Side Chain Functionalized Hexestrols and Norhexestrols as Probes for the Estrogen Receptor

Derivatives of non-steroidal estrogens, such as meso-hexestrol, can interact with the estrogen receptor in four possible binding modes--two per enantiomer. Several side chain functionalized hexestrol and norhexestrol derivatives have been synthesized and resolved into pure enantiomers. Binding studies with lamb uterine estrogen receptor indicate that there is no appreciable difference in binding between enantiomers in the hexestrol series while enantiomers in the norhexestrol series do show significant differences in binding. It is concluded that the norhexestrols prefer one of the four possible binding modes while the hexestrols can adopt two of the four modes equally.

Name thesis:degree_name

Ph.D.

Level thesis:degree_level

Dissertation

Discipline thesis:degree_discipline

Chemistry

Grantor

University of Illinois at Urbana-Champaign

Year dc:date

2014

Author dc:creator

• Landvatter, Scott White

• Chemistry, Organic

Identifier

(UMI)AAI8218504

OAI identifier oai:identifier

oai:www.ideals.illinois.edu:2142/70189