I. Synthesis of Myocardial Imaging Agents for Diagnosis of MCAD Deficiency. II. Synthesis of [fluorine-18] Fluoroaryl Estrogens as Receptor Based Tumor Imaging Agents for Breast Cancer

Hostetler, Eric Dale

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Description

Title

I. Synthesis of Myocardial Imaging Agents for Diagnosis of MCAD Deficiency. II. Synthesis of [fluorine-18] Fluoroaryl Estrogens as Receptor Based Tumor Imaging Agents for Breast Cancer

Author(s)

Hostetler, Eric Dale

Issue Date

1998

Doctoral Committee Chair(s)

Katzenellenbogen, John A.

Department of Study

Chemistry

Discipline

Chemistry

Degree Granting Institution

University of Illinois at Urbana-Champaign

Degree Name

Ph.D.

Degree Level

Dissertation

Keyword(s)

Health Sciences, Radiology

Language

eng

Abstract

The synthesis of a (fluorine-18) fluoroaryl estrogen in no-carrier-added form requires the use of ($\sp{18}$F) F$\sp-$. A great amount of effort has been made toward incorporation of ($\sp{18}$F) F$\sp-$onto an electron-rich aromatic ring, but none have found general application. Several strategies were explored for the synthesis of a (fluorine-18) fluoroaryl estrogen. The synthesis of 2- ($\sp{18}$F) fluoroestradiol (12) required the use of a trimethylammonium salt as a leaving group and a ketone as an activating group. Incorporation yields of fluorine-18 were low, between 10 and 20%, but reproducible. This allowed the testing of 2-($\sp{18}$F) fluoroestradiol in immature female rats. The only information that could be reliably taken from this study was that uptake of 12 was receptor mediated. In order to more accurately assess the ability of 12 to localize selectively in target tissue and resist metabolism, it must be administered to animals possessing SHBG.

Graduation Semester

1998

Type of Resource

text

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