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我们曾经报道了腺嘌呤核苷3′,5′-环磷酸酯和3′,5′-环磷酰胺对肿瘤细胞的DNA和RNA的合成有明显的抑制作用。研究这类化合物对进一步了解c-AMP在生物系统中的作用机制以及它们与蛋白激酶和磷酸二酯酶的作用情况有一定价值。因此在合成一系列腺嘌呤核苷3′,5′-环磷酸酯和3′,5′-环磷酰胺的基础上,我们用2′-保护核苷与三价磷试剂反应,经过一步环磷酰化反应合成了核苷3′,5′-环亚磷酸衍生物,后者经氧化和脱保护即可得到核苷3′,5′-环磷酸衍生物。本文将报道核苷环磷酰化反应中的立体化学问题。
We have previously reported that adenosine 3 ’, 5’-cyclic phosphate and 3’, 5’-cyclophosphamide have significant inhibitory effects on the synthesis of DNA and RNA in tumor cells. The study of these compounds is of value in further understanding of the mechanism of action of c-AMP in biological systems and their role in protein kinases and phosphodiesterases. Therefore, based on the synthesis of a series of adenosine 3 ’, 5’-cyclic phosphates and 3’, 5’-cyclophosphamide, we used 2’-protected nucleosides to react with phosphorus pentasulfide, Phosphorylation synthesis of nucleoside 3 ’, 5’-cyclic phosphorous acid derivatives, the latter by oxidation and deprotection can be obtained nucleoside 3’, 5’-cyclic phosphoric acid derivatives. This article reports the stereochemistry of nucleoside cyclophosphorylation reactions.