI, leads to 17α -(p-iodophenylethynyl)estra-3,17 β-diols. This reaction can also be carried out with Na125I to give radiolabelled estra-3,17 β-diols, which are potentially useful radiodiagnostic agents for the detection of estrogen positive breast cancer. The stability of the radiolabelled compounds is exemplified in a stability study of 3-O-methyl 17 α-(p-[125I]iodophenylethynyl)estra-1,3,5(10),6-tetraene-17 β-ol in acetonitrile.
KW - Radioiodination
KW - Steroids
KW - Triazenes
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U2 - 10.1515/znb-2003-0813
DO - 10.1515/znb-2003-0813
M3 - Article
AN - SCOPUS:0141729378
SN - 0932-0776
VL - 58
SP - 799
EP - 804
JO - Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences
JF - Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences
IS - 8
ER -