Montgomery J A, Laseter A G, Shortnacy A T, Clayton S J, Thomas H J
J Med Chem. 1975 Jun;18(6):564-7. doi: 10.1021/jm00240a006.
A number of nucleosides of 2-azaadenine (4-amino-7H-imidazo[4,5-d]-1,2,3-triazine) were prepared by a previously described route, and some of these were deaminated by means of adenosine deaminase. Alternatively, nucleosides of 2-azahypoxanthine (7H-imidazo[4,5-d]-1,2,3-triazin-4(3h)-one) were prepared from hypoxanthine nucleosides by a 2-azahypoxanthine (7H imidazo[4,5]-1,2,3-triazin-4(3H)-one) were prepared from hypoxanthine nucleosides by a ring-opening and reclosure sequence. The cytotoxicity of these compounds to human epidermoid carcinoma No. 2 cells in culture and to certain resistant sublines thereof was determined. 2-Azaadenine nucleosides chan be metabolized to nucleotides, the cytotoxic agents, by two pathways, but the activity of the 2-azahypoxanthine nucleosides appears to result only from cleavage back to 2-azahypoxanthine.
通过先前描述的路线制备了多种2-氮杂腺嘌呤（4-氨基-7H-咪唑并[4,5-d]-1,2,3-三嗪）的核苷，其中一些通过腺苷脱氨酶进行脱氨。另外，通过开环和重新闭环序列由次黄嘌呤核苷制备了2-氮杂次黄嘌呤（7H-咪唑并[4,5-d]-1,2,3-三嗪-4(3H)-酮）的核苷。测定了这些化合物对培养的人表皮样癌2号细胞及其某些耐药亚系的细胞毒性。2-氮杂腺嘌呤核苷可通过两条途径代谢为细胞毒性剂核苷酸，但2-氮杂次黄嘌呤核苷的活性似乎仅源于裂解回2-氮杂次黄嘌呤。
