Síntese de sucroésteres derivados de ácidos piridínicos (ácido nicotínico, isonicotínico e pícolínico) e avaliação de suas atividades antimicrobianas
Carregando...
Data
2011-12-14
Autores
Santos, Victor Zanardi Rodrigues dos [UNESP]
Título da Revista
ISSN da Revista
Título de Volume
Editor
Universidade Estadual Paulista (Unesp)
Resumo
Nos últimos anos, tem sido observado um crescente interesse por derivados de sacarose e também por outros materiais de origem renovável que possam resultar em produtos tecnológicos de baixo impacto ambiental. Alguns ésteres derivados de sacarose apresentam propriedades controladoras sobre bactérias mesofílicas e termofílicas formadoras de esporos. Neste projeto foram sintetizados ésteres de sacarose com três diferentes isômeros de metil ésteres derivados de ácidos piridínicos bioativos, sendo eles: picolinato de metila, nicotinato de metila e isonicotinato de metila. Este grupo de sucroésteres é inédito na literatura e sua atividade biológica, portanto não foi ainda explorada. A metodologia escolhida para se avaliar a bioatividade dos compostos formados e isolados por cromatografia semi-preparativa sobre microrganismos foi o da difusão em meio sólido em ágar dispostos em placas de Petri inoculadas com diferentes microrganismos, denominado de antibiograma. A avaliação se dá por medição do diâmetro dos halos de inibição. Os objetivos do trabalho foram: (i) Realizar a síntese dos sucroésteres mencionados por meio de reações de transesterificação e a separação por cromatografia; (ii) Estudar a atividade antimicrobiana dos produtos sobre bactérias Gram-positivas, Gram-negativas, e leveduras; (iii) identificar por espectrometria de massas, espectroscopia de infravermelho e espectroscopia de ressonância magnética nuclear de 1H e 13C as estruturas dos compostos que apresentaram atividade biológica contra os microrganismos; (iv) comparar o poder antimicrobiano dos compostos com antibióticos de uso comercial; e (v) estudar um possível efeito sinergístico da combinação dos compostos sintetizados com outros tipos de compostos de baixo poder antimicrobiano. A síntese foi...
In recent years, there has been a growing interest in sucrose derivatives and other raw materials that can result in technological products with low environment impact. Some sucrose esters presents control properties on spore-forming mesophilic and thermophilic bacteria. In this project, sucrose esters was sysntetized using three differents methyl esters isomers derived from bioactive pyridinic acids. The pyridinic acids used for the synthesis were: Methyl picolinate, Methyl nicotinate and Methyl isonicotinate. This sucroester groups are new in literature as your biological activity, so this compounds aren’t explorated. The chosen methodology to measure the biological activity of compounds formed and isolated by semi-preparative cromathography in microorganisms were the solid-medium diffusion in agar prepared in Petri dishes, inoculated with different ones. This technique is called antibiogram. The evaluation of the results is provided by inhibition zone measuring. The objective of this project was (i) Realize the mentioned sucroesters synthesis by transesterification reactions and it separation by chromatrography (ii) Study the antimicrobial activity of the formed products on Gram-positive and Gram-negative bacterias and in yeasts. (iii) Identify by mass spectrometry, infrared spectroscopy and nuclear magnetic resonance spectroscopy of 1H and 13C the compounds structure that presents antimicrobial activity. (iv) Make a comparision of the antimicrobial power of the synthetized compounds with conventional antibiotics. (v) Study a possible synergistic effect between the sucroesteres and other compounds with low antimicrobial power. The synthesis was realized using sucrose and the methyl esters (methyl picolinate, methyl nicotinate and methyl isonicotinate) as starting reagent and... (Complete abstract click electronic access below)
In recent years, there has been a growing interest in sucrose derivatives and other raw materials that can result in technological products with low environment impact. Some sucrose esters presents control properties on spore-forming mesophilic and thermophilic bacteria. In this project, sucrose esters was sysntetized using three differents methyl esters isomers derived from bioactive pyridinic acids. The pyridinic acids used for the synthesis were: Methyl picolinate, Methyl nicotinate and Methyl isonicotinate. This sucroester groups are new in literature as your biological activity, so this compounds aren’t explorated. The chosen methodology to measure the biological activity of compounds formed and isolated by semi-preparative cromathography in microorganisms were the solid-medium diffusion in agar prepared in Petri dishes, inoculated with different ones. This technique is called antibiogram. The evaluation of the results is provided by inhibition zone measuring. The objective of this project was (i) Realize the mentioned sucroesters synthesis by transesterification reactions and it separation by chromatrography (ii) Study the antimicrobial activity of the formed products on Gram-positive and Gram-negative bacterias and in yeasts. (iii) Identify by mass spectrometry, infrared spectroscopy and nuclear magnetic resonance spectroscopy of 1H and 13C the compounds structure that presents antimicrobial activity. (iv) Make a comparision of the antimicrobial power of the synthetized compounds with conventional antibiotics. (v) Study a possible synergistic effect between the sucroesteres and other compounds with low antimicrobial power. The synthesis was realized using sucrose and the methyl esters (methyl picolinate, methyl nicotinate and methyl isonicotinate) as starting reagent and... (Complete abstract click electronic access below)
Descrição
Palavras-chave
Sucrochemistry, Sucroesters, Pyridinic acids, Alimentos - Microbiologia, Química analítica, Sacarose - Microbiologia, Sucroquímica, Ácidos piridínicos
Como citar
SANTOS, Victor Zanardi Rodrigues dos. Síntese de sucroésteres derivados de ácidos piridínicos (ácido nicotínico, isonicotínico e pícolínico) e avaliação de suas atividades antimicrobianas. 2011. 74 f. Dissertação (mestrado) - Universidade Estadual Paulista, Instituto de Biociências, Letras e Ciências Exatas, 2011.