Berberine and Its Metabolites: Relationship between Physicochemical Properties and Plasma Levels after Administration to Human Subjects
| العنوان: | Berberine and Its Metabolites: Relationship between Physicochemical Properties and Plasma Levels after Administration to Human Subjects |
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| المؤلفون: | Carolina Colliva, Giuseppe Mazzella, Marinella Roberti, Andrea Lisotti, Cecilia Camborata, Silvia Spinozzi, Claudio Calvarese, Aldo Roda, Cristina Ianni, Flavia Neri |
| المساهمون: | Spinozzi, S., Colliva, C., Camborata, C., Roberti, M., Ianni, C., Neri, F., Calvarese, C., Lisotti, A., Mazzella, G., Roda, A. |
| المصدر: | Journal of Natural Products. 77:766-772 |
| بيانات النشر: | American Chemical Society (ACS), 2014. |
| سنة النشر: | 2014 |
| مصطلحات موضوعية: | Oral, Adult, Male, Berberine, Metabolite, Administration, Oral, Pharmaceutical Science, Pharmacology, Chromatography, High Pressure Liquid, Dose-Response Relationship, Drug, Electron Spin Resonance Spectroscopy, Female, Humans, Molecular Structure, Alkaloids, Drug Discovery3003 Pharmaceutical Science, 3003, Analytical Chemistry, Organic Chemistry, Molecular Medicine, Complementary and Alternative Medicine2708 Dermatology, Intestinal absorption, Dose-Response Relationship, chemistry.chemical_compound, Pharmacokinetics, Alkaloid, Drug Discovery, Chromatography, Albumin, Metabolism, Complementary and alternative medicine, chemistry, High Pressure Liquid, Administration, Lipophilicity, Drug, Human |
| الوصف: | Berberine (1) is an alkaloid used widely in the treatment of several diseases. However, its physicochemical properties, pharmacokinetics, and metabolism remain unclear, and conflicting data have been reported. In this study, the main physicochemical properties of 1 and its metabolites were evaluated, including lipophilicity, solubility, pKa, and albumin binding. A sensitive HPLC-ESIMS/MS method was developed and validated to identify 1 and its main metabolites in human plasma. This method was used to quantify their levels in the plasma of healthy volunteers and hypercholesterolemic patients following a single dose and chronic administration, respectively. In both cases, berberrubine (2) was found to be the main metabolite. Surprisingly, 2 is more lipophilic than 1, which suggests that this compound tautomerizes to a highly conjugated, electroneutral quinoid structure. This was confirmed by NMR studies. These results indicate that the higher plasma concentration of 2 was a consequence of a more efficient intestinal absorption, suggesting that berberrubine is potentially more pharmacologically active than berberine. |
| وصف الملف: | ELETTRONICO |
| تدمد: | 1520-6025 0163-3864 |
| الوصول الحر: | https://explore.openaire.eu/search/publication?articleId=doi_dedup___::c8ec74780a45c1f70dec0e1edea8d961Test https://doi.org/10.1021/np400607kTest |
| حقوق: | CLOSED |
| رقم الانضمام: | edsair.doi.dedup.....c8ec74780a45c1f70dec0e1edea8d961 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 15206025 01633864 |
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