Capillary electrophoresis of tetrahydroberberine alkaloids: chiral separation by cyclodextrin-modified micellar electrokinetic chromatography

Koyama, Junko; Toyokuni, Izumi; Kino, Akari; Tagahara, Kiyoshi

doi:10.1002/(sici)1099-1565(199907/08)10:4<175::aid-pca461>3.0.co;2-v

Cited by 6 publications

(2 citation statements)

References 16 publications

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“…The enantiomeric separation of THB has been achieved using high performance liquid chromatography (HPLC) method with cellulose tris(3,5‐dimethylphenylcarbamate) chiral stationary phases (CSP) in both normal phase and polar organic modes 15. Junko et al reported a micellar electrokinetic capillary chromatographic method for the separation of THB alkaloids with addition of γ‐cyclodextrin to the sodium dodecyl sulfate micelle solution 16. However, to our knowledge any method for quantifying THB enantiomers in biological specimens has not been published, also no report on the stereoselective pharmacokinetics of THB.…”

Section: Introductionmentioning

confidence: 99%

Chiral hplc determination and stereoselective pharmacokinetics of tetrahydroberberine enantiomers in rats

et al. 2012

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Tetrahydroberberine (THB), a racemic mixture of (+)- and (-)-enantiomer, is a biologically active ingredient isolated from a traditional Chinese herb Rhizoma corydalis (yanhusuo). A chiral high performance liquid chromatography method has been developed for the determination of THB enantiomers in rat plasma. The enantioseparation was carried out on a Chiral®-AD column using methanol:ethanol (80:20, v/v) as the mobile phase at the flow rate 0.4 ml/min. The ultraviolet detection was set at 230 nm. The calibration curves were linear over the range of 0.01-2.5 μg/ml for (+)-THB and 0.01-5.0 μg/ml for (-)-THB, respectively. The lower limit of quantification was 0.01 μg/ml for both (+)-THB and (-)-THB. The stereoselective pharmacokinetics of THB enantiomers in rats was studied after oral and intravenous administration at a dose of 50 and 10 mg/kg racemic THB (rac-THB). The mean plasma levels of (-)-THB were higher at almost all time points than those of (+)-THB. (-)-THB also exhibited greater C(max), and AUC(0-∞), smaller CL and V(d), than its antipode. The (-)/(+)-enantiomer ratio of AUC(0-∞) after oral and intravenous administration were 2.17 and 1.43, respectively. These results indicated substantial stereoselectivity in the pharmacokinetics of THB enantiomers in rats.

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Section: Introductionmentioning

confidence: 99%

Chiral hplc determination and stereoselective pharmacokinetics of tetrahydroberberine enantiomers in rats

et al. 2012

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“…Capillary electrophoresis (CE) has been successfully applied for the analysis of the ingredients in herbal medicines due to its high resolution, minimum sample volume, short analysis time, and high separation efficiencies. Various alkaloids contained in herbal plants have been separated and determined using different CE modes, such as capillary zone electrophoresis (CZE), nonaqueous CE (NACE), and micellar electrokinetic chromatography (MEKC) [15][16][17][18][19][20][21][22][23][24]. To the best of our knowledge, only one paper was reported for the quantitative analysis of toxic PAs by CE method [25].…”

Section: Introductionmentioning

confidence: 99%

Separation and determination of toxic pyrrolizidine alkaloids in traditional Chinese herbal medicines by micellar electrokinetic chromatography with organic modifier

Feng

et al. 2005

Electrophoresis

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A simple and rapid micellar electrokinetic chromatography (MEKC) method was developed for the separation and determination of four toxic pyrrolizidine alkaloids (PAs) (senkirkine, senecionine, retrorsine, and seneciphylline) in two traditional Chinese herbal medicines (Qian liguang and Kuan donghua). Separation was performed in the running buffer consisting of 20 mM borate, 30 mM SDS, and 20% methanol at pH 9.1. With the optimized separation conditions, four PAs were separated in 17 min by a single run. The calibration curves showed good linearity with correlation efficiencies (R(2)) between 0.9940 and 0.9988. RSDs in migration time and peak area were 0.31, 0.40, 0.39, 0.48% and 3.28, 3.48, 4.16, 3.42% for senkirkine, senecionine, retrorsine, and seneciphylline, respectively. Limits of detection (S/N = 3) varied from 1.19 to 2.70 microg/mL. The proposed method was applied to determine the PAs extracted from Chinese herbal medicines (Qian liguang and Kuan donghua). PA of senkirkine in Kuan donghua was detected and the amount was found to be 79.1 microg/g. The results obtained indicate that the proposed MEKC method could potentially become an effective alternative tool for qualification control and quantitative analysis of herbal medicines in pharmaceutical industry.

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CEC and EKC of natural compounds

2007

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In this review, an overview of CEC and EKC methods with their developments are summarized for different natural compounds. It is divided into three main parts. The first part elaborates the separation of lipophilic compounds without any charged groups. The second part constitutes CEC and EKC of lipophilic compounds containing ionizable functional groups whereas the third part contains hydrophilic compounds. Packed, monolithic, coated, or raw fused-silica (FS) capillaries are among the choice for stationary phases. Applications of these phases on the above-mentioned three classes of compounds, coupled with different detection methods, e.g. MS or LIF, are explored and their advantages and disadvantages are discussed.

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Capillary electrophoresis of tetrahydroberberine alkaloids: chiral separation by cyclodextrin-modified micellar electrokinetic chromatography

Cited by 6 publications

References 16 publications

Chiral hplc determination and stereoselective pharmacokinetics of tetrahydroberberine enantiomers in rats

Chiral hplc determination and stereoselective pharmacokinetics of tetrahydroberberine enantiomers in rats

Separation and determination of toxic pyrrolizidine alkaloids in traditional Chinese herbal medicines by micellar electrokinetic chromatography with organic modifier

CEC and EKC of natural compounds

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