6-acetylindolizino[2,3-g]quinoline-5,12-dione | 134793-75-2

• 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: 6-acetylindolizino[2,3-g]quinoline-5,12-dione
• CAS: 134793-75-2
• 化学式: C₁₇H₁₀N₂O₃
• 分子量: 290.278
• InChiKey: YAQCCSGFBJCUTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  68.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  吡啶 、 6,7-二氯-5,8-喹啉二酮 、 乙酰丙酮 在 air 作用下， 以 乙醇 为溶剂， 反应 10.0h， 以52%的产率得到6-acetylindolizino[2,3-g]quinoline-5,12-dione
  参考文献：
  名称：

  Yanni, Amal S., Collection of Czechoslovak Chemical Communications, 1991, vol. 56, # 3, p. 695 - 701

  摘要：

  DOI：

文献信息

• Synthesis, cytotoxic activities and structure–activity relationships of topoisomerase I inhibitors: Indolizinoquinoline-5,12-dione derivatives
  作者：Yu Cheng、Lin-Kun An、Ning Wu、Xiao-Dong Wang、Xian-Zhang Bu、Zhi-Shu Huang、Lian-Quan Gu

  DOI：10.1016/j.bmc.2008.02.036

  日期：2008.4

  indolizinoquinoline-5,12-dione derivatives (IQDs) are synthesized and evaluated for their cytotoxic activities toward human lung adenocarcinoma (GLC-82), large-cell lung carcinoma (NCI-H460), promyelocytic leukemia (HL-60) and breast carcinoma (MCF-7) cells by MTT method. Most of the IQDs show significant cytotoxic potency. In addition, the evaluation of structure-activity relationships indicated that the incorporation

  合成了一系列吲哚并喹啉-5,12-二酮衍生物（IQDs），并评估了它们对人肺腺癌（GLC-82），大细胞肺癌（NCI-H460），早幼粒细胞白血病（HL-60）的细胞毒活性。 MTT法检测乳腺癌细胞（MCF-7）。大多数IQD显示出显着的细胞毒性潜能。此外，对结构活性关系的评估表明，在C或D环上引入吸电子取代基将明显增强目标化合物的活性。还测量了拓扑异构酶I的抑制活性。
• Yanni, Amal S., Collection of Czechoslovak Chemical Communications, 1991, vol. 56, # 3, p. 695 - 701
  作者：Yanni, Amal S.

  DOI：——

  日期：——
• YANNI, AMAL S., COLLECT. CZECHOSL. CHEM. COMMUN., 56,(1991) N, C. 695-701
  作者：YANNI, AMAL S.

  DOI：——

  日期：——
• BIOLOGICAL ACTIVITIES AND CORRELATIONS TENDENCY OF ELECTROCHEMICAL PROPERTIES OF SOME INDOLIZINO[1,2-B]QUINOLINE DERIVATIVES
  作者：A CAÑETE、F ARMIJO、M. A DEL VALLE、R.A TAPIA、C THEODULOZ、C. D PESSOA、L CANTUARIAS、G RECABARREN

  DOI：10.4067/s0717-97072012000200015

  日期：——

  We report the preparation of a series of indolylquinone and pyridine derivatives in order to evaluate structure-activity relationships in human gastric (AGS), lung (SK-MES-1), bladder (J82) cancer cell lines and human normal lung fibroblasts (MCR-5). Two correlations tendency between half-wave redox potentials against their antineoplasic activity were found making it possible to establish that for epithelial human gastric cancer (AGS) cell lines and human normal lung fibroblasts (MCR-5). The quinone bioreduction should correspond to a one electron process under normomix conditions, whilst for all other lines this process should correspond to a two electron attachment via a hypoxic process.