PhD Scientific Days 2019

Poster presentations: Pharmaceutical sciences

Biorelevant physicochemical profiling and cyclodextrin complexation of baicalin, a bioactive flavonoid compound from Scutellaria baicalensis

Előadó neve

Dr. Jakab, Géza

Előadó munkahelye

Semmelweis University, Department of Pharmaceutics

Előadó telefonszáma

+3630/9937113

Előadó e-mail címe

jakab.geza@pharma.semmelweis-univ.hu

Az előadás címe

Biorelevant physicochemical profiling and cyclodextrin complexation of baicalin, a bioactive flavonoid compound from Scutellaria baicalensis

Szerző(k) neve és munkahelye

Jakab Géza, Antal István
Semmelweis University, Department of Pharmaceutics, Budapest

Bemutatás módja

Poszter

Szekció

Poster presentations: Pharmaceutical sciences

Language of the presentation

Hungarian

Témacsoport

pharmaceutical sciences

Összefoglaló szövege

Introduction: Baicalin is a flavone glycoside extracted from the root of Scutellaria baicalensis, a traditional Chinese herbal medicine. The root is officially listed in the Chinese Pharmacopoeia and was assumed in European Pharmacopoeia (Ph.Eur.) 9th Edition last year. Numerous pharmacological effects of baicalin were reported (e.g. antioxidant, anxiolytic), nevertheless the most important physicochemical properties influencing the pharmacokinetic behaviour and the concomitant oral bioavailability have not yet been described in a comprehensive study.
Aims: This research has therefore aimed to characterize the acid-base, lipophilicity, biorelevant solubility and permeability properties of this naturally occurring compound. Another important goal was the comparative evaluation of six different baicalin-cyclodextrin (CD) inclusion complexes.
Method: The physicochemical quantification was fulfilled using NMR-pH titrations, saturation shake-flask, and distribution coefficients measurements. CD complexation of baicalin was examined by experimental methods (phase solubility, 1H NMR, 2D ROESY) and computational approaches.
Results: Due to low aqueous solubility (67.03 ± 1.60 µg/mL) and low permeability (Papp = 0.037×10−6 cm/s), baicalin is classified as BCS IV. Significant solubilizing impact of biorelevant fasted state gastric juice (33.21 ± 0.72 µg/ml) was found to be correlated to compendial pH 1.2 gastric fluid (11.64 ± 0.44 µg/ml). The γ-CD complexation significantly increased the solubility of baicalin (~5 times). The most promoted chemical shift change was detected in baicalin-γ-CD complex. Computational studies showed disparate binding pattern for β-, and γ-CD, which can be explained in terms of the diameter, related to the respective 7 and 8 glucose units in β and γ-CDs.
Conclusions: The physicochemical and structural information of baicalin and its CD complexes introduced herein can create molecular basis for a promising Drug Delivery System with enhanced bioavailability containing a bioactive phytopharmacon.

Kind

Szabad

Status

elfogadva

Accepted presentation method

poszter

Előadás fájl jóváhagyás

nem rendelkezett róla

Előadó

2775

Presentation file URL

//docs.kmcongress.com/phd2019/eposter_6020.jpeg

Authors (legacy)

Jakab Géza, Antal István
Semmelweis University, Department of Pharmaceutics, Budapest

Data of the presenter

Doctoral School: Pharmaceutical Sciences
Program: Modern Trends in Pharmaceutical Scientific Research
Supervisor: Antal István
E-mail address: jakab.geza@pharma.semmelweis-univ.hu