Synthesis of Xylitan Derivatives and Preliminary Evaluation of in Vitro Trypanocidal Activity
| Autor: | Policarpo Ademar Sales Junior, Gleicekelly Silva Coelho, Nilton Soares Camilo, Alvaro J. Romanha, Silvane M. F. Murta, Jason G. Taylor, Flaviane Francisco Hilário, Viviane Flores Xavier, Cláudia Martins Carneiro, Paula Regina Elias |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2016 |
| Předmět: |
Chagas disease
Stereochemistry Trypanosoma cruzi Trypomastigote Pharmaceutical Science Biology 01 natural sciences Article Analytical Chemistry lcsh:QD241-441 Parasitic Sensitivity Tests lcsh:Organic chemistry Drug Discovery parasitic diseases medicine anhydropentitol Moiety Humans Physical and Theoretical Chemistry Cytotoxicity Amastigote Xylitol chagas disease xylitan xylitol amastigote trypomastigote in vitro Anhydropentitol 010405 organic chemistry Organic Chemistry Acetonide Trypanocidal Agents In vitro 0104 chemical sciences 010404 medicinal & biomolecular chemistry Chemistry (miscellaneous) Benznidazole Lipophilicity Nitro Molecular Medicine medicine.drug |
| Zdroj: | Molecules, Vol 21, Iss 10, p 1342 (2016) Molecules Repositório Institucional da UFOP Universidade Federal de Ouro Preto (UFOP) instacron:UFOP Molecules; Volume 21; Issue 10; Pages: 1342 |
| ISSN: | 1420-3049 |
| Popis: | 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. |
| Databáze: | OpenAIRE |
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