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Chemical and biological studies of tannins and anthraquinones acting on the gastrointestinal tract

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Author(s):
Daniel Pecoraro Demarque
Total Authors: 1
Document type: Doctoral Thesis
Press: Ribeirão Preto.
Institution: Universidade de São Paulo (USP). Faculdade de Ciências Farmacêuticas de Ribeirão Preto (PCARP/BC)
Defense date:
Examining board members:
Norberto Peporine Lopes; Carlos Alexandre Carollo; Antonio Eduardo Miller Crotti; Christian Merten; Dulce Helena Siqueira Silva
Advisor: Norberto Peporine Lopes; Christian Merten
Abstract

Several plants with action in the gastrointestinal tract - rich in tannins and anthraquinones - cause many doubts concerning their chemical characterization, mechanism of action and toxicity. The present work aimed to develop a chemical and biological study of two plants used for gastrointestinal system related diseases: barbatimão (Stryphnodendron rotundifolium), rich in procyanidins and tannins (used to treat gastritis); and cascara sagrada (Rhamnus purshiana), rich in anthraquinones (used for constipation). Initially, a chemical study with plants was performed comprising isolation and characterization of components of the extract through NMR (1H, 13C, DEPT and NOESY), mass spectrometry (MS), and infrared and vibrational circular dichroism (VCD). These substances were used for extract standardization used in biological studies. The in vitro tests were performed in order to evaluate the toxicity of different components of the cascara extract. The in vivo tests with barbatimão aimed to better understand the mechanism of gastric protection, by treating animals with the extract, removing their stomachs, and analyzing them with fluorescence microscopy. Through this work we were able to develop new methods for identifying anthraquinones by mass spectrometry and to prove empirical NMR rules used to determine the absolute configuration of molecules of this class. The tests with isolated anthraquinones indicated the possibility of improving chemical profile to further reduce cascara sagrada toxicity. The barbatimão chemical study allowed the application of VCD technique for the differentiation of diasteroisomeric procyanidins, and confirmed the effectiveness of using tannins for gastritis treatment through the formation of a protective coating. (AU)

FAPESP's process: 14/18052-0 - Tissue localization of tannins and Anthraquinones acting on gastrointestinal system
Grantee:Daniel Pecoraro Demarque
Support Opportunities: Scholarships in Brazil - Doctorate