α-取代氨基氟代苯基膦酸酯衍生物的合成、晶体结构与抗癌活性

利用席夫碱与亚磷酸酯反应, 合成了新型O,O'-二烷基-α-(6-甲氧苯并噻唑-2-基氨基)-4-氟苯基膦酸酯化合物, 结构经元素分析, IR, ¹H NMR, ¹³C NMR和X单晶衍射确认. X单晶衍射测试结果表明: 化合物3d分子属于四面体晶系, 空间群I4(1)/a, a＝2.1055(3) nm, b＝2.1055(3) nm, c＝2.0521(5) nm, α＝90.00°, β＝90.00°, γ＝90.00°, V＝0.9098(3) nm³, Z＝16, D_c＝1.321 mg/m³, ＝0.250 mm^－1, F(000)＝3808. 化合物还存在着1个分子内氢键N(2)—H(2)…O(1)]. 生物测定表明化合物3f在20 g/mL浓度下对PC3细胞的抑制率为84.3%.

Synthesis, Structure and Antitumor Activity of α-Substituted Aminofluoroarylphosphonate Derivitaves

Some novel O,O'-diakyl-α-(6-methoxybenzothiazol-2-ylamino)-4-fluorophenylphosphonates (3) have been synthesized through the reaction of Schiff base with dialkyl phosphite. Their struc-tures were clearly established by elemental analysis, IR, ¹H NMR, ¹³C NMR and X-ray diffraction analysis. The crystal of compound 3d belongs to tetragonal with space group I4(1)/a, a＝2.1055(3) nm, b＝2.1055(3) nm, c＝2.0521(5) nm, α＝90.00°, β＝90.00°, γ＝90.00°, V＝0.9098(3) nm³, Z＝16, D_c＝1.321 mg/m³, α＝0.250 mm^－1, F(000)＝3808. There exists an intramolecular hydrogen bond N(2)—H(2)…O(1)] in the molecule of 3d. Bioassay tests showed that compound 3f could inhibit PC3 cell proliferation at the concentration of 20 g/mL with the inhibition rate 84.3%.