(Fluorine-18 labeled androgens and progestins: Imaging agents for tumors of the prostate and breast)

Technical Report · Thu Sep 20 04:00:00 EDT 1990

OSTI ID:6253152

Katzenellenbogen, J A

The objective of this project is to develop fluorine-18 labeled steroids which possess high binding affinity and selectivity for androgen and progesterone receptors and can be used as positron-emission tomographic imaging agents for prostate tumors and breast tumors, respectively. These novel diagnostic agents may enable an accurate estimation of tumor dissemination (metastasis of prostate cancer and lymph node involvement of breast cancer) and an in vivo determination of the endocrine responsiveness of these tumors. Thus, they will provide essential information for the selection of alternative therapies (the extent of surgical ablation, radiation and chemotherapy vs hormonal therapy, etc.), thereby improving the management of prostate and breast cancer patients. Specific aims of the program include: synthesize fluorine-substituted progestins from the following high affinity classes: R5020 (promegestone), norgestrel, RU486, and retroprogestins; synthesize fluorine-substituted androgens from the following high affinity classes: mibolerone, R1881 (metribolone) and 2-oxametribolone; evaluate the receptor binding and non-specific binding of these fluorosteroids by in vitro binding assays; develop and optimize fluoride ion substitution reactions suitable for the rapid, efficient, and convenient preparation of these fluorosteroids in high specific activity, F-18 labeled form; and evaluate the target tissue uptake of the F-18 labeled androgens and progestins in experimental animals. We have synthesized several new fluorine-substituted androgens (1--6) over the past year. Their structures and binding affinity for the androgen receptor (RBA) are listed in this paper. 6 refs.

• Research Organization: Illinois Univ., Chicago, IL (USA). Dept. of Chemistry
• Sponsoring Organization: DOE/ER
• DOE Contract Number: FG02-86ER60401
• OSTI ID: 6253152
• Report Number(s): DOE/ER/60401-T1; ON: DE91007441
• Country of Publication: United States
• Language: English

Related Subjects

38 RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY
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59 BASIC BIOLOGICAL SCIENCES
62 RADIOLOGY AND NUCLEAR MEDICINE
ANDROGENS
ANDROSTANES
BETA DECAY RADIOISOTOPES
BETA-PLUS DECAY RADIOISOTOPES
CHEMICAL PREPARATION
COMPUTERIZED TOMOGRAPHY
DIAGNOSTIC TECHNIQUES
DIAGNOSTIC USES
DISEASES
DOCUMENT TYPES
EMISSION COMPUTED TOMOGRAPHY
FLUORINE 18
FLUORINE ISOTOPES
HORMONES
HOURS LIVING RADIOISOTOPES
ISOMERIC TRANSITION ISOTOPES
ISOTOPES
KETONES
LABELLED COMPOUNDS
LABELLING
LIGHT NUCLEI
MEDICINE
MEMBRANE PROTEINS
METASTASES
NEOPLASMS
NUCLEAR MEDICINE
NUCLEI
ODD-ODD NUCLEI
ORGANIC COMPOUNDS
POSITRON COMPUTED TOMOGRAPHY
PREGNANES
PROGESTERONE
PROGRESS REPORT
PROTEINS
RADIOISOTOPES
RECEPTORS
STEROID HORMONES
STEROIDS
SYNTHESIS
TOMOGRAPHY
USES