| Author | Silva, Luana Maria Mariz Gomes da | |
| Author | Oliveira, Jamerson Ferreira de | |
| Author | Silva, Willams Leal | |
| Author | Silva, Anekecia Lauro da | |
| Author | Almeida Junior, Antônio Sérgio Alves de | |
| Author | Santos, Victor Hugo Barbosa dos | |
| Author | Alves, Luiz Carlos | |
| Author | Santos, Fábio André Brayner dos | |
| Author | Costa, Vlaudia Maria Assis | |
| Author | Aires, André de Lima | |
| Author | Lima, Maria do Carmo Alves de | |
| Author | Albuquerque, Monica Camelo Pessoa de Azevedo | |
| Access date | 2019-05-16T15:56:41Z | |
| Available date | 2019-05-16T15:56:41Z | |
| Document date | 2018 | |
| Citation | SILVA, Luana Maria Mariz Gomes da et al. New 1,3-benzodioxole derivatives: Synthesis, evaluation of in vitro schistosomicidal activity and ultrastructural analysis. Chemico-Biological Interactions, v. 283, p. 20-29, Mar. 2018. | pt_BR |
| ISSN | 1872-7786 | pt_BR |
| URI | https://www.arca.fiocruz.br/handle/icict/33115 | |
| Language | eng | pt_BR |
| Rights | restricted access | pt_BR |
| Title | New 1,3-benzodioxole derivatives: Synthesis, evaluation of in vitro schistosomicidal activity and ultrastructural analysis | pt_BR |
| Type | Article | |
| DOI | 10.1016/j.cbi.2018.01.016 | |
| Abstract | Schistosomiasis is considered a serious public health problem in 78 countries and territories located in Africa, Asia and America and it is estimated in more than 249 million people infected by any of the species of Schistosoma. The exclusive use of praziquantel (PZQ), effective drug against all species of Schistosoma, has been the basis of the development of a possible resistance against the strains of this parasite. In addition, PZQ is not effective against young forms of worms. Thus, there is a need for the development of new drugs with schistosomicidal activity. The objective of this work was to synthesize and to evaluate the therapeutic potential of new benzodioxole derivatives (3-14) candidates for schistosomicidal drugs. All compounds synthesized showed in vitro schistosomicidal activity. The derivative 12 was considered the best compound, since it took 100% of worms to mortality in the first 72 h of exposure at the concentration of 100 μM and 83.3% at the concentration of 50 μM. Furthermore, male and female adult worms, incubated for 24 h with the compound 12 showed tegument damages characterized by extensive desquamation and edema, tuber destruction, bubble formation and exposure of the muscle layer. This compound has a restricted structure, where the thiazolidinone is attached to the 4-position of the 1,3-benzodioxol ring. The structural conformation of derivative 12 was probably responsible for the promising schistosomicidal activity, where the presence of an electron/conformational restriction of the thiazolidine ring, as well as the action of bromine as a bulk substitute, favored an increase in biological activity. In addition, tegumentary changes caused by derivative 12 may also have been responsible for the death of adult worms of Schistosoma mansoni. Therefore, we verified that the results obtained in this study make benzodioxole derivatives possible candidates for prototypes of new schistosomicidal drugs. | pt_BR |
| Affilliation | Federal University of Pernambuco. Keizo Asami Immunopathology Laboratory. Recife, PE, Brazil. | pt_BR |
| Affilliation | Federal University of Pernambuco. Chemistry Laboratory and Therapeutic Inovation. Recife, PE, Brazil. | pt_BR |
| Affilliation | Federal University of Pernambuco. Chemistry Laboratory and Therapeutic Inovation. Recife, PE, Brazil. | pt_BR |
| Affilliation | Federal University of Pernambuco. Chemistry Laboratory and Therapeutic Inovation. Recife, PE, Brazil. | pt_BR |
| Affilliation | Federal University of Pernambuco. Chemistry Laboratory and Therapeutic Inovation. Recife, PE, Brazil. | pt_BR |
| Affilliation | Federal University of Pernambuco. Keizo Asami Immunopathology Laboratory. Recife, PE, Brazil. | pt_BR |
| Affilliation | Fundação Oswaldo Cruz. Instituto Aggeu Magalhães. Recife, PE, Brasil. / Federal University of Pernambuco. Keizo Asami Immunopathology Laboratory. Recife, PE, Brazil. | pt_BR |
| Affilliation | Fundação Oswaldo Cruz. Instituto Aggeu Magalhães. Recife, PE, Brasil. / Federal University of Pernambuco. Keizo Asami Immunopathology Laboratory. Recife, PE, Brazil. | pt_BR |
| Affilliation | Federal University of Pernambuco. Department of Tropical Medicine. Recife, PE, Brazil. | pt_BR |
| Affilliation | Federal University of Pernambuco. Keizo Asami Immunopathology Laboratory. Recife, PE, Brazil. | pt_BR |
| Affilliation | Federal University of Pernambuco. Chemistry Laboratory and Therapeutic Inovation. Recife, PE, Brazil. | pt_BR |
| Affilliation | Federal University of Pernambuco. Keizo Asami Immunopathology Laboratory. Recife, PE, Brazil. | pt_BR |
| Subject | Benzodioxole | pt_BR |
| Subject | Schistosomicidal activity | pt_BR |
| Subject | Schistosoma mansoni | pt_BR |
| Subject | Scanning electron microscopy | pt_BR |
| DeCS | Animais | pt_BR |
| DeCS | Sobrevivência Celular / efeitos de drogas | pt_BR |
| DeCS | Dioxoles / química | pt_BR |
| DeCS | Dioxoles / farmacologia | pt_BR |
| DeCS | Dioxoles / uso terapêutico | pt_BR |
| DeCS | Células HeLa | pt_BR |
| DeCS | Humanos | pt_BR |
| DeCS | Microscopia, elétron, varredura | pt_BR |
| DeCS | Praziquantel / farmacologia | pt_BR |
| DeCS | Praziquantel / uso terapêutico | pt_BR |
| DeCS | Schistosoma mansoni / efeitos de drogas | pt_BR |
| DeCS | Schistosoma mansoni / ultraestrutura | pt_BR |
| DeCS | Esquistossomose / quimioterapia | pt_BR |
| DeCS | Esquistossomose / patologia | pt_BR |
| DeCS | Esquistossomicidas / síntese química | pt_BR |
| DeCS | Esquistossomicidas / farmacologia | pt_BR |
| DeCS | Esquistossomicidas / uso terapêutico | pt_BR |
| Embargo date | 2050-01-01 | |
