Synthesis of an acromelic acid A analog-based 11C-labeled PET tracer for exploration of the site of action of acromelic acid A in allodynia induction

Masakatsu Kanazawa; Kyoji Furuta; Hisashi Doi; Tomoko Mori; Toshiaki Minami; Seiji Ito; Masaaki Suzuki

doi:10.1016/j.bmcl.2011.02.018

Synthesis of an acromelic acid A analog-based 11C-labeled PET tracer for exploration of the site of action of acromelic acid A in allodynia induction

Bioorg Med Chem Lett. 2011 Apr 1;21(7):2017-20. doi: 10.1016/j.bmcl.2011.02.018. Epub 2011 Feb 25.

Authors

Masakatsu Kanazawa¹, Kyoji Furuta, Hisashi Doi, Tomoko Mori, Toshiaki Minami, Seiji Ito, Masaaki Suzuki

Affiliation

¹ Field of Biological Molecular Sciences, United Graduate School of Drug Discovery and Medical Information Sciences, Gifu University, 1-1 Yanagido, Gifu 501-1193, Japan.

PMID: 21354794
DOI: 10.1016/j.bmcl.2011.02.018

Abstract

A novel (11)C-labeled PET (positron emission tomography) tracer, which was designed based on the (phenylthio)pyrrolidine derivative that can competitively block the acromelic acid A-induced allodynia, was synthesized. A protocol in which methylation by palladium-mediated coupling of the boronate derivative with [(11)C]CH(3)I and deprotection of the protected amino acid moiety are successively performed in one-pot within 5 min was established for the synthesis of the tracer. The tracer is potentially useful as a tool to investigate the mode of action of acromelic acid A in the induction of allodynia.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Hyperalgesia / chemically induced*
Kainic Acid / analogs & derivatives*
Kainic Acid / chemical synthesis
Kainic Acid / chemistry
Kainic Acid / pharmacology
Methylation
Mice
Positron-Emission Tomography*

Substances

acromelic acid A
Kainic Acid