Synthesis of xylitan derivatives and preliminary evaluation of in vitro trypanocidal activity.
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Date
2016
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Abstract
A series of novel xylitan derivatives derived from xylitol were synthesized using
operationally simple procedures. A xylitan acetonide was the key intermediate used to prepare
benzoate, arylsulfonate esters and 1,2,3-triazole derivatives of xylitan. These compounds were
evaluated for their in vitro anti-Trypanosoma cruzi activity against trypomastigote and amastigote
forms of the parasite in T. cruzi-infected cell lineages. Benznidazole was used as positive control
against T. cruzi and cytotoxicity was determined in mammalian L929 cells. The arylsulfonate xylitan
derivative bearing a nitro group displayed the best activity of all the compounds tested, and was
slightly more potent than the reference drug benznidazole. The importance of the isopropylidene
ketal moiety was established and the greater lipophilicity of these compounds suggests enhancement
in cell penetration.
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Keywords
Xylitol, Anhydropentitol, Trypomastigote, Chagas disease, Amastigote
Citation
ELIAS, P. R. et al. Synthesis of xylitan derivatives and preliminary evaluation of in vitro trypanocidal activity. Molecules, v. 21, p. 1-13, 2016. Disponível em: <http://www.mdpi.com/1420-3049/21/10/1342> Acesso em: 15 set. 2017