4-chloromethyl-10-methyl-6,7-dihydroxanthyletin | 84797-59-1

• 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: 4-chloromethyl-10-methyl-6,7-dihydroxanthyletin
• 英文别名: 6-(chloromethyl)-2,2,10-trimethyl-3,4-dihydropyrano[3,2-g]chromen-8-one
• CAS: 84797-59-1
• 化学式: C₁₆H₁₇ClO₃
• 分子量: 292.762
• InChiKey: QKGMPWGHDWAKGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.94
• 重原子数：
  20.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  39.44
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4-chloromethyl-10-methyl-6,7-dihydroxanthyletin 、 苯胺 以 苯 为溶剂， 反应 4.0h， 以0.7 g的产率得到4-anilinomethyl-10-methyl-6,7-dihydroxanthyletin
  参考文献：
  名称：

  Waykole, Pratibha; Usgaonkar, R. N., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1982, vol. 21, # 8, p. 707 - 709

  摘要：

  DOI：
• 作为产物：
  描述：

  2,6-二羟基甲苯 在 ascorbic acid 、 硫酸 、 柠檬酸 作用下， 反应 22.25h， 生成 4-chloromethyl-10-methyl-6,7-dihydroxanthyletin
  参考文献：
  名称：

  Pancreatic α-amylase inhibition and free radical scavenging activity of substituted pyranochromenone derivatives

  摘要：

  Pyranochromenone derivatives 3a-d, 6a-j and 2H-chromenones 8a-b were synthesized and screened for their in vitro alpha-amylase inhibitory and ABTS(aEuro cent+) [2,2'-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid)] free radical scavenging activities. Compounds 3a, 3c, and 6d displayed dual function of ABTS(aEuro cent+) radical scavenging as well as alpha-amylase inhibition. Compound 6h was found to be most potent alpha-amylase inhibitor in present series of compounds. Docking studies suggest that these compounds occupy active site of the human pancreatic alpha-amylase similar to that of acarbose which inhibits enzyme by hydrophobic interactions. These compounds have potential to be developed as therapeutics targeted against diet-induced hyperglycemia in diabetes.Series of pyranochromenone derivatives 3a-d, 6a-j, and 8a-b were synthesized, among these compound 6h shown potent intestinal alpha-amylase inhibitory activity. Compounds 3a, 3c, and 6d were shown dual properties such as alpha-amylase inhibitory and antioxidant activities. These derivatives may serve as a model compounds for design and development of therapeutics based agents.

  DOI：

  10.1007/s00044-013-0867-y

文献信息

• WAYKOLE, PRATIBHA;USGAONKAR, R. N., INDIAN J. CHEM., 1982, 21, N 8, 707-709
  作者：WAYKOLE, PRATIBHA、USGAONKAR, R. N.

  DOI：——

  日期：——