TY - JOUR
T1 - Pyrazolo[1,5-a]pyrimidines as estrogen receptor ligands
T2 - Defining the orientation of a novel heterocyclic core
AU - Compton, Dennis R.
AU - Carlson, Kathryn E.
AU - Katzenellenbogen, John A.
N1 - Funding Information:
We are grateful for support of this research through a grant from the National Institutes of Health [PHS 5R37 DK15556].
PY - 2004/11/15
Y1 - 2004/11/15
N2 - We investigated the pyrazolo[1,5-a]pyrimidine system as a novel heterocyclic scaffold for the development of estrogen receptor (ER) ligands. By altering the pattern of hydroxyl substitution, we established the orientation that is most favorable for ER binding, thus enabling further development of this ER ligand core. We have examined the pyrazolo[1,5-a]pyrimidine scaffold as a novel core structure for estrogen receptor ligands. Attachment of various substituents has helped to define the orientation of this heterocycle in the ligand-binding pocket as one in which a pendant phenol rather than the hydroxylpyrimidine serves as a mimic of the A-ring of estradiol.
AB - We investigated the pyrazolo[1,5-a]pyrimidine system as a novel heterocyclic scaffold for the development of estrogen receptor (ER) ligands. By altering the pattern of hydroxyl substitution, we established the orientation that is most favorable for ER binding, thus enabling further development of this ER ligand core. We have examined the pyrazolo[1,5-a]pyrimidine scaffold as a novel core structure for estrogen receptor ligands. Attachment of various substituents has helped to define the orientation of this heterocycle in the ligand-binding pocket as one in which a pendant phenol rather than the hydroxylpyrimidine serves as a mimic of the A-ring of estradiol.
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U2 - 10.1016/j.bmcl.2004.08.046
DO - 10.1016/j.bmcl.2004.08.046
M3 - Article
C2 - 15482947
AN - SCOPUS:5144229025
SN - 0960-894X
VL - 14
SP - 5681
EP - 5684
JO - Bioorganic and Medicinal Chemistry Letters
JF - Bioorganic and Medicinal Chemistry Letters
IS - 22
ER -