Salicylaldoxime moiety as a phenolic "A-Ring" substitute in estrogen receptor ligands.

Abstract:

:The phenolic "A-ring" of natural and synthetic estrogen receptor (ER) ligands was effectively replaced by a planar six-member ring formed through an intramolecular hydrogen bond within a salicylaldoxime. Thus, oxime 1, a structural analogue of a triarylethylene estrogen, showed a significant binding affinity for the ER. The OH of the oxime function appears to mimic the phenolic OH present in more "classical" ER ligands because the binding reduced when the oxime OH is methylated (2) or absent (3).

journal_name

J Med Chem

authors

Minutolo F,Bertini S,Papi C,Carlson KE,Katzenellenbogen JA,Macchia M

doi

10.1021/jm010948j

keywords:

subject

Has Abstract

pub_date

2001-11-22 00:00:00

pages

4288-91

issue

24

eissn

0022-2623

issn

1520-4804

pii

jm010948j

journal_volume

44

pub_type

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