TY - JOUR
T1 - Novel 7α-alkoxy-17α-(4′-halophenylethynyl)estradiols as potential SPECT/PET imaging agents for estrogen receptor expressing tumours
T2 - Synthesis and binding affinity evaluation
AU - Neto, Carina
AU - Oliveira, Maria Cristina
AU - Gano, Lurdes
AU - Marques, Fernanda
AU - Yasuda, Takumi
AU - Thiemann, Thies
AU - Kniess, Torsten
AU - Santos, Isabel
N1 - Funding Information:
The authors gratefully acknowledge to DAAD/FCT ( 0811983/441.00 ) for financial support. C. Neto thanks Fundação para a Ciência e Tecnologia (FCT) for a Ph.D. grant (SFRH/BD/31319/2006). The authors thank Dr. Joaquim Marçalo and Dr Vânia Sousa for performing mass spectra analysis and elemental analysis, respectively. The authors are grateful to Dr João Abrantes for β measurement in the RBA assays. Yosef Al Jasem, UAE University, is thanked for discussions regarding ligand–receptor interactions. 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 - 2012/9
Y1 - 2012/9
N2 - In order to develop potential radiolabelled probes for imaging estrogen receptor (ER) positive tumours, we have synthesized and characterized a series of novel 7α-alkoxy-17α-(4′-iodophenylethynyl)estra-1,3,5(10)- triene-3,17β-diols and 7α-alkoxy-17α-(4′- fluorophenylethynyl)estra-1,3,5(10)-triene-3,17β-diols. The fluoro-substituted compounds showed a higher ER binding affinity than the corresponding iodo-derivatives, where 7α-methoxy- and 17α-(4′- fluorophenylethynyl)estra-1,3,5(10)-triene-3,17β-diol showed the highest ER binding affinities (RBA = 80.9% and 78.9%, respectively), among the halophenylethynyl compounds studied and should be further explored as potential PET biomarkers for imaging of ER expressing tumours.
AB - In order to develop potential radiolabelled probes for imaging estrogen receptor (ER) positive tumours, we have synthesized and characterized a series of novel 7α-alkoxy-17α-(4′-iodophenylethynyl)estra-1,3,5(10)- triene-3,17β-diols and 7α-alkoxy-17α-(4′- fluorophenylethynyl)estra-1,3,5(10)-triene-3,17β-diols. The fluoro-substituted compounds showed a higher ER binding affinity than the corresponding iodo-derivatives, where 7α-methoxy- and 17α-(4′- fluorophenylethynyl)estra-1,3,5(10)-triene-3,17β-diol showed the highest ER binding affinities (RBA = 80.9% and 78.9%, respectively), among the halophenylethynyl compounds studied and should be further explored as potential PET biomarkers for imaging of ER expressing tumours.
KW - Breast cancer
KW - Estradiol
KW - Estrogen receptor (ER)
KW - Imaging
KW - Positron emission tomography (PET)
KW - Single photon emission computerized tomography (SPECT)
UR - https://www.scopus.com/pages/publications/84865491838
UR - https://www.scopus.com/pages/publications/84865491838#tab=citedBy
U2 - 10.1016/j.steroids.2012.05.004
DO - 10.1016/j.steroids.2012.05.004
M3 - Article
C2 - 22633985
AN - SCOPUS:84865491838
SN - 0039-128X
VL - 77
SP - 1123
EP - 1132
JO - Steroids
JF - Steroids
IS - 11
ER -