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

Abstract

The syntheses of ({sup 13}C)- and ({sup 14}C)ellagic acid (EA) were accomplished by reacting ({sup 13}C)- or ({sup 14}C)CO{sub 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 ({sup 14}C)BaCo{sub 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{sub 18} Sep-Pak column. The isotopic purity of ({sup 13}C)EA was determined by {sup 13}C NMR. The ({sup 14}C)EA had 99% radiochemical purity as determined by analytical HPLC and a specific activity of ca. 110 mCi/mmol. (author).
Authors:
Mishra, N C; Gold, B [1] 
  1. Nebraska Univ., Omaha, NE (USA). Medical Center
Publication Date:
Aug 01, 1990
Product Type:
Journal Article
Reference Number:
AIX-22-018563; EDB-91-028577
Resource Relation:
Journal Name: Journal of Labelled Compounds and Radiopharmaceuticals; (UK); Journal Volume: 28:8
Subject:
38 RADIATION CHEMISTRY, RADIOCHEMISTRY, AND NUCLEAR CHEMISTRY; CARBON 13; RADIOPHARMACEUTICALS; CARBON 14; GALLIC ACID; LABELLING; CHEMICAL PREPARATION; ANTINEOPLASTIC DRUGS; CARBON DIOXIDE; CHEMICAL REACTION YIELD; LIQUID COLUMN CHROMATOGRAPHY; BETA DECAY RADIOISOTOPES; BETA-MINUS DECAY RADIOISOTOPES; CARBON COMPOUNDS; CARBON ISOTOPES; CARBON OXIDES; CARBOXYLIC ACIDS; CHALCOGENIDES; CHROMATOGRAPHY; DRUGS; EVEN-EVEN NUCLEI; EVEN-ODD NUCLEI; HYDROXY ACIDS; ISOTOPES; LABELLED COMPOUNDS; LIGHT NUCLEI; NUCLEI; ORGANIC ACIDS; ORGANIC COMPOUNDS; OXIDES; OXYGEN COMPOUNDS; RADIOISOTOPES; SEPARATION PROCESSES; STABLE ISOTOPES; SYNTHESIS; YEARS LIVING RADIOISOTOPES; YIELDS; 400703* - Radiochemistry & Nuclear Chemistry- Radioisotope Production
OSTI ID:
6258045
Country of Origin:
United Kingdom
Language:
English
Other Identifying Numbers:
Journal ID: ISSN 0362-4803; CODEN: JLCRD
Submitting Site:
GBN
Size:
Pages: 927-941
Announcement Date:
Mar 01, 1991

Citation Formats

Mishra, N C, and Gold, B. Synthesis of sup 13 C- and sup 14 C-labeled ellagic acid. United Kingdom: N. p., 1990. Web. doi:10.1002/jlcr.2580280807.
Mishra, N C, & Gold, B. Synthesis of sup 13 C- and sup 14 C-labeled ellagic acid. United Kingdom. https://doi.org/10.1002/jlcr.2580280807
Mishra, N C, and Gold, B. 1990. "Synthesis of sup 13 C- and sup 14 C-labeled ellagic acid." United Kingdom. https://doi.org/10.1002/jlcr.2580280807.
@misc{etde_6258045,
title = {Synthesis of sup 13 C- and sup 14 C-labeled ellagic acid}
author = {Mishra, N C, and Gold, B}
abstractNote = {The syntheses of ({sup 13}C)- and ({sup 14}C)ellagic acid (EA) were accomplished by reacting ({sup 13}C)- or ({sup 14}C)CO{sub 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 ({sup 14}C)BaCo{sub 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{sub 18} Sep-Pak column. The isotopic purity of ({sup 13}C)EA was determined by {sup 13}C NMR. The ({sup 14}C)EA had 99% radiochemical purity as determined by analytical HPLC and a specific activity of ca. 110 mCi/mmol. (author).}
doi = {10.1002/jlcr.2580280807}
journal = []
volume = {28:8}
journal type = {AC}
place = {United Kingdom}
year = {1990}
month = {Aug}
}