N^1-(四氢呋喃-2-基)-N^3-烷基巯基烷基-5-氟尿嘧啶及其氧化产物的合成

Synthesis of N^1-(2-furanidyl)-N^3-Alkylthioalkyl 5-Fluorouracil and its Oxidized Products

通过N1-(四氢呋喃-2-基)-N3-溴代烷基-5-氟尿嘧啶(1)和硫醇钠的反应制备N1-(四氢呋喃-2-基)-N3-烷基巯基烷基-5-氟尿嘧啶(2),将其氧化得9种新型N1-(四氢呋喃-2-基)-N3-烷基磺酰基烷基-5-氟尿嘧啶衍生物。采用1H NMR、IR、MS和元素分析对产物结构进行了表征。初步测试了部分化合物对体外培养A-549肺癌、HCT-8结肠癌和Bel-7402肝癌细胞的抑制活性,结果表明,目标化合物对A-549有一定的抑制活性,而对另2种癌细胞的抑制活性较差。

Nine N^1-furanidin-2＇-yl-N^3-alkylsulphonylalkyl-5-fluorouracils were synthesized via the oxidations of N^1-furanidin-2＇-yl-N^3-alkylthioalkyl-5-fluorouracils 2. The intermediates 2 were prepared by the reactions of N^1 -furanidin-2＇-yl-N^3-bromoalkyl-5-fluorouracil 1 with sodium alkylsulfide. The structures of the products were confirmed by means of ^1H NMR, IR, MS and elemental analysis. The inhibitory activities of compounds 3 to A549, HCT-8 and Bel-7402 cancer ceils were tested in vitro.