10-methyl-4-phenyldihydroxanthyletin | 84531-47-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 新黄酮类化合物
• 英文名称: 10-methyl-4-phenyldihydroxanthyletin
• 英文别名: 10-methyl-4-phenyl-6,7-dihydroxanthyletin；8,8,10-trimethyl-4-phenyl-7,8-dihydropyrano[3,2-g]chromen-2(6H)-one；2,2,10-trimethyl-6-phenyl-3,4-dihydropyrano[3,2-g]chromen-8-one
• CAS: 84531-47-5
• 化学式: C₂₁H₂₀O₃
• 分子量: 320.388
• InChiKey: JOLJNTWASIKECV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  10-methyl-4-phenyldihydroxanthyletin 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 苯 为溶剂， 反应 145.0h， 生成 10-methyl-4-phenylxanthyletin
  参考文献：
  名称：

  Ahluwalia; Bala, Acta Chimica Hungarica, 1983, vol. 113, # 2, p. 143 - 148

  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 10-methyl-4-phenyldihydroxanthyletin
  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

• Pathak, S. D.; Mujumdar, A. S.; Usgaonkar, R. N., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1982, vol. 21, p. 767 - 768
  作者：Pathak, S. D.、Mujumdar, A. S.、Usgaonkar, R. N.

  DOI：——

  日期：——
• AHLUWALIA, V. K.;BALA, S., ACTA CHIM. HUNG., 1983, 113, N 2, 143-148
  作者：AHLUWALIA, V. K.、BALA, S.

  DOI：——

  日期：——
• PATHAK, S. D.;MUJUMDAR, A. S.;USGAONKAR, R. N., INDIAN J. CHEM., 1982, 21, N 8, 767-768
  作者：PATHAK, S. D.、MUJUMDAR, A. S.、USGAONKAR, R. N.

  DOI：——

  日期：——