Synthesis of a F-18 labeled analog of antitumor prostaglandin Δ7-pGA1 methyl ester using p-[18F]Fluorobenzylamine
Creators
- 1. Division of Advanced Technology for Medical Imaging, National Institute of Radiological Sciences, Anagawa, Inage-ku, Chiba (Japan)
- 2. Department of Biomolecular Science, Gifu University, Gifu (Japan)
- 3. Subfemtomole Biorecognition Project, Japan Science and Technology Corporation, Osaka (Japan)
Description
A fluorine-18 labeled analog of an antitumor prostaglandin Δ7-PGA1 methyl ester, 15-deoxy-13,14-dihydro-Δ7-PGA1 4-[18F]fluorobenzyl amide ([18F]3), was synthesized as a tracer candidate for detecting tumors with positron emission tomography. p-[18F]Fluorobenzylamine (p-[18F]FBnA) used as a labeled precursor for the synthesis of [18F]3 was prepared by fluorination of a 4-N, N, N-trimethylammoniumbenzonitrile triflate with [18F]fluoride and subsequent reduction with borane-dimethylsulfide. Radiochemical yield and purity of p-[18F]FBnA obtained were 39-49% (decay uncorrected) and 91-96%, respectively, after C18 Sep-Pak purification. Treatment of p-[18F]FBnA with a 15-deoxy-13,14-dihydro-Δ7-PGA1 N-succinimidyl ester in acetonitrile and subsequent HPLC purification gave radiochemically pure (>99%) [18F]3 with a 58% decay uncorrected yield. The total synthesis time was 70 min from the start of the radiosynthesis of p-[18F]FBnA
Additional details
Identifiers
- PII
- S0969804398000517;
Publishing Information
- Journal Title
- Applied Radiation and Isotopes
- Journal Volume
- 49
- Journal Issue
- 12
- Journal Page Range
- p. 1551-1556
- ISSN
- 0969-8043
- CODEN
- ARISEF
INIS
- Country of Publication
- United Kingdom
- Country of Input or Organization
- International Atomic Energy Agency (IAEA)
- INIS RN
- 34013482
- Subject category
- S38: RADIATION CHEMISTRY, RADIOCHEMISTRY AND NUCLEAR CHEMISTRY;
- Descriptors DEI
- AMINES; CHEMICAL PREPARATION; CHEMICAL REACTION YIELD; FLUORINE 18; IMAGE PROCESSING; LABELLING; POSITRON COMPUTED TOMOGRAPHY; PROSTAGLANDINS
- Descriptors DEC
- BETA DECAY RADIOISOTOPES; BETA-PLUS DECAY RADIOISOTOPES; COMPUTERIZED TOMOGRAPHY; DIAGNOSTIC TECHNIQUES; EMISSION COMPUTED TOMOGRAPHY; FLUORINE ISOTOPES; HOURS LIVING RADIOISOTOPES; ISOMERIC TRANSITION ISOTOPES; ISOTOPES; LIGHT NUCLEI; NANOSEC LIVING RADIOISOTOPES; NUCLEI; ODD-ODD NUCLEI; ORGANIC COMPOUNDS; PROCESSING; RADIOISOTOPES; SYNTHESIS; TOMOGRAPHY; YIELDS
Optional Information
- Copyright
- Copyright (c) 1998 Elsevier Science B.V., Amsterdam, The Netherlands, All rights reserved.