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Title: Synthesis and therapeutic testing of mono- and dialkyl esters of pentetic (diethylenetriaminepentaacetic) acid for decorporation of polymeric plutonium

Abstract

The synthesis, characterization, and therapeutic evaluation of a series of partially esterified derivatives of pentetic (diethylenetriaminepentaacetic) acid are reported. These compounds were prepared in an attempt to promote increased decorporation of insoluble colloidal forms of plutonium, which are not removed by pentetic acid alone. The dimethyl, diethyl, dibutyl, dioctyl, and monoethyl esters were synthesized by reaction of the appropriate alcohol with the dianhydride of pentetic acid. These esters were injected intravenously into mice as their calcium chelates in saline. None of the esters was effective in removing plutonium from the liver. All esters removed approximately 20% of the plutonium in the skeleton. However, when the esters were given together with pentetic acid, only the dioctyl ester showed enhanced removal of plutonium compared to pentetic acid alone. The small increase in effectiveness and the increased acute toxicity make these esters of limited practical interest in plutonium decorporation therapy.

Authors:
; ;
Publication Date:
Research Org.:
Argonne National Lab., IL
OSTI Identifier:
6639146
Alternate Identifier(s):
OSTI ID: 6639146
Resource Type:
Journal Article
Journal Name:
J. Pharm. Sci.; (United States)
Additional Journal Information:
Journal Volume: 68:2
Country of Publication:
United States
Language:
English
Subject:
62 RADIOLOGY AND NUCLEAR MEDICINE; 63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.; DTPA; CHEMICAL PREPARATION; ESTERS; PLUTONIUM; CHELATING AGENTS; COMPARATIVE EVALUATIONS; DECONTAMINATION; EFFICIENCY; LIVER; MICE; RADIOCOLLOIDS; SKELETON; ACTINIDES; AMINO ACIDS; ANIMALS; BODY; CARBOXYLIC ACIDS; CLEANING; COLLOIDS; DIGESTIVE SYSTEM; DISPERSIONS; DRUGS; ELEMENTS; GLANDS; MAMMALS; METALS; ORGANIC ACIDS; ORGANIC COMPOUNDS; ORGANS; RADIOPROTECTIVE SUBSTANCES; RESPONSE MODIFYING FACTORS; RODENTS; SYNTHESIS; TRANSURANIUM ELEMENTS; VERTEBRATES 550600* -- Medicine; 560172 -- Radiation Effects-- Nuclide Kinetics & Toxicology-- Animals-- (-1987)

Citation Formats

Guilmette, R.A., Parks, J.E., and Lindenbaum, A. Synthesis and therapeutic testing of mono- and dialkyl esters of pentetic (diethylenetriaminepentaacetic) acid for decorporation of polymeric plutonium. United States: N. p., 1979. Web. doi:10.1002/jps.2600680219.
Guilmette, R.A., Parks, J.E., & Lindenbaum, A. Synthesis and therapeutic testing of mono- and dialkyl esters of pentetic (diethylenetriaminepentaacetic) acid for decorporation of polymeric plutonium. United States. doi:10.1002/jps.2600680219.
Guilmette, R.A., Parks, J.E., and Lindenbaum, A. Thu . "Synthesis and therapeutic testing of mono- and dialkyl esters of pentetic (diethylenetriaminepentaacetic) acid for decorporation of polymeric plutonium". United States. doi:10.1002/jps.2600680219.
@article{osti_6639146,
title = {Synthesis and therapeutic testing of mono- and dialkyl esters of pentetic (diethylenetriaminepentaacetic) acid for decorporation of polymeric plutonium},
author = {Guilmette, R.A. and Parks, J.E. and Lindenbaum, A.},
abstractNote = {The synthesis, characterization, and therapeutic evaluation of a series of partially esterified derivatives of pentetic (diethylenetriaminepentaacetic) acid are reported. These compounds were prepared in an attempt to promote increased decorporation of insoluble colloidal forms of plutonium, which are not removed by pentetic acid alone. The dimethyl, diethyl, dibutyl, dioctyl, and monoethyl esters were synthesized by reaction of the appropriate alcohol with the dianhydride of pentetic acid. These esters were injected intravenously into mice as their calcium chelates in saline. None of the esters was effective in removing plutonium from the liver. All esters removed approximately 20% of the plutonium in the skeleton. However, when the esters were given together with pentetic acid, only the dioctyl ester showed enhanced removal of plutonium compared to pentetic acid alone. The small increase in effectiveness and the increased acute toxicity make these esters of limited practical interest in plutonium decorporation therapy.},
doi = {10.1002/jps.2600680219},
journal = {J. Pharm. Sci.; (United States)},
number = ,
volume = 68:2,
place = {United States},
year = {1979},
month = {2}
}