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Synthesis of 13C- and 14C-labeled ellagic acid

✍ Scribed by Nrusingha C. Mishra; Barry Gold

Publisher
John Wiley and Sons
Year
1990
Tongue
French
Weight
572 KB
Volume
28
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

The syntheses of [^13^C]‐ and [^14^C]ellagic acid (EA) were accomplished by reacting [^13^C]‐ or [^14^C]CO~2~ with metalated 3,4,5‐trimethoxybenzene to afford trimethylgallic acid which was O‐demethylated with hydroiodic acid. Oxidation of the resulting labeled gallic acid with potassium persulfate produced EA. The yields of trimethylgallic acid and EA based on [^14^C]BaCO~3~ are 48 and 1%, respectively. Final purification of EA involved the use of preparative reversed‐phase HPLC and removal of the eluent buffer salts on a C~18~ Sep‐Pak column. The isotopic purity of [^13^C]EA was determined by ^13^C NMR. The [^14^C]EA had 99% radiochemical purity as determined by analytical HPLC and a specific activity of ca. 110 mCi/mmol.

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