2-amino-7-methoxymitosene 1-uridylate uridilic acid salt | 132019-12-6

• 分子结构分类: 有机化合物 - 核苷、核苷酸和类似物 - 嘧啶核苷酸
• 英文名称: 2-amino-7-methoxymitosene 1-uridylate uridilic acid salt
• CAS: 132019-12-6
• 化学式: C₉H₁₃N₂O₉P*C₂₄H₂₈N₅O₁₄P
• 分子量: 965.669
• InChiKey: BTZXHZPOVQRJMU-QFSJXCATSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.67
• 重原子数：
  65.0
• 可旋转键数：
  13.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  458.26
• 氢给体数：
  11.0
• 氢受体数：
  24.0

反应信息

• 作为产物：
  描述：

  尿苷5-单磷酸 、 mitomycin A 以 1,4-二氧六环 为溶剂， 反应 3.0h， 以25%的产率得到2-amino-7-methoxymitosene 1-uridylate uridilic acid salt
  参考文献：
  名称：

  Additional nucleotide derivatives of mitosenes. Synthesis and activity against parental and multidrug resistant L1210 leukemia

  摘要：

  Cytidine 5'-monophosphate and 5'-ara-CMP conjugates of 2,7-diaminomitosene, with the phosphate groups linked to C-1, were prepared by treating mitomycin C with the appropriate nucleotides. 5'-UMP conjugates were prepared from mitomycin A, 7 (M-83), and 8 (BMY-25282) by similar procedures. A conjugate could not be prepared from mitomycin C and 6-MPRP, but a sulfur-linked derivative was made with 6-MP ribonucleoside. The corresponding 1-hydroxy-2-aminomitosenes were prepared from the parent mitomycin analogues for structure-activity comparisons. All compounds were tested against L1210 murine leukemia in the MTT tetrazolium dye assay. In general, the conjugates were less potent than the parent mitomycins; however 5'-ara-CMP conjugate 14 derived from mitomycin C was more potent than the parent compound or any mitomycin tested except mitomycin A. It also was more potent than ara-C. This result establishes the value of this approach to prodrugs, at least in cell culture. Against a multidrug-resistant L1210 cell line, all of the conjugates derived from mitomycin C were more potent than the parent compound. 6-Mercaptopurine ribonucleoside conjugate 15 was more active against the resistant cells than it was against the parental cell line.

  DOI：

  10.1021/jm00111a004