抗病毒化合物S-DHPA的合成及其对SAH水解酶的抑制活性

Synthesis of Acyclonucleoside S 9 (2,3 Dihydroxypropyl)Adenine ( S DHPA)and its Inhibition of SAH Hydrolase

以Ｄ－甘露醇为原料，通过６步反应合成了抗病毒剂Ｓ－９－（２，３－双羟丙基）腺嘌呤（Ｓ－ＤＨ－ＰＡ）．对其中两步反应条件进行了改进，使操作简化，收率提高．最后产物经波谱及元素分析确证，并测得其生物活性与标准品活性接近（ＩＣ５０７．６μｍｏｌ／Ｌ）．

The synthesis of S DHPA(1)starting from D mannitol was reported in this paper with some modification of the Holy′s procedure. D mannitol was protected by acetone and oxidation of the resulting protected mannitol with NaIO 4 afforded the aldehyde (6),which was reduced by NaBH 4 to give the key intermediate(7).Reaction of (7) with MsCl yielded the corresponding mesylate(3a),which was condensed with adenine,followed by deprotection to obtain the desired product S DHPA(1).The key step was simpler than that of the Holy′s method.The IC 50 of the synthesized S DHPA(1)against the activity of S adenosyl L homocysteine hydroalse partially purified from rats was 7 6 μmol/L.