title: Synthesis of Xylitan Derivatives and Preliminary Evaluation of in Vitro Trypanocidal Activity.
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 cruziactivity against trypomastigote and amastigote forms of the parasite inT. cruzi-infected cell lineages. Benznidazole was used as positive control againstT. cruziand 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.
authors.affiliation: Chemistry Department, ICEB, Federal University of Ouro Preto, Campus Universitário Morro do Cruzeiro, 35400-000 Ouro Preto, MG, Brazil. paulaelias23@yahoo.com.br.
authors.forename: Paula Regina
authors.initials: PR
authors.lastname: Elias
authors.affiliation: Chemistry Department, ICEB, Federal University of Ouro Preto, Campus Universitário Morro do Cruzeiro, 35400-000 Ouro Preto, MG, Brazil. silvagleicekelly@gmail.com.
authors.forename: Gleicekelly Silva
authors.initials: GS
authors.lastname: Coelho
authors.affiliation: Chemistry Department, ICEB, Federal University of Ouro Preto, Campus Universitário Morro do Cruzeiro, 35400-000 Ouro Preto, MG, Brazil. vivifxavier@yahoo.com.br.|Centro de Pesquisas René Rachou, A Fundação Oswaldo Cruz/FIOCRUZ, 30190-002 Belo Horizonte, MG, Brazil. vivifxavier@yahoo.com.br.
authors.forename: Viviane Flores
authors.initials: VF
authors.lastname: Xavier
authors.affiliation: Centro de Pesquisas René Rachou, A Fundação Oswaldo Cruz/FIOCRUZ, 30190-002 Belo Horizonte, MG, Brazil. policarpoasjunior@cpqrr.fiocruz.br.
authors.forename: Policarpo Ademar
authors.initials: PA
authors.lastname: Sales Junior
authors.affiliation: Centro de Pesquisas René Rachou, A Fundação Oswaldo Cruz/FIOCRUZ, 30190-002 Belo Horizonte, MG, Brazil. romanha@cpqrr.fiocruz.br.
authors.forename: Alvaro José
authors.initials: AJ
authors.lastname: Romanha
authors.affiliation: Centro de Pesquisas René Rachou, A Fundação Oswaldo Cruz/FIOCRUZ, 30190-002 Belo Horizonte, MG, Brazil. silvane@cpqrr.fiocruz.br.
authors.forename: Silvane Maria Fonseca
authors.initials: SM
authors.lastname: Murta
authors.affiliation: Immunopathology Laboratory, NUPEB, Federal University of Ouro Preto, Campus Universitário Morro do Cruzeiro, 35400-000 Ouro Preto-MG, Brazil. claudiamartinscarneiro@gmail.com.
authors.forename: Claudia Martins
authors.initials: CM
authors.lastname: Carneiro
authors.affiliation: Instituto de Química, Universidade Estadual de Campinas, C.P. 6154, CEP. 13084-971 Campinas, SP, Brazil. soares7@yahoo.com.
authors.forename: Nilton Soares
authors.initials: NS
authors.lastname: Camilo
authors.affiliation: Chemistry Department, ICEB, Federal University of Ouro Preto, Campus Universitário Morro do Cruzeiro, 35400-000 Ouro Preto, MG, Brazil. flavianehilario@iceb.ufop.br.
authors.forename: Flaviane Francisco
authors.initials: FF
authors.lastname: Hilário
authors.affiliation: Chemistry Department, ICEB, Federal University of Ouro Preto, Campus Universitário Morro do Cruzeiro, 35400-000 Ouro Preto, MG, Brazil. jason@iceb.ufop.br.
authors.forename: Jason Guy
authors.initials: JG
authors.lastname: Taylor
mesh_terms: D006801:Humans; D021261:Parasitic Sensitivity Tests; D014344:Trypanocidal Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D014349:Trypanosoma cruzi / Q000187:drug effects; D014993:Xylitol / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000494:pharmacology*
chemical_list: D014344:Trypanocidal Agents; D014993:Xylitol
keywords: amastigote; anhydropentitol; chagas disease; in vitro; trypomastigote; xylitan; xylitol