O-acetylmacralstonine | 6254-08-6

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 大灵碱生物碱
• 英文名称: O-acetylmacralstonine
• 英文别名: 10-(21ξ-acetoxy-21ξ-methyl-(20αH)-20,21-dihydro-19-nor-alstophyllan-18-yl)-11-methoxy-alstophyllan-19-one；21'ξ-acetoxy-11-methoxy-21'ξ-methyl-(20'αH)-20',21'-dihydro-19'-nor-[10,18']bialstophyllanyl-19-one
• CAS: 6254-08-6
• 化学式: C₄₅H₅₄N₄O₆
• 分子量: 746.947
• InChiKey: REOIONKDLKREKD-HQFCQSAQSA-N

反应信息

• 作为产物：
  描述：

  乙酸酐 、 macralstonine 在 吡啶 作用下， 反应 16.0h， 生成 O-acetylmacralstonine
  参考文献：
  名称：

  Antiplasmodial Activity of Extracts and Alkaloids of Three Alstonia Species from Thailand

  摘要：

  Methanol extracts prepared from various parts of Alstonia scholaris, A. macrophylla and A. glaucescens, collected from Thailand, have been assessed for antiplasmodial activity against multidrug-resistant K1 strain of Plasmodium falciparum cultured in human erythrocytes. Pronounced antiplasmodial activity was exhibited by methanol extract of the root bark of A. macrophylla with an IC50 value of 5.7 μg/ml. Thirteen indole alkaloids were isolated from the active extract. These alkaloids and a semisynthetic bisindole O-acetylmacralstonine were subsequently tested against the K1 strain of P. falciparum . Pronounced antiplasmodial activity was observed mainly among the bisindole alkaloids, particularly villalstonine and macrocarpamine with IC50 values of 0.27 and 0.36 μM, respectively. The potent alkaloids were further tested against T9-96, the chloroquine-sensitive strain of P. falciparum. It has been found that the active alkaloids, in contrast to chloroquine, have significantly higher affinity to the K1 strain than to the T9-96 strain.

  DOI：

  10.1055/s-1999-14043