Abstract

Antimetabolites, which are metabolic antagonists used in the treatment of cancer and viral diseases by replacing metabolites, inhibit the action of metabolic enzymes and disrupt the pathways of synthesis of structural units necessary for the formation of nucleic acids. Purine antagonists, that are subunits of antimetabolites, reduce the production of purine bases, and hence, cause the nucleotide production to stop and bring about the death of cancer cells. Fludarabine (2-fluoro-ara-AMP), which is used in chemotherapy, is an antimetabolite of the purine class containing mono phosphate in its structure. In this study, a protocol was presented to effectively and efficiently synthesis of 6-(4-phenylpiperazine-1-yl)-9-(β-D-ribofuranosyl)-9H-purine-5’- O-phosphate compound in six steps and 25% overall yield starting with commercially available 6-chloropurine.

摘要

抗代谢物是通过替代代谢物而用于治疗癌症和病毒性疾病的代谢拮抗剂，可抑制代谢酶的作用并破坏核酸形成所必需的结构单元的合成途径。作为抗代谢物的亚基的嘌呤拮抗剂减少了嘌呤碱基的产生，因此导致核苷酸产生停止并导致癌细胞死亡。氟达拉滨（2-氟-ara-AMP）用于化学疗法，是嘌呤类抗代谢产物，其结构中含有一磷酸酯。在这项研究中，提出了一种协议，可以有效地合成6-（4-苯基哌嗪-1-基）-9-（β-D-呋喃呋喃糖基）-9 H从市场上可买到的6-氯嘌呤开始，分六步合成-嘌呤-5'-O-磷酸盐化合物，总收率为25％。