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Chemical and biological evaluation of propolis of Alagoas / Estudo quÃmico e avaliaÃÃo biolÃgica da prÃpolis vermelha de AlagoasGisele Rocha Aguiar 23 February 2015 (has links)
The red propolis originally from the state of Alagoas has a chemical composition rich in isoflavones and has been used as traditional popular medicine presented as an
antioxidant and antiviral properties. Its relevance to this study is mainly due to the same present several biological properties, among them: antimicrobial, anti-cancer, cytotoxic and anti-tumor. In this work it was performed the study of the fixed compounds present in hexane fraction of propolis, which presented three esters: the methyl hexadecanoate (15,20%), the methyl tetracosanoate (10,40%) and the methyl octadecanoate (2,39%). Four isoflavanes were isolated from the thanolic extract (2'-hydroxy-4',7-dimethoxyisoflavane [PV-1], 2',7-dihydroxy-4'-methoxyisoflavane [PV-3],4',7-dihydroxy-2'-methoxyisoflavane [PV-4] and 2',4'-ihydroxy-7-methoxyisoflavane [PV-5]), one chalcone (2',4 ',4-trihydroxychalcone [PV-6]) and a triterpene (lup-20(29)-en-3-ol [PV-2]), known in red propolis. The structural determination of substances were performed by spectroscopic methods IR, 1H NMR, 13C-BB NMR,13C NMR DEPT-135Â, COSY, HSQC, HMBC and GC-MS. It was performed the determination of total phenols, using a spectrophotometer, in the ethanolic extract (EEPV), which presented a phenolic content of 133.3  4.35 mg GAE / g sample, a result lower than those reported in the literature. Another test was performed on the antioxidant activity, the scavenging method using DPPH radical, both ethanolic extract and the hexane, dichloromethane, ethyl acetate and metanol fractions, with satisfactory results and higher than standart Vitamin C. Besides the antioxidant test, if was performed the inhibition of acetylcholinesterase assay by colorimetric method, of the ethanolic extract and hexane, dichloromethane, ethyl acetate and metanol fractions, that yielded positive results in almost all, regarding standart Eserine salt. / A prÃpolis vermelha oriunda do Estado de Alagoas possui uma composiÃÃo quÃmica rica em isoflavonoides e tem sido usada como remÃdio tradicional na medicina popular por apresentar propriedades antioxidante e antiviral. Sua relevÃncia decorre, principalmente, por apresentar diversas propriedades biolÃgicas, dentre elas: antimicrobiana, anti-cancerÃgena, citotÃxica e antitumoral. Neste trabalho foi realizado o estudo dos compostos fixos presentes na fraÃÃo hexÃnica da prÃpolis, o qual apresentou trÃs Ãsteres: o hexadecanoato de metila (15,20%), o tetracosanoato de metila (10,40%) e o octadecanoato de metila (2,39%). Foram isoladas do extrato etanÃlico quatro isoflavanas (2â-hidroxi-4â,7-dimetoxiisoflavana [PV-1], 2â,7-dihidroxi-4â-metoxiisoflavana [PV-3], 4â,7-dihidroxi-2â-metoxiisoflavana [PV-4] e 2â,4â-dihidroxi-7-metoxiisoflavana [PV-5]), uma chalcona (2â,4â,4-trihidroxichalcona [PV-6]), e um triterpeno (lup-20(29)-en-3-ol [PV-2]), jà conhecidos na prÃpolis vermelha. A determinaÃÃo estrutural das substÃncias foi realizada atravÃs de mÃtodos espectroscÃpicos de IV, RMN de 1H, RMN de 13C-BB, RMN de 13C-DEPT 135Â, COSY, HSQC, HMBC e CG-EM. Realizou-se a determinaÃÃo de fenÃis totais, usando espectofotÃmetro, no extrato etanÃlico (EEPV), o qual apresentou um teor de compostos fenÃlicos de 133,3  4,35 mg de EAG/ g de amostra, resultado inferior aos relatados na literatura. Outro teste realizado foi o de atividade antioxidante, usando o mÃtodo de sequestro do radical DPPH, tanto no extrato etanÃlico, quanto nas fraÃÃes hexÃnica, diclorometano, acetato de etila e metanÃlica, apresentando resultados satisfatÃrios e superiores ao do padrÃo Vitamina C. AlÃm deste, foi realizado o ensaio de inibiÃÃo da enzima acetilcolinesterase, atravÃs de mÃtodo colorimÃtrico, no extrato etanÃlico e nas fraÃÃes hexÃnica, diclorometano, acetato de etila e metanÃlica, quase todos apresentando resultados positivos em relaÃÃo ao padrÃo sal de Eserina.
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