MC2358 | 1394846-12-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 萘并吡喃类
• 英文名称: MC2358
• 英文别名: 10-methyl-9H-benzo[5,6]chromeno[2,3-d]pyrimidine-9,11(10H)-dione；15-Methyl-11-oxa-13,15-diazatetracyclo[8.8.0.02,7.012,17]octadeca-1(10),2,4,6,8,12,17-heptaene-14,16-dione
• CAS: 1394846-12-8
• 化学式: C₁₆H₁₀N₂O₃
• 分子量: 278.267
• InChiKey: JOBGEKFFHGDIPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  59
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-甲基巴比妥酸 、 2-羟基-1-萘甲醛 以 乙醇 为溶剂， 反应 1.0h， 以88%的产率得到MC2358
  参考文献：
  名称：

  Benzodeazaoxaflavins as Sirtuin Inhibitors with Antiproliferative Properties in Cancer Stem Cells

  摘要：

  Inhibition of sirtuins has recently been proposed as a promising anticancer strategy. Some of the new benzodeazaoxaflavins (2a, 2b, and 2d) here reported as SIRT1/2 inhibitors were endowed with pro-apoptotic properties in human U937 leukemia cells and, most importantly, together with the prototype MC2141 (1) displayed antiproliferative effects in cancer stem cells from patients with colorectal carcinoma and glioblastoma multiforme, known to be highly tumorigenic, resistant to conventional cancer chemotherapy, and responsible, at least in part, for cancer relapse or recurrence.

  DOI：

  10.1021/jm301115r

文献信息

• Benzodeazaoxaflavins as Sirtuin Inhibitors with Antiproliferative Properties in Cancer Stem Cells
  作者：Dante Rotili、Domenico Tarantino、Vincenzo Carafa、Chantal Paolini、Jörg Schemies、Manfred Jung、Giorgia Botta、Salvatore Di Maro、Ettore Novellino、Christian Steinkühler、Ruggero De Maria、Paola Gallinari、Lucia Altucci、Antonello Mai

  DOI：10.1021/jm301115r

  日期：2012.9.27

  Inhibition of sirtuins has recently been proposed as a promising anticancer strategy. Some of the new benzodeazaoxaflavins (2a, 2b, and 2d) here reported as SIRT1/2 inhibitors were endowed with pro-apoptotic properties in human U937 leukemia cells and, most importantly, together with the prototype MC2141 (1) displayed antiproliferative effects in cancer stem cells from patients with colorectal carcinoma and glioblastoma multiforme, known to be highly tumorigenic, resistant to conventional cancer chemotherapy, and responsible, at least in part, for cancer relapse or recurrence.