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  • Title: Synthesis of cephalotaxine esters and correlation of their structures with antitumor activity.
    Author: Mikolajczak KL, Smith CR, weisleder D.
    Journal: J Med Chem; 1977 Mar; 20(3):328-32. PubMed ID: 845863.
    Abstract:
    Twenty-two new esters of natural (-)-cephalotaxine with synthetic acids possessing widely divergent structural features have been synthesized. Murinichloroethyl carbonate (27) esters of cephalotaxine are the most active of this group; this activity is less than that of harringtonine and other naturally occurring cephalotaxine esters. Other synthetic esters exhibiting activity are methyl cephalotaxylfumarate (4) and the trichloroethyl carbonate of cephalotaxyl-L-mandelate (21). The specificity of this experimental tumor system apparently requires esters of (-)-cephalotaxine for tumor inhibition because methyl cephalotaxylitaconate (7b) prepared from the synthetic (+) enantiomer of cephalotaxine is inactive.
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