| Name: | Description: | Size: | Format: | |
|---|---|---|---|---|
| 2.96 MB | Adobe PDF |
Abstract(s)
O meu estágio curricular de final de curso, e consequentemente a organização deste relatório, foi realizado em três vertentes, nomeadamente Farmácia Hospitalar, Farmácia Comunitária e Investigação.
O estágio em Farmácia Hospitalar, realizado nos Serviços Farmacêuticos do Centro Hospitalar Cova da Beira, nos meses de Março e Abril, encontra-se redigido no primeiro capítulo e descreve as atividades que acompanhei tendo por base as Boas Práticas da Farmácia Hospitalar e a legislação atualmente em vigor. No segundo capítulo encontra-se descrito o estágio em Farmácia Comunitária, realizado na Farmácia Modelar, no Teixoso, entre Abril e Junho, que segue, igualmente, toda a legislação vigente e as Boas Práticas Farmacêuticas para a Farmácia Comunitária.
O terceiro capítulo aborda o trabalho de investigação desenvolvido ao longo do último ano letivo, intitulado “A funcionalização dos anéis B e D de esteroides da série pregnano na preparação de potenciais fármacos quimioterápicos.”. Os esteroides compreendem um vasto grupo de compostos largamente distribuídos na natureza, desempenhando funções vitais na fisiologia humana. Conhecendo algumas características biológicas de 7-oxo e 7,15-dioxoesteroides, o objetivo deste trabalho foi sintetizar um derivado 7,15-dioxoesteróide a partir do acetato de 16-desidropregnenolona (16-DPA), explorando a reatividade deste composto quando sujeito a diferentes condições descritas para efetuar oxidações alílicas. Os resultados obtidos evidenciaram que este substrato reage na maioria das condições oxidativas estudadas, mas com baixa seletividade. Apenas na reação com BiCl3/TBHP foi possível isolar um produto com qualidade e em quantidade suficientes para efetuar a caracterização estrutural, através de métodos espectroscópicos.
O composto foi analisado através de espectros de infravermelhos (IV), ressonância magnética nuclear (RMN) unidimensional, 1H, 13C e 13C-DEPT e, ainda, RMN bidimensional, HSQC, HMBC e NOESY. Foi ainda efetuado um espectro de massa para confirmação do peso molecular do produto.
Da análise estrutural do referido composto concluiu-se que a oxidação alílica ocorreu apenas na posição 7, formando-se a enona correspondente, enquanto no anel D da molécula deverá ter ocorrido epoxidação, formando-se um 16,17-epóxido. Desta forma, sintetizou-se e caracterizou-se um presumível novo composto, o acetato de 16,17-epoxi-7,20-dioxopregn-5-en-3-ilo.
My professional traineeship, and consequently the organization of this report, was divided into three parts, namely hospital pharmacy, community pharmacy and research. The traineeship in hospital pharmacy, performed at pharmaceutical services at Cova da Beira’s Hospital, during March and April, is written in the first chapter and describes the activities followed, based on the Good Practices of hospital pharmacy and legislation current in use. Second chapter describes the traineeship in community pharmacy, accomplished at Modelar Pharmacy, in Teixoso, between April and June, and follows, just as the former, all applicable laws and Pharmaceutical Good Practices for Community Pharmacy. The third chapter discusses the research work conducted during the last school year, entitled -“The B- and D-ring functionalization of pregnane steroids in the preparation of potential chemotherapeutic drugs”. Steroids comprise a large group of compounds widely distributed in nature, performing vital function in human physiology. Knowing some biological characteristics of 7-keto and 7,15-diketosteroids derived from 16- dehydropregnenolone acetate (16-DPA), the objective of this work was to synthesize a 7,15- diketosteroid from 16-dehydropregnenolone acetate (16-DPA), exploring the reactivity of this compound when subjected to different conditions described as to perform allylic oxidations. The results showed that this substrate reacts in most oxidative conditions studied, but with low selectivity. Achievement and isolation of a product with enough quality and quantity to accomplish the structural characterization by spectroscopic methods was only possible with the reaction performed with BiCl3/TBHP. The compound was analyzed by infrared spectra (IR), nuclear magnetic resonance (NMR) onedimensional, 1H, 13C and 13C-DEPT, and also two-dimensional NMR, HSQC, HMBC and NOESY. It was also performed a mass spectrum to confirm the molecular weight of the product. From the structural analysis of the referred compound we concluded that the allylic oxidation only occurred in the position 7, forming the corresponding enone, while in D-ring an epoxidation may have ocurred, forming a 16-17-epoxide. Therefore, was synthesized and characterized a probable new compound, 16,17-epoxi-7,20-diketopregn-5-en-3-il acetate.
My professional traineeship, and consequently the organization of this report, was divided into three parts, namely hospital pharmacy, community pharmacy and research. The traineeship in hospital pharmacy, performed at pharmaceutical services at Cova da Beira’s Hospital, during March and April, is written in the first chapter and describes the activities followed, based on the Good Practices of hospital pharmacy and legislation current in use. Second chapter describes the traineeship in community pharmacy, accomplished at Modelar Pharmacy, in Teixoso, between April and June, and follows, just as the former, all applicable laws and Pharmaceutical Good Practices for Community Pharmacy. The third chapter discusses the research work conducted during the last school year, entitled -“The B- and D-ring functionalization of pregnane steroids in the preparation of potential chemotherapeutic drugs”. Steroids comprise a large group of compounds widely distributed in nature, performing vital function in human physiology. Knowing some biological characteristics of 7-keto and 7,15-diketosteroids derived from 16- dehydropregnenolone acetate (16-DPA), the objective of this work was to synthesize a 7,15- diketosteroid from 16-dehydropregnenolone acetate (16-DPA), exploring the reactivity of this compound when subjected to different conditions described as to perform allylic oxidations. The results showed that this substrate reacts in most oxidative conditions studied, but with low selectivity. Achievement and isolation of a product with enough quality and quantity to accomplish the structural characterization by spectroscopic methods was only possible with the reaction performed with BiCl3/TBHP. The compound was analyzed by infrared spectra (IR), nuclear magnetic resonance (NMR) onedimensional, 1H, 13C and 13C-DEPT, and also two-dimensional NMR, HSQC, HMBC and NOESY. It was also performed a mass spectrum to confirm the molecular weight of the product. From the structural analysis of the referred compound we concluded that the allylic oxidation only occurred in the position 7, forming the corresponding enone, while in D-ring an epoxidation may have ocurred, forming a 16-17-epoxide. Therefore, was synthesized and characterized a probable new compound, 16,17-epoxi-7,20-diketopregn-5-en-3-il acetate.
Description
Keywords
Farmácia hospitalar - Gestão - Estágio pedagógico Farmácia comunitária - Gestão - Estágio pedagógico Acetato de 16-desidropregnenolona Oxoesteróides Oxidação alílica Farmácia - Doente - Medicamento Farmácia - Cuidados de saúde
Pedagogical Context
Citation
Publisher
Universidade da Beira Interior