Synthesis of Some 4-Quinolones and Related Structures for Evaluation as Potential Antimalarial Agents

Abstract

The object was to synthesize and submit for antimalarial evaluation new compounds related to either endochin (2-methyl-3-heptyl-7-methoxy-4(1H)- quinolone) or the 3-carbomethoxy-4(1H)-quinolones that had shown moderate to good antimalarial activity. A total of 31 new compounds, 16 of these target compounds, were synthesized and submitted for antimalarial evaluation. Compound BD26235 (N-hydroxy-4-oxo-2-methyl-3-n-heptyl-7-methoxyquinolone, endochin-N- oxide), when tested against sporozoite-induced P. gallinaceum infection in chicks, cured 2 out of 5 chicks at a dose of 30 mg/Kg; 3 out of 5 chicks at a dose of 120 mg/Kg and 5 out of 5 chicks at a dose of 480 mg/Kg with no toxicity at any dose level. Compound BE11382 (3-carboethoxy-6-n-butyl-7- phenoxyethylmercapto-4(1H)quinolone) was found to increase the mean survival time of the treated animals over that of the control group by 3.5 days at a dose of 320 mg/Kg and by 5.3 days at a dose of 640 mg/Kg with no toxicity when tested in the blood-induced P. berghei mouse test.

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Document Details

Document Type
Technical Report
Publication Date
Nov 30, 1974
Accession Number
ADA007248

Entities

People

  • Adria C. Casey

Organizations

  • University of Bridgeport

Tags

Communities of Interest

  • Biomedical

DTIC Thesaurus Topics

  • Acetic Acid
  • Alkanes
  • Anhydrides
  • Chemical Synthesis
  • Chemistry
  • Chlorides
  • Ethers
  • Materials
  • Organic Chemistry
  • Petroleum
  • Sodium Compounds

Readers

  • Parasitology and Pharmacology of Malaria.