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DC Field | Value | Language |
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dc.contributor.author | Pereira, Danilo Sousa | - |
dc.date.accessioned | 2024-08-09T15:14:15Z | - |
dc.date.available | 2024-08-09T15:14:15Z | - |
dc.date.issued | 2019-03-29 | - |
dc.identifier.citation | PEREIRA, Danilo Sousa. Síntese, caracterização e atividade anticâncer de hidrazino carbotioamidas e compostos mesoiônicos da classe 1,3,4-tiadiazólio-2-aminidas. 2019. 200 f. Tese (Doutorado em Química, Ciências Exatas). Instituto de Química, Universidade Federal Rural do Rio de Janeiro, Seropédica, 2019. | pt_BR |
dc.identifier.uri | https://rima.ufrrj.br/jspui/handle/20.500.14407/17704 | - |
dc.description.abstract | O câncer é o nome dado a um conjunto de doenças que têm em comum o crescimento desordenado de células agressivas que poderão originar tumores e espalhar-se pelo corpo. É um dos principais problemas de saúde pública e necessita da contínua observação e estudo do cenário ao longo do tempo a fim de obter programas eficientes de sua prevenção e controle. Vários tipos de cânceres ainda não respondem adequadamente aos tratamentos disponíveis, tornando-se necessário alternativas para os tratamentos existentes, como na quimioterapia, onde a procura por novos agentes antineoplásicos se faz constante. Neste presente trabalho é apresentada a síntese de uma série de hidrazino-carbotioamidas e de três séries de cloridratos mesoiônicos da classe 1,3,4-tiadiazólio-2-aminida visando o estudo desses compostos frente a enzima tirosinase e, linhagens de células cancerígenas de fígado, osso e sangue. Foram sintetizados 39 compostos no total, sendo nove ainda inéditos. O estudo das metodologias de síntese foi realizado visando o uso de princípios da Química Verde para a obtenção dos compostos, sendo as hidrazino-carbotioamidas e compostos mesoiônicos obtidos em rendimentos satisfatórios. Todos os compostos sintetizados tiveram suas estruturas propostas caracterizadas via técnicas espectroscópicas de IV e RMN de 1H e 13C. As hidrazino carbotioamidas foram avaliadas quanto à inibição da tirosinase, enzima envolvida na formação de melanomas. Os resultados obtidos indicaram que os compostos 16 (IC50 = 56,50 mol L-1 ) e 17 (IC50 = 22,60 mol L-1 ) são promissores quanto à atividade inibitória da tirosinase. Os estudos de modelagem molecular bem como a interação com a soroalbumina humana confirmaram os resultados obtidos in vitro. Sais mesoiônicos sintetizados foram avaliados quanto a atividade citotóxica frente a três linhagens de leucemias humanas (C91, MT2 e Jurkat, sendo as duas primeiras infectadas com o vírus HTLV-1), uma linhagem de osteossarcoma (MG-63) e uma de hepatocarcinoma (HepG2), mostrando bons resultados. Os resultados obtidos neste trabalho de tese indicam que as hidrazino-carbotioamidas e sais mesoiônicos podem ser promissores enquanto agentes na quimioterapia do câncer. | pt_BR |
dc.description.sponsorship | Coordenação de Aperfeiçoamento de Pessoal de Nível Superior - CAPES | pt_BR |
dc.language | por | pt_BR |
dc.publisher | Universidade Federal Rural do Rio de Janeiro | pt_BR |
dc.subject | Hidrazino-Carbotioamida | pt_BR |
dc.subject | Cloridrato Mesoiônico | pt_BR |
dc.subject | Enzima Tirosinase | pt_BR |
dc.subject | HTLV-1 | pt_BR |
dc.subject | Atividade Citotóxica | pt_BR |
dc.subject | Câncer | pt_BR |
dc.subject | Hydrazine-carbothioamides | pt_BR |
dc.subject | mesoionic hydrochloride | pt_BR |
dc.subject | tyrosinase enzyme | pt_BR |
dc.subject | cytotoxic activity | pt_BR |
dc.subject | cancer | pt_BR |
dc.title | Síntese, caracterização e atividade anticâncer de hidrazino carbotioamidas e compostos mesoiônicos da classe 1,3,4-tiadiazólio-2-aminidas | pt_BR |
dc.title.alternative | Synthesis, characterization and anticancer activity of hydrazine-carbothioamides and mesoionic compounds of 1,3,4-thiadiazolium-2-aminide class | en |
dc.type | Tese | pt_BR |
dc.description.abstractOther | Cancer is the name given to a set of diseases that have in common the disorderly growth of aggressive cells that can originate tumors and spread throughout the body. It is one of the main public health problems and needs continuous observation and study of the scenario over time in order to get programs efficient of prevention and control of cancer. Several types of cancers still do not adequately respond to the available treatments, being necessary new alternatives for existing treatments, such as chemotherapy, where the demand for new antineoplastic agents is constant. In this work the synthesis of a series of hydrazine carbothioamides and of three series of mesoionic hydrochlorides of Class 1,3,4-thiadiazolium 2-aminide aiming the study of these compounds against the enzyme tyrosinase and, strains of cancer cells of liver, bone and blood is presented. 39 compounds were synthesized in total, of which 9 are unpublished. The study of synthesis methodologies was carried out aiming at the use of green chemistry principles to obtain the compounds. The hydrazine-carbothioamides and mesoionic compounds did obtained in satisfactory yields. All synthesized compounds had their proposed structures characterized via spectroscopic techniques of IR and NMR 1H and 13C. Hydrazine-carbothioamides were evaluated for the inhibition of tyrosinase, an enzyme involved in the formation of melanomas. The results obtained indicated what the compounds 16 (IC50 = 56.50 µmol L-1 ) and 17 (IC50 = 22.60 µmol L-1 ) are promising inhibitory activity of tyrosinase. The study of molecular modelling well as of interaction with the Human Serum Albumin confirmed the results obtained in vitro. Synthesized mesoionic salts were evaluated for cytotoxic activity in the face of three human leukemia lines (C91, MT2 e Jurkat, being the first two infected with the virus HTLV-1), an osteosarcoma line (MG-63) and one of hepatocarcinoma (HepG2), showing good results. The results obtained in this work indicate that hydrazinecarbothioamides and mesoionic salts may be promising as agents in cancer chemotherapy. | pt_BR |
dc.contributor.advisor1 | Lima, Aurea Echevarria Aznar Neves | - |
dc.contributor.advisor1Lattes | http://lattes.cnpq.br/1879077396134052 | pt_BR |
dc.contributor.advisor-co1 | Silva, Ana Paula Pereira da | - |
dc.contributor.advisor-co1Lattes | - | pt_BR |
dc.contributor.referee1 | Lima, Aurea Echevarria Aznar Neves | - |
dc.contributor.referee1Lattes | http://lattes.cnpq.br/1879077396134052 | pt_BR |
dc.contributor.referee2 | Pinheiro, Luiz Carlos da Silva | - |
dc.contributor.referee2ID | https://orcid.org/0000-0002-6398-7717 | pt_BR |
dc.contributor.referee2Lattes | http://lattes.cnpq.br/5040259412514046 | pt_BR |
dc.contributor.referee3 | Oliveira, Ana Carolina Leal de | - |
dc.contributor.referee3ID | https://orcid.org/0000-0002-2556-3446 | pt_BR |
dc.contributor.referee3Lattes | http://lattes.cnpq.br/8605329529253229 | pt_BR |
dc.contributor.referee4 | Marra, Roberta Katlen Fusco | - |
dc.contributor.referee4Lattes | http://lattes.cnpq.br/0899105923944274 | pt_BR |
dc.contributor.referee5 | Graebin, Cedric Stephan | - |
dc.contributor.referee5ID | https://orcid.org/0000-0003-1410-1227 | pt_BR |
dc.contributor.referee5Lattes | http://lattes.cnpq.br/4900857097448760 | pt_BR |
dc.creator.Lattes | http://lattes.cnpq.br/3095391105042187 | pt_BR |
dc.publisher.country | Brasil | pt_BR |
dc.publisher.department | Instituto de Química | pt_BR |
dc.publisher.initials | UFRRJ | pt_BR |
dc.publisher.program | Programa de Pós-Graduação em Química | pt_BR |
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