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Synthesis and cytotoxic evaluation of C-9 oxidized podophyllotoxin derivatives.

Bioorganic & medicinal chemistry (2007-01-02)
Ma Angeles Castro, José M Miguel del Corral, Marina Gordaliza, Pablo A García, Ma Antonia Gómez-Zurita, Arturo San Feliciano
ABSTRACT

A series of podophyllotoxin and podophyllic aldehyde derivatives, lacking the lactone ring and oxidized at C-9 position, has been prepared. The functionalities considered at C-9 were carboxylic acids and several derivatives such as esters, amides, nitriles or anhydrides. The synthesized compounds were cytotoxic at the micromolar level, though less potent and selective than the parent compounds, revealing the influence of the C-9 electrophilic character on the potency and selectivity of these cyclolignans.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Podophyllotoxin