Thanh Nga T T, Ménage C, Bégué J P, Bonnet-Delpon D, Gantier J C, Pradines B, Doury J C, Thac T D
Institut de Chimie Industrielle, Rue Pham Ngu Lao, Hanoi, Vietnam.
J Med Chem. 1998 Oct 8;41(21):4101-8. doi: 10.1021/jm9810147.
Fluoroalkyl ethers (4) of dihydroartemisinin (2) have been prepared by reaction of fluoroalkyl alcohols with dihydroartemisinin by different methods (BF3,Et2O or TMSCl catalysis or Mitsunobu reaction). Ethers 4a-d derived from primary fluoroalkyl alcohols were obtained in moderate to good yields by these methods. Ethers 4e-j have been prepared from fluoroalkyl secondary and tertiary alcohols and phenol using the Mitsunobu reaction. Although in vitro antimalarial activities of ethers toward Plasmodium falciparum W-2 asiatic strain are moderate, in vivo activities against Plasmodium berghei (NT 173) are excellent.
通过不同方法（BF3、Et2O或TMSCl催化或Mitsunobu反应），使氟代烷基醇与二氢青蒿素反应，制备了二氢青蒿素（2）的氟代烷基醚（4）。通过这些方法，由伯氟代烷基醇衍生得到的醚4a - d产率适中至良好。醚4e - j是使用Mitsunobu反应由仲氟代烷基醇、叔氟代烷基醇和苯酚制备的。尽管醚对恶性疟原虫W - 2亚洲株的体外抗疟活性适中，但对伯氏疟原虫（NT 173）的体内活性优异。
