I.~fluorine-18 Labeled Corticosteroids and Progestins for Receptor-Based Imaging of the Brain and of Breast Tumors. II.~Synthesis and NMR Spectrum of (carbon-13(18))-Meso-Hexestrol

The presence of steroid receptors in certain target tissues and tumors provides an avenue for monitoring pathological changes through the use of positron emission tomography and an appropriate fluorine-18 labeled ligand. We have prepared fluorinated analogs of six natural and synthetic corticosteroids as potential diagnostic imaging agents for Alzheimer's dementia. Four of these ligands have been prepared in fluorine-18 labeled form (three in high specific activity, 369-1618 Ci/mmol), by fluoride ion (n-Bu$\sb4$N$\sp $F) displacement of mesylate or triflate precursors. Tissue distribution studies in adrenalectomized, mature male rats showed no brain uptake for three compounds, while the fourth was taken up by the brain but did not selectively localize in target tissues (hippocampus, cortex). Two compounds showed partially competable uptake in the pituitary, suggesting that failure to cross the blood-brain barrier may limit distribution.

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

• Kochanny, Monica Jean

Contributors dc:contributor

• Katzenellenbogen, John A.

• Chemistry, Organic

Identifier

(UMI)AAI9314896

OAI identifier oai:identifier

oai:www.ideals.illinois.edu:2142/72279