• Title/Summary/Keyword: liquiritin

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Biotransformation of Liquiritin in Glycyrrhiza uralensis Fisch Extract into Liquiritigenin by Plant Crude Enzymes (식물 유래 조효소에 의한 감소 Liquiritin의 Liquiritigenin으로의 변환)

  • Park, Min-Ju;Na, In-Su;Min, Jin-Woo;Kim, Se-Yeong;Yang, Deok-Chun
    • Korean Journal of Medicinal Crop Science
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    • v.16 no.2
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    • pp.74-78
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    • 2008
  • Liquiritin in licorice (Glycyrrhiza uralensis Fisch) extract was treated with three different plant crude enzymes (Prunus dulcis enzyme; PDE, P. armeniaca enzyme; PAE and P. persica enzyme; PPE) for biotransformation. The resulting product of liquiritin was analyzed by TLC and HPLC. The ${\beta}glucosidase$ activities of crude enzymes were 259.6 U/g (PDE), 407.6 U/g (PAE) and 445.8 U/g (PPE), respectively. The liquiritin was converted to liquiritigenin after 12 hours of incubation with the crude enzymes. Liquiritigenin content reached its maximum level after the treatment with PPE at $37^{\circ}C$.

Qunatitative analysis of liquiritin and glycyrrhizin in glycyrrhizae radix by HPLC-MS/MS (HPLC-MS/MS에 의한 감초의 liquiritin과 glycyrrhizin의 분석)

  • Yu, Young-Beob;Kim, Mi-Jung;Huang, Dae Sun;Ha, Hye-Kyeong;Ma, Jin-Yeul;Shin, Hyeun-Kyoo
    • Analytical Science and Technology
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    • v.20 no.4
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    • pp.331-338
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    • 2007
  • Licorice, Glycyrrhizae Radix is widely used as a herbal medicines and a dietary supplements in East Asia. We employed high performance liquid chromatography electrospray ionization tandem mass spectrometry to determine liquiritin and glycyrrhizin in the Glycyrrhizae Radix. Liquiritin and glycyrrhizin in Glycyrrhizae Radix were ionized by positive ion pneumatically assisted electrospray and detected by HPLC-MS/MS in the multiple-reaction monitoring (MRM) mode using precursor ${\rightarrow}$ product ion combinations at m/z $436.2{\rightarrow}257.0$ and $823.4{\rightarrow}453.4$, respectively. The assay had a calibration range from 10 to 3,000 ng/mL. The limits of detection (LOD) of the liquiritin and glycyrrhizin were 0.4 ng/mL and 0.01 ng/mL, respectively. The reproducibility and repeatability (relative standard deviation) at different analyte concentrations varied from 103 to 113 % and 0.95 to 1.8 %, respectively. According to the above results, HPLC-MS/MS method permits assignment of tentative structures such as liquiritin and glycyrrhizin in the Glycyrrhizae Radix.

Chemical influences of the rhizomes of Atractylodes japonica, A. macrocephala, or A. chinensis on the extraction efficiencies of chemical compounds in the roots and rhizomes of Glycyrrhiza uralensis during hot-water extraction (열수추출 과정에서 삽주, 백출(큰꽃삽주), 북창출 배합이 감초 성분의 추출률에 미치는 영향)

  • Kim, Jung-Hoon
    • The Korea Journal of Herbology
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    • v.34 no.5
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    • pp.39-47
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    • 2019
  • Objectives : When herbal medicines are extracted together, they may interact with each other, leading to change of chemical characteristics. This study aimed to evaluate the influence of Atractylodes rhizomes (Atractylodes japonica, A. macrocephala, and A. chinensis) on the chemical features of the roots and rhizomes of Glycyrrhiza uralensis, which is are commonly combined with herbal medicines in many herbal formulae, when they are co-decocted. Methods : Liquiritin apioside, liquiritin, ononin, and glycyrrhizin levels of G. uralensis in hot-water extracts prepared by the combination of Atractylodes rhizomes with various weight ratios (G. uralensis : Atractylodes rhizomes = 10:0, 10:5, 10:10, and 10:20) and extraction times (60, 90, and 120 min) were quantified using a HPLC-diode array detector and compared by statistical analysis. Results : The concentrations of liquiritin apioside, liquiritin, ononin, and glycyrrhizin from G. uralensis roots and rhizomes mostly reduced when co-extracted with Atractylodes rhizomes, and the addition of A. chinensis most reduced their contents between Atractylodes combination groups. A. japonica and A. macrocephala rhizomes also showed differences of liquiritin and glycyrrhizin levels at 10 g and 20 g groups of Atractylodes rhizomes. Extraction times also affected the concentrations of liquiritin, ononin, and glycyrrhizin mostly during 60 and 90 min. Conclusions : Atractylodes rhizomes might alter the chemical characteristics of G. uralensis when these herbs are co-decocted. This study provides the understanding of the chemical interactions of herbal medicines during the extraction in hot water.

Separation of liquiritin, glycyrrhizic acid and glabridin from licorice by RP-HPLC (RP-HPLC를 이용한 감초에서 liquiritin, glycyrrhizic acid, glabridin의 분리)

  • Tian, Minglei;Yan, Hongyuan;Row, Kyung Ho
    • Analytical Science and Technology
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    • v.21 no.2
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    • pp.102-108
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    • 2008
  • Reversed-phase high performance liquid chromatography (RP-HPLC) was used for the simultaneous determination of liquiritin (LQ), glycyrrhizic acid (GA) and glabridin from licorice. An optimized run condition was selected with a binary gradient elution of methanol-water which ramped 35/65 to 80/20 (vol. %) in 0.0-8.0 min and a flow rate of 1.0 mL/min. A good linearity was obtained between 0.2 mg/mL and 1.0 mg/mL for LQ and GA, and 0.01 mg/mL-0.2 mg/mL for glabridin with the relative standard deviations less than 0.90% (n=5). The developed method was successfully applied to determination of the three components from licorice samples. The mean recoveries of three components are 80.79% for liquiritin, 89.71% for glycyrrhizic acid and 72.50% for glabridin.

Characterization and Transdermal Delivery of Ethosomes Loaded with Liquiritigenin and Liquiritin (리퀴리티게닌과 리퀴리틴을 담지한 에토좀의 특성 및 경피 전달)

  • Im, Na Ri;Kim, Hae Soo;Lim, Ji Won;Kim, Kyeong Jin;Noh, Geun Young;Park, Soo Nam
    • Applied Chemistry for Engineering
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    • v.26 no.5
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    • pp.563-568
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    • 2015
  • Liquiritin and its aglycone, liquiritigenin are flavonoid found in licorice that show anti-oxidant and anti-aging properties. In this study, ethosomes loaded with hydrophobic liquiritigenin or liquiritin were prepared as a transdermal delivery system. The particle size, entrapment efficiency, and skin permeability of ethosomes were evaluated. Ethosome containing liquiritigenin was stable up to 2 mM and ethosome containing liquiritin was stable up to 0.75 mM concentration. The particle size of ethosomes containing 0.75 mM liquiritigenin and liquiritin was 143.85 and 158.90 nm, respectively and the entrapment efficiency was 47.51 and 54.61%, respectively. The entrapment efficiency was improved with increasing concentrations of drugs. Ethosomes loaded with liquiritigenin or liquiritin were superior in skin permeation ability compared to that of 20% ethanol solution and conventional liposomes. These results suggest that ethosomes containing 0.50 mM liquiritigenin or liquiritin are effective for the skin permeation and may be used as an antiaging and antioxidant ingredient in cosmetic formulation.

Analysis of Liquiritigenin, an Aglycone of Liquiritin in Licorice by High Performance Liquid Chromatography (감초 중 리퀴리티게닌 분석법 개발 및 함량분석)

  • Lee, Jong-Hwa;Ze, Keum-Ryon;Kim, Do-Hoon;Park, Ju-Young;Shim, Young-Hoon;Kim, Jong-Hwan;Lim, Sook;Shin, Jin-Seon;Kim, In-Seon;Kim, Ji-Yeon;Seong, Sang-Hyun;Jang, Seung-Yeup;Kim, Dong-Seup;Seong, Rack-Seon
    • Korean Journal of Pharmacognosy
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    • v.40 no.4
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    • pp.309-314
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    • 2009
  • Licorice(Glycyrrhizae Radix et Rhizoma) is recorded as the root of Glycyrrhiza uralensis Fischer or Glycyrrhiza glabra Linne or Glycyrrhiza inflata Bat.(Leguminosae) in Korean Pharmacopoeia $9^{th}$ edition (KP9) and Chinese Pharmacopoeia 2005(CP2005), Glycyrrhiza uralensis Fischer or Glycyrrhiza glabra Linne in Japanese Pharmacopoeia 2005(JP2005). It is established the content standard of Glycyrrhizin 2.5 % and liquiritin 1% in KP9 and CP2005. But, according to the reports, all Licorice species were not sufficient for content standard of liquiritin 1.0% for licorice in KP9 and CP2005. It shows different content of liquiritin among G. uralensis, G. glabra and G. inflata. Also, it was reported liquiritin, liquiritin apioside are transformed into liquiritigenin by human internal flora. Therefore, we have studied for the pre-treatment condition and analytical method of liquiritigenin; It was good efficinet in 2M HCl reflux(1 hr) for hydrolysis and in methylene chloride for solvent fractionation. And 1% acetic acid in DW(A) and acetonitrile(B) with gradient condition as a mobile phase was most effective in HPLC analytical condition. According to these experimental methods, we have anlayzed content of liquiritigenin about 77 Licorice sample. In this research, it was also examined the content of liquiritin and liquiritigenin for Glycyrrhizae Radix related growing area. According to the results, we suggested the content standard of glycyrrhizin more than 2.5%, liquiritigenin more than 0.7%(after hydrolysis) of licorice.

Development of Porous Cellulose Hydrogel for Enhanced Transdermal Delivery of Liquiritin and Liquiritigenin as Licorice Flavonoids (감초 플라보노이드 Liquiritin 및 Liquiritigenin을 담지한 피부전달체인 셀룰로오스 다공성 하이드로젤 제형 개발)

  • Kim, Su Ji;Kwon, Soon Sik;Yu, Eun Ryeong;Park, Soo Nam
    • Polymer(Korea)
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    • v.38 no.5
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    • pp.676-681
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    • 2014
  • Licorice, widely used as a herbal medicine, has flavonoids such as liquiritin and its aglycone, liquiritigenin that show anti-oxidant and anti-inflammatory properties. Licorice flavonoid-loaded cellulose hydrogels were prepared as carriers for skin drug delivery, and their properties were investigated. The porous cellulose hydrogel was made by reacting cellulose with epichlorohydrin as a cross-linking agent in NaOH/urea(1~10%) solutions. Through studies on the rheological properties and water uptake of the hydrogel, a NaOH/urea(6%) solution was established as being optimum for the synthesis of the cellulose hydrogel containing liquiritin and liquiritigenin. Scanning electron microscopy (SEM) observations of a cross-section of the prepared hydrogel indicated its porosity. In particular, in skin permeation experiments using a Franz diffusion cell, hydrogel containing the licorice flavonoids showed remarkable transdermal permeation compared to the control group. These results indicate that porous cellulose hydrogel is a potential drug delivery system to enhance the skin permeation of licorice flavonoids.

Quantitative Analysis of the Marker Components in Glycyrrhizae Radix et Rhizoma by Processing Method (포제(炮製)에 따른 감초 중 liquiritin, glycyrrhizin 및 glycyrrhetinic acid의 함량분석)

  • Seo, Chang-Seob;Kim, Jung-Hoon;Shin, Hyeun-Kyoo;Hwang, Seock-Yeon;Kim, Byoung-Soo
    • Journal of Haehwa Medicine
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    • v.23 no.1
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    • pp.93-104
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    • 2014
  • Glycyrrhizae Radix et Rhizoma has been extensively used by human beings as a medicinal herb as well as natural sweetener. In this study, we performed quantification analysis of three major constituents including liquiritin, glycyrrhizin, and glycyrrhetinic acid in the 70% ethanol extracts of non-processed Glycyrrhizae Radix et Rhizoma and processed Glycyrrhizae Radix et Rhizoma using a high-performance liquid chromatography coupled with photodiode array detector. The analytical column for separation of the 3 constituents used a Gemini C18 column kept at $40^{\circ}C$ by the gradient elution of two mobile phase. The amounts of liquiritin, glycyrrhizin, and glycyrrhetinic acid in non-processed Glycyrrhizae Radix et Rhizoma were 2.57%, 3.52%, and not detected. After processing by roasting, the best roasting temperature and time of iquiritin, glycyrrhizin, and glycyrrhetinic acid were $160^{\circ}C$-15 min (2.46%), $160^{\circ}C$-15 min (3.67%), and $240^{\circ}C$-15 min (0.76%), respectively.

Production of Flavonoid Aglycone from Korean Glycyrrhizae Radix by Biofermentation Process (발효법제에 의한 감초의 Flavonoid 무배당체의 생산)

  • Na, In-Su;Park, Min-Ju;Noh, Chong-Hoon;Min, Jin-Woo;Bang, Myun-Ho;Yang, Deok-Chun
    • Journal of Physiology & Pathology in Korean Medicine
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    • v.22 no.3
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    • pp.569-574
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    • 2008
  • The GUE6 was isolated from ethyl acetate fraction of Glycyrrhiza uralensis and confirmed as liquiritin. Liquiritin(LQ) treated with ${\beta}$-glucosidase from plant(Prunus dulcis) and bacteria(Lactobacillus pentosus) crude enzymes. The ${\beta}$-glucosidase activities of crude enzymes were 229.8 U/g(Prunus dulcis) and 19.17 U/ml(Lactobacillus pentosus), respectively. Liquiritin(LQ) biotransformed into liquiritigenin(LQG) by ${\beta}$-glucosidase from crude enzymes. The EtOAc fraction(GUE6) and the converted product were identified as liquiritin and liquiritigenin, by TLC chromatogram, $^{1}H$-NMR and $^{13}C$-NMR.