Brossi A, Gessner W, Hufford C D, Baker J K, Homo F, Millet P, Landau I
Medicinal Chemistry Section, NIDDK, Bethesda, MD 20892.
FEBS Lett. 1987 Oct 19;223(1):77-81. doi: 10.1016/0014-5793(87)80513-6.
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.
伯氨喹（1）和5-羟基伯氨喹（5）的光氧化反应生成了一种蓝色染料，据此阐述了邻醌结构4。N-乙氧基乙酰伯氨喹（10）的类似氧化反应生成了邻醌11。4、11以及之前制备的双喹啉甲碱3的组织裂殖体杀灭活性表明，它们均无显著的抗疟活性，但这三种化合物都会产生高铁血红蛋白。
