10-chloro-6-(4-hydroxypiperidin-1-yl)-12H-thiochromeno[2,3-c]quinolin-12-one

• 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: 10-chloro-6-(4-hydroxypiperidin-1-yl)-12H-thiochromeno[2,3-c]quinolin-12-one
• 英文别名: 10-Chloro-6-(4-hydroxypiperidin-1-yl)thiochromeno[2,3-c]quinolin-12-one；10-chloro-6-(4-hydroxypiperidin-1-yl)thiochromeno[2,3-c]quinolin-12-one
• 化学式: C₂₁H₁₇ClN₂O₂S
• 分子量: 396.897
• InChiKey: QYHIFOUZVBWMSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  27
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  78.7
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (4-氯苯基硫酚)乙酸 在 sodium acetate 、 sodium carbonate 、 三氯氧磷 作用下， 以 二甲基亚砜 为溶剂， 反应 59.0h， 生成 10-chloro-6-(4-hydroxypiperidin-1-yl)-12H-thiochromeno[2,3-c]quinolin-12-one
  参考文献：
  名称：

  Structure-based hybridization, synthesis and biological evaluation of novel tetracyclic heterocyclic azathioxanthone analogues as potential antitumor agents

  摘要：

  A series of tetracyclic heterocyclic azathioxanthones were synthesized and evaluated for cell proliferations, topoisomerase inhibitions, and NCI-60 cell panel assay, respectively. Compounds 5, 7, 8, 16, and 19 were selected for topoisomerase assay after MTT assay. 7 not only showed cytotoxic effect (IC50 2.84 +/- 0.64 mu M) in PC-3 cells but also revealed topoisomerases inhibition with IC50 (10-25 mu M) and increased apoptotic cleavage of PARP and caspase 3 activity. The overall of novel azathioxanthones with different cytostatic and cytotoxic activities should be further developed as new potential candidates for anticancer drugs. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.09.050

文献信息

• Thiochromeno[2,3-c]quinolin-12-one derivatives and their use as topoisomerase inhibitors
  申请人：National Defense Medical Center

  公开号：EP3002287B1

  公开（公告）日：2018-01-31
• US8927717B1
  申请人：——

  公开号：US8927717B1

  公开（公告）日：2015-01-06
• Structure-based hybridization, synthesis and biological evaluation of novel tetracyclic heterocyclic azathioxanthone analogues as potential antitumor agents
  作者：Tsung-Chih Chen、Chia-Lun Wu、Chia-Chung Lee、Chun-Liang Chen、Dah-Shyong Yu、Hsu-Shan Huang

  DOI：10.1016/j.ejmech.2014.09.050

  日期：2015.10

  A series of tetracyclic heterocyclic azathioxanthones were synthesized and evaluated for cell proliferations, topoisomerase inhibitions, and NCI-60 cell panel assay, respectively. Compounds 5, 7, 8, 16, and 19 were selected for topoisomerase assay after MTT assay. 7 not only showed cytotoxic effect (IC50 2.84 +/- 0.64 mu M) in PC-3 cells but also revealed topoisomerases inhibition with IC50 (10-25 mu M) and increased apoptotic cleavage of PARP and caspase 3 activity. The overall of novel azathioxanthones with different cytostatic and cytotoxic activities should be further developed as new potential candidates for anticancer drugs. (C) 2015 Elsevier Masson SAS. All rights reserved.