Síntese Metabólitos da Cocaína e Estudos de Métodos Analíticos a Partir de Drogas Apreendidas

• Ano de defesa: 2024
• Autor(a) principal: Miossi, Karoline Pereira
• Tipo de documento: Dissertação
• Tipo de acesso: Acesso aberto
• Idioma: por
• Instituição de defesa: Universidade Federal do Espírito Santo; BR; Mestrado em Química; Centro de Ciências Exatas; UFES; Programa de Pós-Graduação em Química
• Palavras-chave em Português: Cocaína; crack; materiais de referências; quantificar; ecgonina; metil éster ecgonina; cinamoilecgonina; subject.br-rjbn; Área(s) do conhecimento do documento (Tabela CNPq)
• Link de acesso: http://repositorio.ufes.br/handle/10/17397

During the year, the police seize tons of illegal drugs, such as crack and cocaine. In accordance with Law No. 12,961, art. 50-A, all seized drugs must be disposed of by incineration. On the other hand, the area of forensic chemistry has been growing and requiring increasingly efficient analysis and quantification methods. One of the objectives of this work is to compare three cocaine quantification methods: gas chromatography coupled with mass spectrometry (GC/MS), high-performance liquid chromatography (HPLC) and nuclear magnetic resonance (NMR). The second objective of the work is to present methodologies for obtaining reference materials (MF) for cocaine and its metabolites, from seized street crack samples. MF’s are widely used in toxicological tests (for example, doping) and in research. Since drugs are incinerated, they can be reused, like crack. Therefore, for the first, 10 samples of crack and 10 samples of street cocaine seized by the Civil Police of the State of Espírito Santo (PC-ES) were analyzed, from which the correlation coefficient (R) for the CG/EM was determined. (R = 0.9939) and HPLC (crack: R = 0.9984; cocaine: R = 0.9907). A slight difference in cocaine percentages was observed between methods. For the second objective, he isolated the cocaine present in crack and with it, through semisynthesis, synthesized the main metabolites of cocaine (ecgonine methyl ester, ecgonine and cinnamoylecgonine). The products were analyzed using NMR, GC/MS and HPLC spectroscopy techniques and Fourier transform infrared spectroscopy (FTVI) aiming to characterize and determine their purity. Therefore, the cocaine found in crack is 48.34%. For the isolation of cocaine, liquid chromatography and crystallization/recrystallization were used. For the synthesis of ecgonine, three acid hydrolysis was carried out, varying the starting material, with: pure crack, cocaine obtained by liquid chromatography and cocaine obtained by recrystallization. The latter is quantified by HPLC and NMR. From the ecgonine obtained, ecgonine methyl ester and cinnamoylecgonine were synthesized by acid catalytic esterification.