hirtellin E | 144886-16-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 单宁
• 英文名称: hirtellin E
• 英文别名: [(2S,3R,4S,5R,6R)-5-hydroxy-6-(hydroxymethyl)-2,4-bis[(3,4,5-trihydroxybenzoyl)oxy]oxan-3-yl] 2-[[(11R,12S,13R,31R,33S)-4,5,18,19,20,23,24,25,38,39-decahydroxy-9,15,28,35-tetraoxo-12-(3,4,5-trihydroxybenzoyl)oxy-2,10,14,29,32,34-hexaoxaheptacyclo[34.3.1.03,8.011,33.013,31.016,21.022,27]tetraconta-1(40),3,5,7,16,18,20,22,24,26,36,38-dodecaen-6-yl]oxy]-3,4,5-trihydroxybenzoate
• CAS: 144886-16-8
• 化学式: C₆₈H₅₀O₄₄
• 分子量: 1571.12
• InChiKey: GSGRIXBELKZTGO-SHIPKOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  112
• 可旋转键数：
  15
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  733
• 氢给体数：
  24
• 氢受体数：
  44

反应信息

• 作为反应物：
  描述：

  hirtellin E 在 水 作用下， 以 aq. buffer 为溶剂， 反应 6.0h， 以0.3 mg的产率得到bracteatinin D₂
  参考文献：
  名称：

  Anti-inflammatory Hydrolyzable Tannins fromMyricaria bracteata

  摘要：

  Twelve hydrolyzable tannins were obtained from the twigs of Myricaria bracteata, including two new hellinoyl-type dimers, bracteatinins D-1 (1) and D-2 (2); a new hellinoyl-type trimer, bracteatinin T-1 (3); two known monomers, nilotinin M4 (4) and 1,3-di- O-galloyl-4,6- O-(aS)-hexahydroxydiphenoyl-beta-D-glucose ( 5); six known dimers, tamarixinin A (6), nilotinin D8 (7), hirtellins A (10), B (9), and E (8), and isohirtellin C (11); and a known trimer, hirtellin T-3 (12). The structures of the tannins were elucidated by spectroscopic data analysis and comparisons to known tannins. All compounds were evaluated as free radical scavengers using 1,1-dipheny1-2-picrylhydrazyl and hydroxy radicals and compared to the activity of BHT and Trolox. Compound 6 showed a significant anti-inflammatory effect on croton oil-induced ear edema in mice (200 mg/kg, inhibition rate 69.8%) and on collagen-induced arthritis in DBA/1 mice (20 mg/kg, inhibition rate 46.0% at day 57).

  DOI：

  10.1021/np500953e

文献信息

• Anti-inflammatory Hydrolyzable Tannins from<i>Myricaria bracteata</i>
  作者：Jia-Bao Liu、Ya-Si Ding、Ying Zhang、Jia-Bao Chen、Bao-Song Cui、Jin-Ye Bai、Ming-Bao Lin、Qi Hou、Pei-Cheng Zhang、Shuai Li

  DOI：10.1021/np500953e

  日期：2015.5.22

  Twelve hydrolyzable tannins were obtained from the twigs of Myricaria bracteata, including two new hellinoyl-type dimers, bracteatinins D-1 (1) and D-2 (2); a new hellinoyl-type trimer, bracteatinin T-1 (3); two known monomers, nilotinin M4 (4) and 1,3-di- O-galloyl-4,6- O-(aS)-hexahydroxydiphenoyl-beta-D-glucose ( 5); six known dimers, tamarixinin A (6), nilotinin D8 (7), hirtellins A (10), B (9), and E (8), and isohirtellin C (11); and a known trimer, hirtellin T-3 (12). The structures of the tannins were elucidated by spectroscopic data analysis and comparisons to known tannins. All compounds were evaluated as free radical scavengers using 1,1-dipheny1-2-picrylhydrazyl and hydroxy radicals and compared to the activity of BHT and Trolox. Compound 6 showed a significant anti-inflammatory effect on croton oil-induced ear edema in mice (200 mg/kg, inhibition rate 69.8%) and on collagen-induced arthritis in DBA/1 mice (20 mg/kg, inhibition rate 46.0% at day 57).