Hamamura E K, Prystasz M, Verheyden J P, Moffatt J G
J Med Chem. 1976 May;19(5):654-62. doi: 10.1021/jm00227a016.
The reactions of cytidine with 22 different 2-O-acyloxyisobutyril chlorides lead to the isolation of the corresponding 2,2'-anhydro-1-(3'-O-acyl-beta-d-arabinofuranosyl)cytosine hydrochlorides 9. These compounds, which all show cytotoxicity against HeLa cells in tissue culture, have been examined for antiviral and antileukemic activity. Activity against DNA viruses (vaccinia and Herpes) in tissue culture is maximal in compounds containing acyl groups with 8--12 carbon atoms. Activity against L1210 leukemia in mice varies markedly according to the length of the acyl groups, and high activities were observed in the case of long-chain (C16--C22) esters. The reaction between cytidine and O-acetylsalicyloyl chloride provides an alternate route for the synthesis of 3'-O-Ac cycloC hydrochloride.
胞苷与22种不同的2-O-酰氧基异丁酰氯反应，得到相应的2,2'-脱水-1-(3'-O-酰基-β-D-阿拉伯呋喃糖基)胞嘧啶盐酸盐9。这些化合物在组织培养中均对HeLa细胞显示出细胞毒性，已对其抗病毒和抗白血病活性进行了研究。在组织培养中，对DNA病毒（痘苗病毒和疱疹病毒）的活性在含有8至12个碳原子的酰基的化合物中最大。对小鼠L1210白血病的活性根据酰基的长度有显著变化，在长链（C16 - C22）酯的情况下观察到高活性。胞苷与O-乙酰水杨酰氯之间的反应为3'-O-乙酰环胞嘧啶盐酸盐的合成提供了一条替代途径。
