4'-O-CO-Val-tricin | 1270004-56-2

• 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'-O-CO-Val-tricin
• 英文别名: T-Val；(2S)-2-[[4-(5,7-dihydroxy-4-oxochromen-2-yl)-2,6-dimethoxyphenoxy]carbonylamino]-3-methylbutanoic acid
• CAS: 1270004-56-2
• 化学式: C₂₃H₂₃NO₁₀
• 分子量: 473.436
• InChiKey: DFQGWELCLPCENM-FQEVSTJZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  34
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  161
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  丁香酸甲酯 在 硫酸 、 N,N-二异丙基乙胺 、 三氟乙酸 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 二氯甲烷 、 溶剂黄146 为溶剂， 反应 84.0h， 生成 4'-O-CO-Val-tricin
  参考文献：
  名称：

  Increased Bioavailability of Tricin−Amino Acid Derivatives via a Prodrug Approach

  摘要：

  Tricin (4',5,7-trihydroxy-3',5'-dimethoxyflavone) has demonstrated diverse biological activities. This compound has a high anti-human cytomegalovirus (HCMV) activity; however, its oral availability is low. To improve its bioavailability, we synthesized tricin-amino acid derivatives as prodrugs and investigated their cell permeability, stability in vitro, and oral availability in vivo. The results demonstrated that the tricin-alanine-glutamic acid conjugate exhibited enhanced permeability, stability in MDCK cells, and excellent bioavailability after oral administration in Crl:CD (SD) male rats. Tricin-alanine-glutamic acid conjugate is a potential new anti-HCMV drug.

  DOI：

  10.1021/jm1015457

文献信息

• Increased Bioavailability of Tricin−Amino Acid Derivatives via a Prodrug Approach
  作者：Masayuki Ninomiya、Kaori Tanaka、Yuzo Tsuchida、Yoshinori Muto、Mamoru Koketsu、Kunitomo Watanabe

  DOI：10.1021/jm1015457

  日期：2011.3.10

  Tricin (4',5,7-trihydroxy-3',5'-dimethoxyflavone) has demonstrated diverse biological activities. This compound has a high anti-human cytomegalovirus (HCMV) activity; however, its oral availability is low. To improve its bioavailability, we synthesized tricin-amino acid derivatives as prodrugs and investigated their cell permeability, stability in vitro, and oral availability in vivo. The results demonstrated that the tricin-alanine-glutamic acid conjugate exhibited enhanced permeability, stability in MDCK cells, and excellent bioavailability after oral administration in Crl:CD (SD) male rats. Tricin-alanine-glutamic acid conjugate is a potential new anti-HCMV drug.