9-(1,3-dioxolan-2-yl)benzo[a]phenazine 7,12-dioxide | 1239664-72-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 9-(1,3-dioxolan-2-yl)benzo[a]phenazine 7,12-dioxide
• CAS: 1239664-72-2
• 化学式: C₁₉H₁₄N₂O₄
• 分子量: 334.331
• InChiKey: HRPOAZRDGVBNMV-UHFFFAOYSA-N

反应信息

• 作为产物：
  描述：

  萘酚 、 5-(1,3-Dioxolan-2-yl)benzofurazan-1-oxid 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 48.0h， 生成 10-(1,3-dioxolan-2-yl)benzo[a]phenazine 7,12-dioxide 、 9-(1,3-dioxolan-2-yl)benzo[a]phenazine 7,12-dioxide
  参考文献：
  名称：

  Study of benzo[a]phenazine 7,12-dioxide as selective hypoxic cytotoxin-scaffold. Identification of aerobic-antitumoral activity through DNA fragmentation

  摘要：

  Phenazine 5,10-dioxides are prodrugs for antitumor therapy that undergo hypoxic-selective bioreduction to form cytotoxic species. Here we investigate the expanded system benzo[a]phenazine 7,12-dioxides as selective hypoxic cytotoxin-scaffold. The clonogenic survival of V79 cells on aerobic and anaerobic conditions, conduct us to study antiproliferative activity on Caco-2 tumoral cells in normoxia. Electrochemical, DNA-interaction and DNA-damage studies were performed to establish the mode of action. The results demonstrated the potential biological properties of the studied scaffold being derivatives 6-10 structural hits for further chemical-modifications to become into therapeutics for solid tumors. Compounds 6 and 8 with cytotoxicity against V79 cells in both conditions (aerobia and anaerobia) were also cytotoxic against Caco-2 tumoral cells in aerobiosis. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.04.074