• 대한약리학회지
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• 제5권1호
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• pp.39-43
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• 1969

In the present investigation, the anti-inflammatory activity of glycyrrhetic acid derivatives (abbreviated as AMKOA, 28-OMKOA, 30-OMKOA) was compared with hydrocortisone and sodium salicylate by a new anti-inflammatory test, utilizing the chorio-allantoic membrane of the chick embryo, which is outstandingly suitable for large scale screening of new compounds. The anti-inflammatory activity of the glycyrrhetic acid derivatives was similar to hydrocortisone and superior to sodium salicylate.

• 생약학회지
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• 제26권1호
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• pp.31-39
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• 1995

In order to investigate the chemical and pharmacological characterization of crude drug processing, the triterpenoidal constituents of Glycyrrhizae Radix(GR) were examined. Processed GR has been often used to reinforce and change the efficacy of GR. Glycyrrhizin(GL) is one of the main constituents of GR. Following procedure described in the oriental medicinal reference, GR and GL were heated at $140^{\circ}C{\sim}240^{\circ}C$ in GC oven. And then, the content of GL in the processed GR and GL was analyzed by HPLC. GL was transformed to $18-{\beta}-glycyrrhetic\;acid\;mono-{\beta}-D-glucuronide(GM)$ and glycyrrhetic acid(GA) by processing at $170^{\circ}C$. Determination of the content of GL increasing the heating temperature showed that GL was decomposed by heat above $150^{\circ}C$. It was also found that the content of GL in GR processed by heat above $170^{\circ}C$ remakeably decreased.

• 한국자원식물학회:학술대회논문집
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• 한국자원식물학회 2018년도 춘계학술발표회
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• pp.98-98
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• 2018

Glycyrrhizin은 감초의 주성분으로 많은 생리활성을 나타내는 성분이다. 감초를 복용하게 되면, 글리시리진은 장내에 서식하고 있는 장내세균에 의해 glycyrrhetic acid로 대사된다. 하지만, 지금까지 대사반응에 관여하고 있는 균주가 분리 후 자원화되지 않았다. 본 연구를 통해 사람의 대변으로부터 glycyrrhizin을 대사하는 균주로 분리된 strain GLY의 16S rRNA 유전자를 분석한 결과, Enterococcus faecium과 99%의 상동성을 보여, Enterococcus faecium GLY (Genebank No. MH048988)로 명명하였다. 대사활성의 특성을 검토하기 위하여 time course, 기질의 농도에 따른 대사활성의 변화, 근연 균주와 대사활성 비교를 실시하였다. Time course 실험에서 GLY균주가 증식함에 따라 기질인 glycyrrhizin은 줄어들고, 대사산물인 glycyrrhetic acid는 새로 생성되었다. 또한, 기질의 농도에 따른 대사활성의 차이 검토를 위해 여러 농도를 처리하여 배양하였을 때, 1.0mM을 처리한 샘플에서 최대값의 대사물 농도를 보였다. Enterococcus faecium와의 근연균주를 이용하여 glycyrrhizin 대사활성을 측정한 결과, strain GLY 균주가 가장 큰 대사능을 가지고 있었다. 본 연구는 앞으로 glycyrrhizin 생체이용 및 대사 연구를 위한 기초연구가 될 것이며, 장내세균에 의한 생약성분의 대사를 이해하는데 도움이 될 수 있다.

• Archives of Pharmacal Research
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• 제13권2호
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• pp.174-179
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• 1990

Second derivative (D2) spectrometry using ion-pair extraction technique was development for the determination of total glycyrrhetic acid (GA) in Glycyrrhizae Radix, Glycyr-rhizin (G) obtained from Glycyrrhizae Radix was hydrolyzed into GA in 2 N-HCI and methanol (1:1) and extracted from aqueous phase in the form of an ion-pair complex with tetrapentylammonium bromide (TPA) as a counter ion. Maximum D2 amplitude (Z value) was obtained when 1000-fold or greater molar ratio of TPA was used at pH 11. Reaction an effective extraction solvent of the ion-pair complex. The linearity of standard curve of ion-pair GA was obtained in the range of 4.120 $\mu$g/ml as GA. Assayed contents of GA in dry powder by D2 UV spectrometry and HPLC method were 5.31 $\pm$ 0.04% and 5.20 $\pm$ 0.008%, respectively.

• Journal of the Korean Wood Science and Technology
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• 제47권2호
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• pp.178-188
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• 2019

Licorice, which has an extensive history of use as an herbal medicine, has been suggested to have oral health benefits. However, to date, no systematic study has been conducted on the preparation method of licorice extracts for oral health. In this study, licorice extracts prepared using water and ethanol were investigated for its ability to inhibit the biofilm formation of Streptococcus mutans. The licorice extract prepared with around 60% ethanol effectively inhibited the biofilm formation of S. mutans. Licorice extracted with 50% ethanol almost completely inhibited the biofilm formation at 1.5 g/L of licorice extract. This inhibitory activity was confirmed in a microplate assay and a flow cell system. Glycyrrhetic acid was extracted from licorice effectively with 60% ethanol concentration. The strong inhibitory activity of glycyrrhetic acid and the synergistic inhibition with glycyrrhizin on biofilm formation were suggested as major reasons for a concentration-specific extraction. These results suggest that licorice extract prepared using around 60% ethanol effectively inhibits the biofilm formation of S. mutans.

• Archives of Pharmacal Research
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• 제19권4호
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• pp.292-296
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• 1996

By human intestinal bacteria, glycyrrhizin (18${\beta}$-glycyrrhetic acid ${beta}$-D-glucuronyl.${\alpha}$-D-glucuronic acid, GL) and baicalin (baicalein ${\beta}$-D-glucuronic acid) were metabolized to glycyrrhetinic acid and baicalin, respectively. However, .${\alpha}$-glucuronidase of Bacteroides JY-6 isolated from human intestinal bacteria hydrolyzed GL or 18.${\beta}$-glycyrrhetinic acid ..${\alpha}$-D-glucuronic acid to 18${\beta}$-glycyrrhetic acid but did not baicalin. However, E. coli ${\beta}$-glucironidase from human intestinal bacteria hydrolyzed baicalin to baicalein, but did not GL.${\beta}$-Glucuronidase of mammalian tissues hydrolyzed both GL and baicalin.

• 한국응용약물학회:학술대회논문집
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• 한국응용약물학회 1998년도 Proceedings of UNESCO-internetwork Cooperative Regional Seminar and Workshop on Bioassay Guided Isolation of Bioactive Substances from Natural Products and Microbial Products
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• pp.125-125
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• 1998

Glycyrrhizin (18$\beta$-glycyrrhetic acid $\beta$-D-glucuronyl a-D-glucuronic acid, GL), a main component of liquore extract (Glycyrrhiza glabra), is ingested orally as a component in the oriental medicine. By human intestinal bacteria, glycyrrhizin (18$\beta$-glycyrrhetinic acid $\beta$-D-glucuronyl a-D-glucuronic acid, GL) was metabolized to glycyrrhetinic acid (GA): main pathway metabolizing GL to GA by glucuronidases of Bacteroides J-37 (Kim et al., 1997) and Eubacterium sp strain GLH (Akao et al., 1987) and minor pathway metabolizing GL to GA via 18$\beta$-glycyrrhetic acid D-glucuronic acid (GAMG) by $\beta$-glucuronidase of Streptococcus LJ-22 and glucuronidases of Bacteroides J-37 / E. coli. $\beta$-Glucuronidase from Streptococcus LJ-22 hydrolyzed GL to GAMG, not GA. $\beta$-Glucuronidase of Streptococcus LJ-22 hydrolyzed $\beta$-glucuronic acid conjugates of polysaccharides rather than aglycone-$\beta$-glucuronides Optimal pH of Streptococcus LJ-22 $\beta$-glucuronidase was 5-6 and its molecular weight was 250 kDaltons. Km for GL was 0.37mM.

• 분석과학
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• 제13권4호
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• pp.504-510
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• 2000

Glycyrrhizin은 감초(Glycyrrhizae Radix)의 주성분으로써 항궤양, 항염증, 항알러지, 진해작용을 하는 것으로 알려져 있으며 glycyrrhetinic acid에 2당류가 연결된 매우 hydrophilic하고 분자량이 큰(mw=822.92) 물질이다. 본 연구에서는 on-line high performance liquid chromatography (HPLC)/electrospray ionization (ESI)- mass spectrometery (MS)를 이용하여 각종 glycyrrhizin 표준품들의 불순물들에 대한 구조 규명을 하였다. 사용한 HPLC column은 $C_{18}$($3.9{\times}300mm$, $10{\mu}m$)이었으며 이동상은 acetic acid/$H_2O$(1:15):acetonitrile=3:2를 0.8ml/min으로 흘려주었고 용출물을 post-column splitter를 사용하여 50:1로 split시켜서 ESI-MS에 주입하였다. ESI-MS는 negative mode이었으며 CapEx voltage는 100 V에서 각 불순물들의 분자량이 측정되었고 구조규명을 위하여 CapEx voltage를 80-300 V까지 변화시켜주는 CID (collision induced dissoclation) 기법을 사용함으로써 fragment를 얻을 수 있었고 이를 바탕으로 구조규명을 하였다. 주요 불순물의 구조는 glycyrrhetic acid moiety에 수산화기(-OH)가 붙은 형태와 glycyrrhetic acid moiety의 12번 위치에서 환원이 일어난 형태 이었다. 표준품의 순도는 약 90% 정도이었다.

• 생약학회지
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• 제36권3호통권142호
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• pp.209-219
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• 2005

In this study, we carried out the preparing standardization and regulation of processed Glycyrrhizae Radix (PGR) which have been widely used in oriental medicines. Glycyrrhizae Radix(GR) have been generally prepared by the stir-frying, or mix-frying with honey for the purpose of decreasing sweetness and augmenting vitality. Firstly, we tried to standardize PGR prepared by the stir-frying. We purchased 14 kinds of PGR and non-processed GR(NPGR) at oriental physician's offices and oriental pharmacies on a nation scale, respectively. The amounts of dry on loss, water extract, diluted ethanol extract, ether extract, total ash, acid insoluble ash, glycyrrhizin(GL), glycyrrhetic acid(GA) and liquiritin(LQ) of them were examined. The amounts of dry on loss, GL and LQ in commercial PGRs showed remarkable decrease, while GA showed increased as compared with NPGR. In order to standardize preparing method of PGR, the effect of heating time on physico-chemical parameters and biological activities were examined. Physico-chemical parameters such as dry on loss, extract amount, GL and LQ contents in PGRs showed decrease, however, GA was increased with heating time as compared with NPGR. Also, GA, obtained from heat-treated GR, was found as an artifact in PGRs. PGR was more effective than NPGA in vitro test of DPPH scavenging effect and TBA-Rs reducing effect. PGR and NPGR showed potent hepatoprotective effect on $CCl_4-intoxicated$ rats. Especially, PGR prepared by 80 min of heating was the most effective. Considering these results, the optimal condition for PGR preparation was $150^{\circ}C$ for 80 min.

• 한국자원식물학회지
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• 제20권3호
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• pp.226-233
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• 2007

To develop a clinically available saponin- or sapogenin complex from Oriental medicines, the EtOH extract (KPRG-A) was obtained by extracting from the four crude drugs, Kalopanacis Cortex, Platycodi Radix, Rubi Fructus and Glycyrrhizae Radis. The BuOH fraction (KPRG-B), a crude saponin complex, was prepared by fractionating KPRG-A, which were further completely hydrolyzed to afford the sapogenin complex (KPRG-D). In an attempt to find the antinoicpetive effects of the saponin complex and sapogenin complex, KPRG-C, and -D, were assayed by writhing-, hot plate-, and tail-flick tests using mice or rats. The three samples were also subjected to antiiflammatory tests using serotonin-induced and carrageenan-induced hind paw edema mice and rats, respectively. The three samples significantly reduced inflammations and pains of the experimental animal. The potency were found in the order of KPRG-D> KPRG-C> KPRG-B. The most active sample, KPRG-D, caused no death, no body increase or no anatomical pathlogic change even at 2,000 mg/kg dose. These results suggest that a sapogenin complex, KPRG-D, which was found to contain mainly hederagenin, platycodigenin, polygalacic acid, 23-hydroxytormentic acid, glycyrrhetic acid together with minor triterpene acids, could be a potential candidate for antiinflammatory therapeutics.