6,8-Dimethoxy-4,7-dimethyl-chromen-2-one | 394739-35-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 6,8-Dimethoxy-4,7-dimethyl-chromen-2-one
• 英文别名: 6,8-Dimethoxy-4,7-dimethylchromen-2-one
• CAS: 394739-35-6
• 化学式: C₁₃H₁₄O₄
• 分子量: 234.252
• InChiKey: XTTNIGHCRWPTAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6,8-Dimethoxy-4,7-dimethyl-chromen-2-one 在 palladium on activated charcoal 氢氧化钾 、 氢气 作用下， 以 乙酸乙酯 、 丙酮 为溶剂， 反应 96.0h， 生成 3-(2,3,5-Trimethoxy-4-methyl-phenyl)-butyric acid methyl ester
  参考文献：
  名称：

  Towards colombiasin A

  摘要：

  A synthetic route to an unnatural diastereoisomer of colombiasin A is described. Key features are an arene alkylation with a gamma -methylene-gamma -butyrolactone and an intramolecular Diels-Alder cycloaddition. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01885-8
• 作为产物：
  描述：

  2,4-二甲氧基-3-甲基苯甲醛 在 三氟甲磺酸 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 6,8-Dimethoxy-4,7-dimethyl-chromen-2-one
  参考文献：
  名称：

  Towards colombiasin A

  摘要：

  A synthetic route to an unnatural diastereoisomer of colombiasin A is described. Key features are an arene alkylation with a gamma -methylene-gamma -butyrolactone and an intramolecular Diels-Alder cycloaddition. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01885-8

文献信息

• Antioxidant, α-glucosidase inhibitory and <i>in vitro</i> antitumor activities of coumarin-benzothiazole hybrids
  作者：Moustafa T. Gabr

  DOI：10.1515/hc-2018-0101

  日期：2018.10.25

  Coumarin-benzothiazole hybrids are antitumor agents based on their antioxidant and α-glucosidase inhibitory activities. Compounds 5a–c were selected by National Cancer Institute (NCI), USA, to be screened for antitumor activity at a single dose (10 μm) against a panel of 60 cancer cell lines. The most active compound 5c was further screened at a five-dose level by NCI. Compound 5c displays half maximal growth inhibition (GI₅₀) values of 0.24 and 0.33 μm against central nervous system (CNS) cancer (SNB-75) and ovarian cancer (OVCAR-4) cell lines, respectively. Compounds 5a–c were also screened for their antioxidant and α-glucosidase inhibitory activities.

  摘要：香豆素-苯并噻唑杂化物是一种抗肿瘤剂，基于它们的抗氧化和α-葡萄糖苷酶抑制活性。美国国家癌症研究所（NCI）选择化合物5a-c在单剂量（10 μm）下对60种癌细胞系进行抗肿瘤活性筛选。最活跃的化合物5c被NCI进一步在五个剂量水平下进行筛选。化合物5c对中枢神经系统（SNB-75）癌细胞系和卵巢癌（OVCAR-4）细胞系的半数生长抑制（GI50）值分别为0.24和0.33 μm。化合物5a-c也被筛选其抗氧化和α-葡萄糖苷酶抑制活性。
• Towards colombiasin A
  作者：David C Harrowven、Melloney J Tyte

  DOI：10.1016/s0040-4039(01)01885-8

  日期：2001.12

  A synthetic route to an unnatural diastereoisomer of colombiasin A is described. Key features are an arene alkylation with a gamma -methylene-gamma -butyrolactone and an intramolecular Diels-Alder cycloaddition. (C) 2001 Elsevier Science Ltd. All rights reserved.