Potential radiosensitizing agents. 5. 2-Substituted benzimidazole derivatives
A series of 2-substituted benzimidazoles and their derivatives have been synthesized and tested for their ability to selectively sensitize hypoxic Chinese hamster cells (V-79) toward the lethal effect of ionizing radiation. These compounds were prepared by reacting the 2-substituted benzimidazoles with 1,2-epoxy-3-methoxypropane in the presence of potassium carbonate. Reaction of the 2-nitro and 2-methylfonyl analogue with the epoxide also yielded a cyclized material, which was confirmed to be a benzimidazo(2,1-b)oxazole. In an attempt to increase the electron affinity, 5- or 6-nitro-2-substituted-benzimidazoles were also synthesized and then reacted with the epoxide to yield the corresponding 1-substituted derivatives. The results of the biological tests for the radiosensitizing activity of these agents against Chinese hamster cells (V-79) in culture indicated that the 2-nitro-substituted analogues were the most effective sensitizers in this series.
- Research Organization:
- Department of Pharmacology, Tulane University School of Medicine, New Orleans, Louisiana
- OSTI ID:
- 6372988
- Journal Information:
- J. Med. Chem.; (United States), Vol. 25:11
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
BENZIMIDAZOLES
RADIOSENSITIVITY EFFECTS
CELL CULTURES
BIOLOGICAL RADIATION EFFECTS
RADIOSENSITIZERS
CHEMICAL PREPARATION
ANOXIA
COMPARATIVE EVALUATIONS
PHARMACOLOGY
AZOLES
BIOLOGICAL EFFECTS
DRUGS
HETEROCYCLIC COMPOUNDS
IMIDAZOLES
ORGANIC COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
RADIATION EFFECTS
SYNTHESIS
560121* - Radiation Effects on Cells- External Source- (-1987)
400300 - Organic Chemistry- (-1987)