2‐hydroxy, 3‐(3′,4′,5′‐trimethoxyphenyl)‐4,5,6‐trimethoxyind‐2‐en‐1‐one | 1059117-45-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 2‐hydroxy, 3‐(3′,4′,5′‐trimethoxyphenyl)‐4,5,6‐trimethoxyind‐2‐en‐1‐one
• 英文别名: 2-hydroxy-3-(3',4',5'-trimethoxyphenyl)-4,5,6-trimethoxy-ind-2-en-1-one；2-Hydroxy-4,5,6-trimethoxy-3-(3,4,5-trimethoxyphenyl)inden-1-one；2-hydroxy-4,5,6-trimethoxy-3-(3,4,5-trimethoxyphenyl)inden-1-one
• CAS: 1059117-45-1
• 化学式: C₂₁H₂₂O₈
• 分子量: 402.401
• InChiKey: DGNCOHVGCDZNQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  92.7
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4,5,6-trimethoxy-3-(3,4,5-trimethoxyphenyl)indan-1-one 在 selenium(IV) oxide 作用下， 以 dioxane, 1,4- 1,4-dioxane 为溶剂， 反应 6.0h， 以67%的产率得到2‐hydroxy, 3‐(3′,4′,5′‐trimethoxyphenyl)‐4,5,6‐trimethoxyind‐2‐en‐1‐one
  参考文献：
  名称：

  Gallic acid-based indanone derivatives as anticancer agents

  摘要：

  Gallic acid-based indanone derivatives have been synthesised. Some of the indanones showed very good anticancer activity in MTT assay. Compounds 10, 11, 12 and 14 possessed potent anticancer activity against various human cancer cell lines. The most potent indanone (10, IC50 = 2.2 mu M), against MCF-7, that is, hormone-dependent breast cancer cell line, showed no toxicity to human erythrocytes even at higher concentrations (100 mu g/ml, 258 mu M). While, indanones 11, 12 and 14 showed toxicities to erythrocytes at higher concentrations. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.06.039

文献信息

• 3‐Arylindanones and related compounds as antiproliferative agents against colorectal cancer
  作者：Ankita Srivastava、Kusumoori Ravi、Kaneez Fatima、Mayank Maheshwari、Raghib Ashraf、Mohammad Hasanain、Pankaj Yadav、Hina Iqbal、Yogesh Kumar、Suaib Luqman、Debabrata Chanda、Feroz Khan、Karuna Shanker、Jayanta Sarkar、Arvind Singh Negi

  DOI：10.1111/cbdd.13574

  日期：2019.9

  derivatives were synthesized as anticancer agents. Two of the analogues, that is 7 and 22, exhibited significant antiproliferative activity against several human cancer cell lines. Both the compounds possessed antimitotic activity and induced apoptosis in DLD1 colorectal adenocarcinoma cells through activation of caspase pathways. In cell cycle analysis, both the compounds induced predominantly G2/M phase arrest

  合成了多种亚苄基茚满酮及其衍生物作为抗癌剂。其中的两个类似物，即7和22，表现出对几种人类癌细胞系的显着抗增殖活性。这两种化合物都具有抗有丝分裂活性，并通过激活caspase途径在DLD1大肠腺癌细胞中诱导凋亡。在细胞周期分析中，这两种化合物在DLD1细胞中主要诱导G2 / M期停滞。分子对接研究表明，化合物7占据了β-微管蛋白的秋水仙碱结合口袋。两种化合物在啮齿动物的急性口服毒性方面都是安全的。两种化合物都被进一步优化以获得更好的功效。
• Gallic acid-based indanone derivatives as anticancer agents
  作者：Hari Om Saxena、Uzma Faridi、Suchita Srivastava、J.K. Kumar、M.P. Darokar、Suaib Luqman、C.S. Chanotiya、Vinay Krishna、Arvind S. Negi、S.P.S. Khanuja

  DOI：10.1016/j.bmcl.2008.06.039

  日期：2008.7

  Gallic acid-based indanone derivatives have been synthesised. Some of the indanones showed very good anticancer activity in MTT assay. Compounds 10, 11, 12 and 14 possessed potent anticancer activity against various human cancer cell lines. The most potent indanone (10, IC50 = 2.2 mu M), against MCF-7, that is, hormone-dependent breast cancer cell line, showed no toxicity to human erythrocytes even at higher concentrations (100 mu g/ml, 258 mu M). While, indanones 11, 12 and 14 showed toxicities to erythrocytes at higher concentrations. (C) 2008 Elsevier Ltd. All rights reserved.