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A Simple Synthesis of C-Glucosides Related to the Antitumor Agent Etoposide
Authors:Pietro Allevi  Mario Anastasia  Pierangela Ciuffreda  Antonio Scala
Institution:Department of Chemistry and Biochemistry , University of Milan , Via Saldini 50, I-20133, Milan, Italy
Abstract:Abstract

The synthesis of four new lignan derivatives 2a, 2b, 3a and 3b related to the anticancer agent etoposide has been accomplished. In these compounds a methylene or ethylene group of a C-glucoside separates the glucosidic moiety as present in etoposide (1) from its lignan aglycone bonded by an ethereal function. The key step in the synthesis involves the reaction of a benzylated alditol 4 or 5 and the unprotected 4′-demethylepipodophyllotoxin (6).
Keywords:
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