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Multimilligram enantioresolution of low-solubility xanthonolignoids on polysaccharide chiral stationary phases using
Maria Emília Sousa1, Maria Elizabeth Tiritan, Kátia Roberta Anacleto Belaz
1CEQOFFUP, Laboratório de Química Orgânica, Faculdade Farmácia, Rua Aníbal Cunha 164, 4050-047 Porto, Portugal.
Abstract:
Kielcorins are xanthonolignoids with protein kinase C inhibition and antitumor activities. Four racemates were enantioresolved at a multimilligram scale on tris-3,5-dimethylphenylcarbamate amylose phase using polar organic conditions as mobile phase. The low-solubility of these compounds conditioned the injection amount and consequently the productivity. A solid-phase injection system was developed to increase the production rate of the semipreparative process. The effects of the racemates and the related enantiomers on the in vitro growth of human breast cancer cell line MCF-7 were compared. Differences in their growth inhibitory activity were observed.
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