AN APPROACH TO NOVEL ELLIPTICINE GLYCOSIDES

Article abstract of DOI:10.1016/S0040-4020(01)85992-5

Reactions of 6-methylellipticine (3a) with the aim of preparing various functionalized derivatives have been studied.A base-(LDA) mediated reaction of 3a with formaldehyde results in a C(11)-hydroxyethyl derivative (3d), which has been coupled with ribose-, glucose- and galactose derivatives to give, after deprotection, novel ellipticine glycosides 3e-g.The sequene of reactions constitute a new strategy for the synthesis of a wide range of ellipticine derivatives with improved solubility characteristics.