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O trabalho descrito no presente documento reporta a preparação de derivados tetrapirrólicos iodados de tipo porfirina tornando-os potenciais veículos a meio de contraste iodado, usado em radiodiagnóstico. Com os resultados deste trabalho irá ser realizado um pedido de patente das moléculas e portanto, o acesso a este trabalho será restrito nos termos do Código da Propriedade Industrial, aprovado pelo Decreto de Lei nº 36/2003 de 5 de Março.
Na primeira fase do trabalho, foi sintetizado o derivado porfirínico simétrico, meso-substituído, contendo um total de 8 iodos. Este foi preparado por condensação do pirrol e do aldeído iodado em meio ácido e na presença de nitrobenzeno. Foram ainda preparados as respetivas metaloporfirinas contendo os iões metálicos de manganês e gadolínio.
Posteriormente foi avaliada a capacidade destes derivados atenuarem o feixe de raio-X, através da mediação das Unidades de Hounsfield, após serem adquiridas imagens por Tomografia Computorizada.
Na segunda fase do trabalho procedeu-se ao estudo da influência destes compostos na diferenciação celular, usando como modelo as células de pré-adipócitos 3T3-L1. Foi avaliada a diferenciação celular, através da quantificação de lípidos das células maduras, marcados com Red Oil O, por espectrofotometria de Visível 3 e 10 dias após a administração dos derivados em estudo.
The work described in this paper, reports the preparation of an iodine porphyrin derivatives with potential application as vehicles of iodinated contrast agent, used in radiology. Attending to the results, it is an ongoing patent request for the molecules, and therefore, access is restricted according to the Industrial Property Code, approved by Decree Law No. 36/2003 of 5 March In the first part of this work was synthesized the symmetric porphyrin meso-substituted derivatives, with a total of 8 iodine per molecules This compound was prepared by condensation of pyrrole and the adequate aldehyde in acid medium and in the presence of nitrobenzene. The metalloporphyrins derivatives of manganese and gadolinium were also prepared. It was also evaluated the capacity of those derivatives to attenuate the X-ray beam, by measuring the Hounsfield Units, after image acquisition by Computed Tomography. In the second part of this work, was accessed the influence of those compounds in cellular differentiation, using 3T3-L1 cellular line as model. It was evaluated the cellular differentiation, through lipids quantification at mature cells, marked with Red Oil O, by spectrophotometry 3 and 10 days after the compounds administration.
The work described in this paper, reports the preparation of an iodine porphyrin derivatives with potential application as vehicles of iodinated contrast agent, used in radiology. Attending to the results, it is an ongoing patent request for the molecules, and therefore, access is restricted according to the Industrial Property Code, approved by Decree Law No. 36/2003 of 5 March In the first part of this work was synthesized the symmetric porphyrin meso-substituted derivatives, with a total of 8 iodine per molecules This compound was prepared by condensation of pyrrole and the adequate aldehyde in acid medium and in the presence of nitrobenzene. The metalloporphyrins derivatives of manganese and gadolinium were also prepared. It was also evaluated the capacity of those derivatives to attenuate the X-ray beam, by measuring the Hounsfield Units, after image acquisition by Computed Tomography. In the second part of this work, was accessed the influence of those compounds in cellular differentiation, using 3T3-L1 cellular line as model. It was evaluated the cellular differentiation, through lipids quantification at mature cells, marked with Red Oil O, by spectrophotometry 3 and 10 days after the compounds administration.
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Keywords
Produtos de contraste Iodo Porfirinas 3T3-L1 Diferenciação celular Iodine contrast media Iodine Porphyrin 3T3-L1 Cellular differentiation
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Instituto Politécnico do Porto. Escola Superior de Tecnologia da Saúde do Porto