TY - JOUR
T1 - Radioiodinated ligands for the estrogen receptor
T2 - Effect of different 7-cyanoalkyl chains on the binding affinity of novel iodovinyl-6-dehydroestradiols
AU - Neto, Carina
AU - Oliveira, Maria Cristina
AU - Gano, Lurdes
AU - Marques, Fernanda
AU - Santos, Isabel
AU - Morais, Goreti Ribeiro
AU - Yasuda, Takumi
AU - Thiemann, Thies
AU - Botelho, Filomena
AU - Oliveira, Carlos F.
N1 - Funding Information:
We gratefully acknowledge Dr Joaquim Marçalo for performing mass spectra and also Dr Nuno Pinhão and Dr João Abrantes for β measurement in the RBA assays. We are grateful for the financial support from CIMAGO (09/05) and FLAD. C. Neto thanks CIMAGO for a research grant and Fundação para a Ciência e Tecnologia (FCT) for a Ph.D. grant (SFRH/BD/31319/2006). The QITMS instrument was acquired with the support of the Programa Nacional de Reequipamento Científico (Contract REDE/1503/REM/2005-ITN) of FCT and is part of Rede Nacional de Espectrometria de Massa (RNEM).
PY - 2009/2
Y1 - 2009/2
N2 - Three novel 17α-ethynyl-Δ6,7-estra-3,17β-diols and their 17α-[125I]-iodovinyl derivatives, containing different C7-cyanoalkyl chains, were studied as potential radioligands for the estrogen receptor. The influence of the chain length on the biological behaviour of the compounds was assessed through in vitro ER binding assays of the ethynyl derivatives and breast cancer cell uptake studies of the 17α-[125I]-iodovinyl-Δ6,7-estra-3,17β-diols. A difference in alkyl chain induced a decrease in ER binding affinities of substances, however, the receptor-binding affinities (RBA) of all compounds were lower than that of estradiol itself. In addition, a non-specific cell binding was observed which is in accordance with the encountered ethynyl RBA values suggesting that the uptake is not ER mediated.
AB - Three novel 17α-ethynyl-Δ6,7-estra-3,17β-diols and their 17α-[125I]-iodovinyl derivatives, containing different C7-cyanoalkyl chains, were studied as potential radioligands for the estrogen receptor. The influence of the chain length on the biological behaviour of the compounds was assessed through in vitro ER binding assays of the ethynyl derivatives and breast cancer cell uptake studies of the 17α-[125I]-iodovinyl-Δ6,7-estra-3,17β-diols. A difference in alkyl chain induced a decrease in ER binding affinities of substances, however, the receptor-binding affinities (RBA) of all compounds were lower than that of estradiol itself. In addition, a non-specific cell binding was observed which is in accordance with the encountered ethynyl RBA values suggesting that the uptake is not ER mediated.
KW - Breast cancer
KW - Cellular uptake
KW - Estrogen receptor
KW - Radioiodination
KW - Receptor-binding
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U2 - 10.1016/j.apradiso.2008.10.005
DO - 10.1016/j.apradiso.2008.10.005
M3 - Article
C2 - 19049850
AN - SCOPUS:58049153116
SN - 0969-8043
VL - 67
SP - 301
EP - 307
JO - Applied Radiation and Isotopes
JF - Applied Radiation and Isotopes
IS - 2
ER -