Cates L A, Good D J, Jones G S, Lemke T L
J Med Chem. 1978 Nov;21(11):1146-9. doi: 10.1021/jm00209a011.
A series of pyridine-2-carboxaldehyde N-oxide and pyridine-2-carboxaldehyde (thio)phosphoric hydrazones and two cupric chelates was synthesized. The hydrazones, chelates, and combinations of hydrazones and cupric chloride were tested against mice bearing P388 lymphocytic leukemia, Sarcoma 180, or Ehrlich carcinoma ascites cells. The effects of various structural modifications of the hydrazones on antineoplastic activity for this latter system were determined. In general, the pyridine-2-carboxaldehyde thiophosphoric monohydrazones containing P-phenyl or P-phenoxy substituents possessed the highest activity when concurrently administered with cupric ion, whereas the ligands themselves were inactive. Two of the compounds were prepared with P-hydroxyl groups to permit increased hydrophilicity. The ability of the hydrazones to chelate cupric, ferrous, and cobaltous salts was investigated, and discrepancies between determined and calculated log P values for three compounds are discussed.
合成了一系列吡啶 -2- 甲醛氮氧化物和吡啶 -2- 甲醛（硫代）磷酸腙以及两种铜螯合物。测试了这些腙、螯合物以及腙与氯化铜的组合对携带P388淋巴细胞白血病、肉瘤180或艾氏腹水癌细胞的小鼠的作用。确定了腙的各种结构修饰对后一系统抗肿瘤活性的影响。一般来说，含有对苯基或苯氧基取代基的吡啶 -2- 甲醛硫代磷酸单腙与铜离子同时给药时具有最高活性，而配体本身无活性。制备了两种带有对羟基的化合物以增加亲水性。研究了腙螯合铜盐、亚铁盐和钴盐的能力，并讨论了三种化合物测定的和计算的log P值之间的差异。
