Opening book details…
Can I read N-Alkoxypyrazoles as biomimetics for the alkoxyphenyl group in tamoxifen on EtoBox?
N-Alkoxypyrazoles as biomimetics for the alkoxyphenyl group in tamoxifen by Martin Wenckens; Palle Jakobsen; Per Vedsø; Per Olaf Huusfeldt; Birgitte Gissel; Marianne Barfoed; Bettina Lundin Brockdorff; Anne E Lykkesfeldt; Mikael Begtrup is a Biochemistry, Genetics and Molecular Biology article available to read on EtoBox.
What is N-Alkoxypyrazoles as biomimetics for the alkoxyphenyl group in tamoxifen about?
The preparation of a series of novel analogues of the selective antiestrogen tamoxifen is reported. 1Z-alkoxyphenyl group in tamoxifen has been replaced by a N-alkoxypyrazole, while functionalised phenyl groups or heteroaromatics were introduced at the 2Z-position using sequential Suzuki cross coupling of 1,2-(bis)borylpinacol 1-phenylbutene with 4- or 5-iodo-1-N,N-dimethylaminoethyl or propyl-pyrazoles. Approximately 50 tamoxifen analogues were obtained and tested in an estrogen receptor (ERalpha) affinity assay. Several compounds exhibited binding affinities 2-5-fold lower than tamoxifen. Dose-response experiments with six selected compounds were carried out using two different human breast cancer cell lines, MCF-7 and the tamoxifen resistant cell line MCF-/TAM(R)-1. Both cell lines exhibited growth inhibition upon treatment with the tamoxifen analogues. Co-treatment of the cells, with estradiol and the individual compounds, were also performed. The results indicated that the observed growth inhibitory effect was mediated by the ERalpha. Analogues of the potent antiestrogen 4-hydroxytamoxifen (4-OHT) were synthesised where the 1E-4-hydroxyphenyl was replaced by a 1-hydroxypyrazol
Who reads N-Alkoxypyrazoles as biomimetics for the alkoxyphenyl group in tamoxifen?
It is typically read by researchers, students, and practitioners in Biochemistry, Genetics and Molecular Biology.
- Author
- Martin Wenckens; Palle Jakobsen; Per Vedsø; Per Olaf Huusfeldt; Birgitte Gissel; Marianne Barfoed; Bettina Lundin Brockdorff; Anne E Lykkesfeldt; Mikael Begtrup
- Publisher
- Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0968-0896)
- Published
- 2003
- Language
- EN
- Field
- Biochemistry, Genetics and Molecular Biology (Life Sciences)