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).

A SIMPLE SYNTHESIS OF C-GLUCOSIDES RELATED TO THE ANTITUMOR AGENT ETOPOSIDE / P. ALLEVI, M. ANASTASIA, P. CIUFFREDA, A. SCALA. - In: JOURNAL OF CARBOHYDRATE CHEMISTRY. - ISSN 0732-8303. - 12:2(1993), pp. 209-222.

A SIMPLE SYNTHESIS OF C-GLUCOSIDES RELATED TO THE ANTITUMOR AGENT ETOPOSIDE

P. ALLEVI
Primo
;
M. ANASTASIA
Secondo
;
P. CIUFFREDA
Penultimo
;
1993

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).
DNA TOPOISOMERASE-II ; PODOPHYLLOTOXIN ; GLYCOSIDATION
Settore BIO/10 - Biochimica
Article (author)
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/184955
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