Boryski J, Golankiewicz B, De Clercq E
Institute of Bioorganic Chemistry, Polish Academy of Sciences, Poznan.
J Med Chem. 1991 Aug;34(8):2380-3. doi: 10.1021/jm00112a010.
9-[(2-Hydroxyethoxy)methyl]guanine (acyclovir, 1a) and 9-[(1,3-dihydroxy-2-propoxy)methyl]guanine (DHPG, ganciclovir, 1b) were transformed to their respective tricyclic derivatives, 3-substituted 3,9-dihydro-9-oxo-5H-imidazo[1,2-a]purines 2b, 3a, and 3b. The 6-methyl-substituted compound 2b was obtained following reaction of 1b with bromoacetone. A two-step approach via 1-(2,2-diethoxyethyl) intermediates 4a,b was the most effective for the preparation of the derivatives unsubstituted in the appended ring (3a,b). The novel acyclonucleosides, in particular ganciclovir derivative 2b, proved markedly active against herpes simplex virus type 1 and 2, varicella-zoster virus, and cytomegalovirus.
9-[(2-羟基乙氧基)甲基]鸟嘌呤（阿昔洛韦，1a）和9-[(1,3-二羟基-2-丙氧基)甲基]鸟嘌呤（DHPG，更昔洛韦，1b）被转化为它们各自的三环衍生物，即3-取代的3,9-二氢-9-氧代-5H-咪唑并[1,2-a]嘌呤2b、3a和3b。1b与溴丙酮反应后得到6-甲基取代的化合物2b。经由1-(2,2-二乙氧基乙基)中间体4a、b的两步法对于制备在附加环中未取代的衍生物（3a、b）最为有效。新型无环核苷，特别是更昔洛韦衍生物2b，对单纯疱疹病毒1型和2型、水痘带状疱疹病毒及巨细胞病毒显示出显著活性。
