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Taxifolin stability: In silico prediction and in vitro degradation with HPLC-UV/UPLCe ESI-MS monitoring

Journal of Pharmaceutical Analysis 2021年第2期11卷 232-240页

作者： Fernanda Cristina Stenger Moura Carmem Lúciados Santos Machado Favero Reisdorfer Paula Angelica Garcia Couto Maurizio Ricci valdir cechinel-filho Tiago J.Bonomini Louis P.Sandjo Tania Mari Belle Bresolin Pharmaceutical Sciences Graduate Program School of Health SciencesCourse of PharmacyUniversidade do Vale do ItajaíItajaíSC88302-202Brazil Laboratory of Research and Development of Drugs Pharmaceutical Sciences Graduate ProgramSchool of Health SciencesCourse of PharmacyUniversidade Federal do PampaUruguaianaRS97500-970Brazil Department of Pharmaceutical Science Universita degli Studi di PerugiaPerugiaPG06123Italy Chemistry Department Universidade Federal de Santa CatarinaTrindadeFlorian opolisSC88040-900Brazil

Taxifolin has a plethora of therapeutic activities and is currently isolated from the stem bark of the tree Larix gmelinni(Dahurian larch). It is a flavonoid of high commercial interest for its use in supplements or in antioxidant-rich functional foods. However, its poor stability and low bioavailability hinder the use of flavonoid in nutritional or pharmaceutical formulations. In this work, taxifolin isolated from the seeds of Mimusops balata, was evaluated by in silico stability prediction studies and in vitro forced degradation studies(acid and alkaline hydrolysis, oxidation, visible/UV radiation, dry/humid heating) monitored by high performance liquid chromatography with ultraviolet detection(HPLC-UV) and ultrahigh performance liquid chromatography-electrospray ionization-mass spectrometry(UPLC-ESI-MS). The in silico stability prediction studies indicated the most susceptible regions in the molecule to nucleophilic and electrophilic attacks, as well as the sites susceptible to oxidation. The in vitro forced degradation tests were in agreement with the in silico stability prediction, indicating that taxifolin is extremely unstable(class 1) under alkaline hydrolysis. In addition, taxifolin thermal degradation was increased by *** the other hand, with respect to photosensitivity, taxifolin can be classified as class 4(stable).Moreover, the alkaline degradation products were characterized by UPLC-ESI-MS/MS as dimers of taxifolin. These results enabled an understanding of the intrinsic lability of taxifolin, contributing to the development of stability-indicating methods, and of appropriate drug release systems, with the aims of preserving its stability and improving its bioavailability.

关键词： Dihydroquercetin In silico stability prediction Forced degradation

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Psychopharmacological Profile of Hydroalcoholic Extract and P-Hydroxybenzoic Acid Obtained from <i>Bourreria huanita</i>(Boraginaceae) in Mice

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Pharmacology & Pharmacy 2014年第11期5卷 983-995页

作者： Iandra Holzmann Daiane Cattani Micheli Corso Daiane Perondi Sabrina Zanella Cristiani Burger Luiz Carlos Klein Júnior valdir cechinel filho Sully M. Cruz Miguel F. Torres Armando Cáceres Márcia Maria de Souza Programa de Pós-Graduação em Ciências Farmacêuticas Universidade do Vale do Itajaí Itajaí Brazil Núcleo de Investigações Químico Farmacêuticas Universidade do Vale do Itajaí Itajaí Brazil Facultad de CCQQ y Farmacia Universidad de San Carlos Guatemala City Guatemala

Bourreria huanita (Lex.) Hemsl. (Boraginaceae) is a very rare and highly appreciated tree in Mesoamerica for its medicinal properties and beauty. It grows in a region extending from central Mexico to Costa Rica. Ethnobotanical surveys have shown that the infusion of dried flowers is popularly used as a tranquilizer to cure several diseases. In the present study we report the isolation of p-hydroxybenzoic acid (pHBZ) obtained from the hydroalcoholic extract (HE) of B. huanita, and the effect of both, the extract and the compound on the central nervous system in mice. HE of B. huanita (100, 150, 300 mg/kg) and pHBZ (10 mg/kg) were orally administered to mice and 1 h later, behavioral tests were performed. The effects of HE and pHBZ were tested by pentylenetetrazole (PTZ) and strychnine (STR) induced seizures, pentobarbital-induced hypnosis, the forced swimming test and the tail suspension test, the elevated plus maze, apomorphine-induced stereotypy and the climbing test, the inhibitory avoidance test and the open-field test. B. huanita extract produced hypnotic, anxiolytic and antidepressant effects in animals, with no change in motor performance. On the other hand, the extract did not reduce PTZ and STR-induced convulsions, apomorphine-induced stereotypy or climbing. Moreover, no changes were observed in the animals’ memory. The compound pHBZ was effective only in the depression tests. The results obtained in the present study suggest that B. huanita exhibited sedative, antidepressant and hypnotic activities in mice, and that the antidepressant activity may be mediated by an isolated compound identified as pHBZ.

关键词： Bourreria huanita Antidepressant Sedative and Hypnotic Activities P-Hydroxybenzoic Acid

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