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FEBS Lett. 1987 Oct 19;223(1):77-81.

Photooxidation products of primaquine. Structure, antimalarial activity and hemolytic effects.

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1
Medicinal Chemistry Section, NIDDK, Bethesda, MD 20892.

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.

PMID:
3666145
DOI:
10.1016/0014-5793(87)80513-6
[Indexed for MEDLINE]
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