Inhibition of aldose reductases from rabbit lens by oxazole derivatives.

Abstract
Twenty kinds of oxazole derivatives having various substituents at the C-2 and C-5 positions were synthesized and tested in vitro for inhibition of rabbit lens aldose reductase (Ia and Ib), the enzyme that initiates cataract formation in diabetes. Compounds possessing bulky groups at C-2 and C-5 of the oxazole skeleton were found to be potent inhibitors. Benzyl 5-phenyl-2-oxazolecarbamate (12) inhibited aldose reductases Ia and Ib by 50% at about 15μM. N-Phenyl-N'-(5-phenyl-2-oxazolyl) urea also exhibited inhibitory activity comparable to that of compound 12. The structure-inhibitory activity relationships are discussed.

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