Metabolism of aspirin and procaine in mice pretreated with O-4-nitrophenyl methyl(phenyl)phosphinate or O-4-nitrophenyl diphenylphosphinate

Joly, J M; Brown, T M

doi:10.1016/0041-008X(86)90257-7

Title: Metabolism of aspirin and procaine in mice pretreated with O-4-nitrophenyl methyl(phenyl)phosphinate or O-4-nitrophenyl diphenylphosphinate

Full Record
Other Related Research

Abstract

Concentrations of (carboxyl-/sup 14/C)procaine in blood of mice were increased threefold for 27 min by exposure to O-4-nitrophenyl diphenylphosphinate 2 hr prior to (carboxyl-/sup 14/C)procaine injection ip, while there was no effect of O-4-nitrophenyl methyl(phenyl)phosphinate pretreatment. There was no effect of either organophosphinate on the primary hydrolysis of (acetyl-l-/sup 14/C)aspirin when assessed by the expiration of (/sup 14/C)carbon dioxide; however, O-4-nitrophenyl diphenylphosphinate pretreatment produced transient increases in blood concentrations of both (carboxyl-/sup 14/C)aspirin and (carboxyl-/sup 14/C)salicylic acid following administration of (carboxyl-/sup 14/C)aspirin. Liver carboxylesterase activity in O-4-nitrophenyl diphenylphosphinate pretreated mice was 11% of control activity. These results indicate the potential for drug interaction with O-4-nitrophenyl diphenylphosphinate but not with O-4-nitrophenyl methyl(phenyl)phosphinate. It appears that liver carboxylesterase activity has a minor role in hydrolysis of aspirin in vivo, but may be more important in procaine metabolism.

Authors:: Joly, J M; Brown, T M

Publication Date:: Tue Jul 01 00:00:00 EDT 1986

OSTI Identifier:: 5116773

Resource Type:: Journal Article

Journal Name:: Toxicol. Appl. Pharmacol.; (United States)

Additional Journal Information:: Journal Volume: 3

Country of Publication:: United States

Language:: English

Subject:: 63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.; 59 BASIC BIOLOGICAL SCIENCES; ACETYLSALICYLIC ACID; METABOLISM; NITRO COMPOUNDS; PROCAINE; CARBON 14 COMPOUNDS; HYDROLYSIS; LIVER; MICE; TRACER TECHNIQUES; ANALGESICS; ANESTHETICS; ANIMALS; ANTIPYRETICS; BODY; CARBOXYLIC ACIDS; CENTRAL NERVOUS SYSTEM DEPRESSANTS; CHEMICAL REACTIONS; DECOMPOSITION; DIGESTIVE SYSTEM; DRUGS; GLANDS; HYDROXY ACIDS; ISOTOPE APPLICATIONS; LABELLED COMPOUNDS; LYSIS; MAMMALS; ORGANIC ACIDS; ORGANIC COMPOUNDS; ORGANIC NITROGEN COMPOUNDS; ORGANS; RODENTS; SOLVOLYSIS; VERTEBRATES; 560305* - Chemicals Metabolism & Toxicology- Vertebrates- (-1987); 550501 - Metabolism- Tracer Techniques

Citation Formats


                    Joly, J M, and Brown, T M. Metabolism of aspirin and procaine in mice pretreated with O-4-nitrophenyl methyl(phenyl)phosphinate or O-4-nitrophenyl diphenylphosphinate.  United States: N. p., 1986. 
        Web.  doi:10.1016/0041-008X(86)90257-7.

Copy to clipboard


                    Joly, J M, & Brown, T M. Metabolism of aspirin and procaine in mice pretreated with O-4-nitrophenyl methyl(phenyl)phosphinate or O-4-nitrophenyl diphenylphosphinate.  United States.  https://doi.org/10.1016/0041-008X(86)90257-7

Copy to clipboard


                    Joly, J M, and Brown, T M. 1986.  
        "Metabolism of aspirin and procaine in mice pretreated with O-4-nitrophenyl methyl(phenyl)phosphinate or O-4-nitrophenyl diphenylphosphinate".  United States.  https://doi.org/10.1016/0041-008X(86)90257-7.

Copy to clipboard


                    
@article{osti_5116773,

  title        = {Metabolism of aspirin and procaine in mice pretreated with O-4-nitrophenyl methyl(phenyl)phosphinate or O-4-nitrophenyl diphenylphosphinate},

  author       = {Joly, J M and Brown, T M},

  abstractNote = {Concentrations of (carboxyl-/sup 14/C)procaine in blood of mice were increased threefold for 27 min by exposure to O-4-nitrophenyl diphenylphosphinate 2 hr prior to (carboxyl-/sup 14/C)procaine injection ip, while there was no effect of O-4-nitrophenyl methyl(phenyl)phosphinate pretreatment. There was no effect of either organophosphinate on the primary hydrolysis of (acetyl-l-/sup 14/C)aspirin when assessed by the expiration of (/sup 14/C)carbon dioxide; however, O-4-nitrophenyl diphenylphosphinate pretreatment produced transient increases in blood concentrations of both (carboxyl-/sup 14/C)aspirin and (carboxyl-/sup 14/C)salicylic acid following administration of (carboxyl-/sup 14/C)aspirin. Liver carboxylesterase activity in O-4-nitrophenyl diphenylphosphinate pretreated mice was 11% of control activity. These results indicate the potential for drug interaction with O-4-nitrophenyl diphenylphosphinate but not with O-4-nitrophenyl methyl(phenyl)phosphinate. It appears that liver carboxylesterase activity has a minor role in hydrolysis of aspirin in vivo, but may be more important in procaine metabolism.},

  doi          = {10.1016/0041-008X(86)90257-7},

  url          = {https://www.osti.gov/biblio/5116773},
  journal      = {Toxicol. Appl. Pharmacol.; (United States)},
number       = ,

  volume       = 3,

  place        = {United States},

  year         = {Tue Jul 01 00:00:00 EDT 1986},

  month        = {Tue Jul 01 00:00:00 EDT 1986}

}

Copy to clipboard

Journal Article:

https://doi.org/10.1016/0041-008X(86)90257-7

Other availability

Find in Google Scholar

Search WorldCat to find libraries that may hold this journal

Save / Share:

Export Metadata

Save to My Library

Similar records in OSTI.GOV collections:

Inhibition of xenobiotic-degrading hydrolases by organophosphinates. Annual progress report No. 1 Jul 82-1 Jul 83

Technical Report Brown, T; Zimmerman, J; Bryson, P; ...

Organophosphinate pretreatment agents for chemical warfare defense inhibited carboxylester hydrolase from porcine liver and from rabbit liver. Recovery of rabbit liver monomeric carboxylester hydrolase to at least 30% of its initial activity was observed 48 hr. after inhibition by certain 4-nitrophenyl alkyl(phenyl)phosphinates and analogues. When ranked according to the initial rates at which their phosphinylated enzymes recovered, they were methyl(phenyl)>methyl(2-thienyl)>methyl(2-furyl)>ethyl(phenyl)>di-2-thienyl>diphenyl. Recovery was less than 20% in 96 hr. following inhibition by methyl(naphthyl),di-2-furyl, isopropyl(phenyl), dichloromethyl(phenyl), and bis chloromethyl substituted analogues. High performance liquid chromatography on silica using 10% to 20% 2-propanol in hexane as mobile phase resulted in satisfactory chromatograms formore »« less
The absorption, distribution, excretion, and metabolism of a single oral dose of O-ethyl O-4-nitrophenyl phenylphosphonothioate in hens

Journal Article Abou-Donia, M; Reichert, B; Ashry, M - Toxicol. Appl. Pharmacol.; (United States)

The disposition and metabolism of a single oral 10 mg/kg (LD50) of uniformly phenyl-labeled (/sup 14/C)EPN (O-ethyl O-4-nitrophenyl (/sup 14/C)phenylphosphonothioate) were studied in adult hens. The birds were protected from acute toxicity with atropine sulfate. Three treated hens were killed at each time interval (days): 0.5, 2, 4, 8, 12. Radioactivity was adsorbed from the gastrointestinal tract and distributed in all tissues. Most of the dose was excreted in the combined urinary-fecal excreta (74%). Only traces of the radioactivity (0.2%) were detected in expired CO/sub 2/. Most of the excreted radioactive materials were identified as phenylphosphonic acid (PPA), O-ethyl phenylphosphonicmore »« less
https://doi.org/10.1016/0041-008X(83)90175-8
2-substituted thiazolidine-4(R)-carboxylic acids as prodrugs of L-cysteine. Protection of mice against acetaminophen hepatotoxicity

Journal Article Nagasawa, H; Goon, D; Muldoon, W; ... - J. Med. Chem.; (United States)

A number of 2-alkyl- and 2-aryl-substituted thiazolidine-4(R)-carboxylic acids were evaluated for their protective effect against hepatotoxic deaths produced in mice by LD/sub 90/ doses of acetaminophen. 2(RS)-Methyl-, 2(RS)-n-propyl-, and 2(RS)-n- pentylthiazolidine -4(R)-carboxylic acids (compounds 1b,d,e, respectively) were nearly equipotent in their protective effect based on the number of surviving animals at 48 h as well as by histological criteria. 2(RS)-Ethyl-, 2(RS)-phenyl-, and 2(RS)-(4-pyridyl)thiazolidine-4(R)-carboxylic acids (compounds 1c,f,g) were less protective. The enantiomer of 1b, viz., 2(RS)- methylthiazolidine -4(S)-carboxylic acid (2b), was totally ineffective in this regard. Thiazolidine-4(R)-carboxylic acid (1a), but not its enantiomer, 2a, was a good substrate for a solubilizedmore »« less
https://doi.org/10.1021/jm00371a006
Rhenium(V) and technetium(V) complexes of bis(o-hydroxyphenyl)phenylphosphine (PO{sub 2}{sup 2-}) and (o-hydroxyphenyl)diphenylphosphine (PO{sup -}) ligands

Journal Article Luo, Hongyan; Setyawati, Ika; Rettig, S; ... - Inorganic Chemistry

The synthesis of several phosphine-based chelating compounds and chelates formed between these compounds and rhenium or technetium is discussed. Four categories of products result, (i) bis-(o-hydroxyphenyl) diphenylphosphine (PO) complexes, (ii) mono- (PO) complexes, (iii) bis-bis(o-hydroxyphenyl)-phenylphosphine (PO{sub 2}) complexes, and mixed-(PO) and (PO{sub 2}) complexes. Molecular structures of these compounds (including isomers) were probed by NMR, MS, and IR spectroscopies and by X-ray crystallography.
https://doi.org/10.1021/ic00113a008
Reduction of aspirin-induced fecal blood loss with low-dose misoprostol tablets in man

Journal Article Cohen, M; Clark, L; Armstrong, L; ... - Dig. Dis. Sci.; (United States)

Misoprostol (SC-29333), a synthetic prostaglandin E1 methyl ester analog, was given simultaneously with acetylsalicylic acid in a double-blind, placebo-controlled randomized prospective study of 32 healthy human male subjects. Fecal blood loss was measured for eight days using the /sup 51/Cr-labeled red blood cell technique. Aspirin (650 mg qid) and misoprostol (25 micrograms qid) or placebo were given during days 3, 4, and 5. There was a significant (P less than 0.05) increase in median blood loss (modified Friedman test) from 0.81 to 6.05 ml/day in the aspirin with placebo group (N = 16). Median blood loss was increased (from 0.75more »« less
https://doi.org/10.1007/BF01308407

Similar Records