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Synthesis of tritium-labeled puerarin—a potential antidipsotropic agent

✍ Scribed by D. Y. W. Lee; X. S. Ji; X. Zhang

Publisher: John Wiley and Sons
Year: 2007
Tongue: French
Weight: 99 KB
Volume: 50
Category: Article
ISSN: 0022-2135
DOI: 10.1002/jlcr.1398

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✦ Synopsis

Abstract

Puerarin 1 (8‐β‐D‐Glucopyranosyl‐4′‐7‐dihydroxyisoflavone, NPI‐031G) is the major isoflavone C‐glycoside isolated from Pueraria lobata, a traditional Chinese medicine widely used for the treatment of alcohol intoxication. In order to understand the mode of action of puerarin in the reward pathway of the central nervous system and to study its bioavailability and pharmacokinetics, we developed a synthetic route for the preparation of tritium‐labeled puerarin. The key intermediate 4 was obtained by trimethylsilyl protection of all hydroxyl groups followed by selective deprotection. The corresponding aldehyde 5 was obtained through the subsequent oxidation of the primary alcohol. Standard NaB[^3^H]~4~ reduction and hydrolysis produced the tritium‐labeled puerarin 6. Copyright © 2007 John Wiley & Sons, Ltd.

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