Structure-guided synthesis of tamoxifen analogs with improved selectivity for the orphan ERRgamma.
Publication
, Journal Article
Chao, EYH; Collins, JL; Gaillard, S; Miller, AB; Wang, L; Orband-Miller, LA; Nolte, RT; McDonnell, DP; Willson, TM; Zuercher, WJ
Published in: Bioorg Med Chem Lett
February 15, 2006
The design and synthesis of 4-hydroxytamoxifen (4-OHT) derivatives are described. The binding affinities of these compounds toward the orphan estrogen-related receptor gamma and the classical estrogen receptor alpha demonstrate that analogs bearing hydroxyalkyl groups display improved binding selectivity profiles compared with that of 4-OHT. An X-ray crystal structure of one of the designed compounds bound to ERRgamma LBD confirms the molecular basis of the selectivity.
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Published In
Bioorg Med Chem Lett
DOI
ISSN
0960-894X
Publication Date
February 15, 2006
Volume
16
Issue
4
Start / End Page
821 / 824
Location
England
Related Subject Headings
- Tamoxifen
- Structure-Activity Relationship
- Receptors, Estrogen
- Receptors, Cytoplasmic and Nuclear
- Molecular Structure
- Models, Molecular
- Medicinal & Biomolecular Chemistry
- Ligands
- Humans
- Estrogen Receptor alpha
Citation
APA
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ICMJE
MLA
NLM
Chao, E. Y. H., Collins, J. L., Gaillard, S., Miller, A. B., Wang, L., Orband-Miller, L. A., … Zuercher, W. J. (2006). Structure-guided synthesis of tamoxifen analogs with improved selectivity for the orphan ERRgamma. Bioorg Med Chem Lett, 16(4), 821–824. https://doi.org/10.1016/j.bmcl.2005.11.030
Chao, Esther Y. H., Jon L. Collins, Stéphanie Gaillard, Aaron B. Miller, Liping Wang, Lisa A. Orband-Miller, Robert T. Nolte, Donald P. McDonnell, Timothy M. Willson, and William J. Zuercher. “Structure-guided synthesis of tamoxifen analogs with improved selectivity for the orphan ERRgamma.” Bioorg Med Chem Lett 16, no. 4 (February 15, 2006): 821–24. https://doi.org/10.1016/j.bmcl.2005.11.030.
Chao EYH, Collins JL, Gaillard S, Miller AB, Wang L, Orband-Miller LA, et al. Structure-guided synthesis of tamoxifen analogs with improved selectivity for the orphan ERRgamma. Bioorg Med Chem Lett. 2006 Feb 15;16(4):821–4.
Chao, Esther Y. H., et al. “Structure-guided synthesis of tamoxifen analogs with improved selectivity for the orphan ERRgamma.” Bioorg Med Chem Lett, vol. 16, no. 4, Feb. 2006, pp. 821–24. Pubmed, doi:10.1016/j.bmcl.2005.11.030.
Chao EYH, Collins JL, Gaillard S, Miller AB, Wang L, Orband-Miller LA, Nolte RT, McDonnell DP, Willson TM, Zuercher WJ. Structure-guided synthesis of tamoxifen analogs with improved selectivity for the orphan ERRgamma. Bioorg Med Chem Lett. 2006 Feb 15;16(4):821–824.
Published In
Bioorg Med Chem Lett
DOI
ISSN
0960-894X
Publication Date
February 15, 2006
Volume
16
Issue
4
Start / End Page
821 / 824
Location
England
Related Subject Headings
- Tamoxifen
- Structure-Activity Relationship
- Receptors, Estrogen
- Receptors, Cytoplasmic and Nuclear
- Molecular Structure
- Models, Molecular
- Medicinal & Biomolecular Chemistry
- Ligands
- Humans
- Estrogen Receptor alpha