Caatinga plants: Natural and semi-synthetic compounds potentially active against Trichomonas vaginalis

Autor(es)

Vieira, Patrcia de Brum ^[1] ; Feijo Silva, Nicolas Luiz ^[1] ; Santos da Silva, Gloria Narjara ^[2] ; Silva, Denise Brentan ^{[3, 4]} ; Lopes, Norberto Peporine ^[3] ; Baggio Gnoatto, Simone Cristina ^[2] ; da Silva, Marcia Vanusa ^{[5, 6]} ; Macedo, Alexandre Jose ^{[7, 8, 9]} ; Bastida, Jaume ^[10] ; Tasca, Tiana ^{[1, 8]}

Afiliação do(s) autor(es)

^[1] Univ Fed Rio Grande do Sul, Fac Farm, Lab Pesquisa Parasitol, BR-90610000 Porto Alegre, RS - Brazil

^[2] Univ Fed Rio Grande do Sul, Fac Farm, Lab Fitoquim & Sintese Organ, BR-90610000 Porto Alegre, RS - Brazil

^[3] Univ Sao Paulo, Fac Ciencias Farmaceut Ribeirao Preto, Nucleo Pesquisas Prod Nat & Sintet, BR-14040903 Ribeirao Preto, SP - Brazil

^[4] Univ Fed Mato Grosso do Sul UFMS, Lab Prod Nat & Espectrometria Massas LAPNEM, BR-79090900 Campo Grande, MS - Brazil

^[5] Univ Fed Pernambuco, Dept Bioquim, BR-50670901 Recife, PE - Brazil

^[6] Univ Fed Pernambuco, Ctr Ciencias Biol, BR-50670901 Recife, PE - Brazil

^[7] Univ Fed Rio Grande do Sul, Fac Farm, BR-90610000 Porto Alegre, RS - Brazil

^[8] INSA, Nucleo Biprospeccao Caatinga NBioCaat, Campina Grande, PE - Brazil

^[9] Univ Fed Rio Grande do Sul, Ctr Biotecnol, BR-90610000 Porto Alegre, RS - Brazil

^[10] Univ Barcelona, Fac Pharm, Dept Nat Prod Plant Biol & Soil Sci, E-08028 Barcelona, Catalonia - Spain

• Tipo de documento: Artigo Científico
• Fonte: Bioorganic & Medicinal Chemistry Letters; v. 26, n. 9, p. 2229-2236, MAY 1 2016.
• Citações Web of Science: 7

Resumo

Trichomonas vaginalis causes trichomoniasis; the most common but overlooked non-viral sexually transmitted disease worldwide. The treatment is based at 50-nitroimidazoles, however, failure are related to resistance of T. vaginalis to chemotherapy. Caatinga is a uniquely Brazilian region representing a biome with type desert vegetation and plants present diverse biological activity, however, with few studies. The aim of this study was to investigate the activity against T. vaginalis of different plants from Caatinga and identify the compounds responsible by the activity. A bioguided fractionation of Manilkara rufula was performed and four major compounds were identified: caproate of alpha-amyrin (1b), acetate of beta-amyrin (2a), caproate of b-amyrin (2b), and acetate of lupeol (3a). In addition, six derivatives of alpha-amyrin (1), beta-amyrin (2) and lupeol (3) were synthesized and tested against the parasite. Ursolic acid (5) reduced about 98% of parasite viability after 2 h of incubation and drastic ultrastructural alterations were observed by scanning electron microscopy. Moreover, 5 presented high cytotoxicity to HMVII and HeLa cell line and low cytotoxicity against Vero line at 50 mu M (MIC against the parasite). Metronidazole effect against T. vaginalis resistant isolate was improved when in association with 5. (C) 2016 Elsevier Ltd. All rights reserved. (AU)

• Processo FAPESP: 12/18031-7 - Aplicação de MALDI-MS/MS na análise da vicenina-2 e correlatos: da compreensão dos processos ionizantes à geração de imagens
• Beneficiário: Denise Brentan da Silva
• Modalidade de apoio: Bolsas no Brasil - Pós-Doutorado
• Processo FAPESP: 09/54098-6 - EMU: aquisição de um espectrômetro de massas para geração de imagens na Central de Espectrometria de Massas (mass-facility) da FCFRP-USP: estudos de localização molecular de substâncias biologicamente ativas
• Beneficiário: Norberto Peporine Lopes
• Modalidade de apoio: Auxílio à Pesquisa - Programa Equipamentos Multiusuários