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Photooxidation products of primaquine. Structure, antimalarial activity and hemolytic effects
A Brossi1, W Gessner, C D Hufford
1Medicinal Chemistry Section, NIDDK, Bethesda, MD 20892.
FEBS Letters
|October 19, 1987
Abstract:
Photooxidation of primaquine (1) and 5-hydroxyprimaquine (5) afforded a blue dye for which o-quinone structure 4 was elaborated. Similar oxidation of N-ethoxyacetylprimaquine (10) afforded o-quinone 11. Tissue schizontocidal activity of 4 and 11, and bisquinolylmethine 3 prepared earlier, showed that none of them had noteworthy antimalarial activity, but all three produced methemoglobin.