4,5-dihydroxy-3,7-dimethoxyflavan | 1227479-75-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 4,5-dihydroxy-3,7-dimethoxyflavan
• 英文别名: 3,7-dimethoxy-2-phenyl-3,4-dihydro-2H-chromene-4,5-diol
• CAS: 1227479-75-5
• 化学式: C₁₇H₁₈O₅
• 分子量: 302.327
• InChiKey: TXZXDWRAWMJWJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  68.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5-hydroxy-3,7-dimethoxyflavanone 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 以95%的产率得到4,5-dihydroxy-3,7-dimethoxyflavan
  参考文献：
  名称：

  Cytotoxicity against KB and NCI-H187 cell lines of modified flavonoids from Kaempferia parviflora

  摘要：

  Flavones 1-4 isolated from Kaempferia parviflora were used for structural modification. Sixteen flavonoid derivatives, including four new derivatives, were synthesized and evaluated for cytotoxicity against KB and NCI-H187 cell lines. Flavanones 2a-4a demonstrated higher cytotoxic activity than the parent compounds. Cytotoxicity against KB cell line of oxime 1c was about 7 times higher than the ellipticine standard. Interestingly, oximes 1c and 2c exhibited highly potent cytotoxicity against NCI-H187 cell line with IC50 values of 0.014 and 0.23 mu M, respectively. Oximes 4c and 5c showed strong cytotoxicity against NCI-H187 cell line with IC50 values of 4.04 and 2.32 mu M, respectively. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.03.054

文献信息

• Cytotoxicity against KB and NCI-H187 cell lines of modified flavonoids from Kaempferia parviflora
  作者：Chavi Yenjai、Suchana Wanich

  DOI：10.1016/j.bmcl.2010.03.054

  日期：2010.5

  Flavones 1-4 isolated from Kaempferia parviflora were used for structural modification. Sixteen flavonoid derivatives, including four new derivatives, were synthesized and evaluated for cytotoxicity against KB and NCI-H187 cell lines. Flavanones 2a-4a demonstrated higher cytotoxic activity than the parent compounds. Cytotoxicity against KB cell line of oxime 1c was about 7 times higher than the ellipticine standard. Interestingly, oximes 1c and 2c exhibited highly potent cytotoxicity against NCI-H187 cell line with IC50 values of 0.014 and 0.23 mu M, respectively. Oximes 4c and 5c showed strong cytotoxicity against NCI-H187 cell line with IC50 values of 4.04 and 2.32 mu M, respectively. (C) 2010 Elsevier Ltd. All rights reserved.