2-(3,4-Bis-benzyloxy-phenyl)-5-hydroxy-3,6,7-trimethoxy-chromen-4-one | 24160-94-9

• 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: 2-(3,4-Bis-benzyloxy-phenyl)-5-hydroxy-3,6,7-trimethoxy-chromen-4-one
• 英文别名: 2-[3,4-Bis(phenylmethoxy)phenyl]-5-hydroxy-3,6,7-trimethoxychromen-4-one
• CAS: 24160-94-9
• 化学式: C₃₂H₂₈O₈
• 分子量: 540.57
• InChiKey: OYTYKGZWEPUDKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  40
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  92.7
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-(3,4-Bis-benzyloxy-phenyl)-5-hydroxy-3,6,7-trimethoxy-chromen-4-one 生成 Toluene-4-sulfonic acid 2-(3,4-bis-benzyloxy-phenyl)-3,6,7-trimethoxy-4-oxo-4H-chromen-5-yl ester
  参考文献：
  名称：

  HORIE, TOKUNARU;KAWAMURA, YASUHIKO;TSUKAYAMA, MASAO;YOSHIZAKI, SHIRO, CHEM. AND PHARM. BULL., 37,(1989) N, C. 1216-1220

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(3,4-Bis-benzyloxy-phenyl)-3,5,6,7-tetramethoxy-chromen-4-one 在 aluminum tri-bromide 作用下， 以 乙腈 为溶剂， 以91%的产率得到2-(3,4-Bis-benzyloxy-phenyl)-5-hydroxy-3,6,7-trimethoxy-chromen-4-one
  参考文献：
  名称：

  Direct Synthesis of Chrysosplenol D

  摘要：

  An aldol condensation and an Algar-Flynn-Oyamada oxidative cyclization were key steps in the direct synthesis of chrysosplenol D, an efflux pump inhibitor that can potentiate the activity of commercially important antibiotics and antimalarials.

  DOI：

  10.1021/np800423j

文献信息

• Syntheses of 5,7,8- and 5,6,7-trioxygenated 3-alkyl-3',4'-dihydroxyflavones and their inhibitory activities against arachidonate 5-lipoxygenase
  作者：Tokunaru Horie、Hideaki Tominaga、Yasuhiko Kawamura、Takahiko Hada、Natsuo Ueda、Yumi Amano、Shozo Yamamoto

  DOI：10.1021/jm00111a037

  日期：1991.7

  5,6,7- and 5,7,8-Trioxygenated 3',4'-dihydroxyflavones were derivatized by introducing alkyl groups of various chain lengths at the 3-position of the flavone skeleton. These compounds were tested as inhibitors for arachidonate 5-lipoxygenase purified from porcine leukocytes. Modification of the 3-position with an alkyl group of 6-10 carbons markedly decreased the IC50 values. 3-Hexyl-3',4'-dihydroxy-5,7,8-trimethoxyflavone inhibited 5-lipoxygenase with an IC50 value of 58 nM. The platelet and leukocyte 12-lipoxygenases, 15-lipoxygenase of reticulocytes, and cyclooxygenase of vesicular gland were inhibited less potently (IC50 = 0.4, 0.4, 2.7, and 30-mu-M). Thus, the compound was a relatively selective inhibitor for 5-lipoxygenase.
• Horie, Tokunaru; Kawamura, Yasuhiko; Tsukayama, Masao, Chemical and pharmaceutical bulletin, 1989, vol. 37, # 5, p. 1216 - 1220
  作者：Horie, Tokunaru、Kawamura, Yasuhiko、Tsukayama, Masao、Yoshizaki, Shiro

  DOI：——

  日期：——
• HORIE, TOKUNARU;KAWAMURA, YASUHIKO;TSUKAYAMA, MASAO;YOSHIZAKI, SHIRO, CHEM. AND PHARM. BULL., 37,(1989) N, C. 1216-1220
  作者：HORIE, TOKUNARU、KAWAMURA, YASUHIKO、TSUKAYAMA, MASAO、YOSHIZAKI, SHIRO

  DOI：——

  日期：——
• HORIE, TOKUNARU;TOMINAGA, HIDEAKI;KAWAMURA, YASUHIKO;HADA, TAKAHIKO;UEDA,+, J. MED. CHEM., 34,(1991) N, C. 2169-2176
  作者：HORIE, TOKUNARU、TOMINAGA, HIDEAKI、KAWAMURA, YASUHIKO、HADA, TAKAHIKO、UEDA,+

  DOI：——

  日期：——
• JPS5899414A
  申请人：——

  公开号：JPS5899414A

  公开（公告）日：1983-06-13