N,N-二(2-氯乙基)果糖基磷酰胺酯的合成及其抗肿瘤活性研究

Synthesis of N,N-bis(2-chloroethyl) Fructopyranosyl- phosphoramidates and Their Antitumor Activities

糖基磷酸酯类化合物,特别是葡萄糖基磷酸酯类化合物的合成及其生物活性的研究已有报道。1988年Hayachi等发现葡萄糖基磷酸酯衍生物具有抗肿瘤、抗病毒等生物活性,可用作医用药物。但果糖基磷酰胺酯及其衍生物的合成与抗肿瘤活性尚未见文献报道。为研究糖基磷酰胺酯的合成方法并筛选出有抗肿瘤活性的化合物,以期发现新型、高效、低毒。

In this paper, a series of new N, N-bis(2-chloroethyl) fructopyranosyl phosphoramidates were synthesized by the reaction between phosphorus oxychloride and 2,3: 4,5-di-O-isopropylidene-Dructopyranse(1). The structures of all compounds prepared were determined by 1H NMR, IR and elemental analysis. The existence of diastereoisomers were proved by 31P NMR, but only one pure iso-mer was isolated by recrystallization. The results of preliminary biological tests indicated that the title compounds had the inhibition effect against L1210 cells and 5-180 tumors.