Pressured Microwave-assisted Hydrolysis of Crude Glycyrrhizic Acid for Preparation of Glycyrrhetinic Acid

Chin.J.Chem.Eng. ›› 2012, Vol. 20 ›› Issue (1): 152-157.

Previous Articles Next Articles

Pressured Microwave-assisted Hydrolysis of Crude Glycyrrhizic Acid for Preparation of Glycyrrhetinic Acid

WANG Renmin, LIN Chan, LIU Jingliang, YU Fang, GAO Jianpei, PAN Xuejun

Faculty of Environmental Science and Engineering, Kunming University of Science and Technology, Kunming 650093, China

Received:2011-05-20 Revised:2011-07-05 Online:2012-05-03 Published:2012-02-28
Supported by:
Supported by the Yunnan Provincial Department of Education Key Foundation (07Z10311)

Pressured Microwave-assisted Hydrolysis of Crude Glycyrrhizic Acid for Preparation of Glycyrrhetinic Acid

王仁敏, 林婵, 刘晶靓, 余方, 高建培, 潘学军

Faculty of Environmental Science and Engineering, Kunming University of Science and Technology, Kunming 650093, China

通讯作者: PAN Xuejun,xjpan@kmust.edu.cn
基金资助:
Supported by the Yunnan Provincial Department of Education Key Foundation (07Z10311)

Abstract

Abstract: A pressured microwave-assisted hydrolysis(PMAH) technique has been developed for hydrolyzing the crude glycyrrhizic acid(GA) extracted from licorice root to prepare glycyrrhetinic acid(GRA).In order to optimize the efficiency of PMAH,several experimental parameters were investigated,including liquid-solid ratio,hydrolysis time,sulfuric acid concentration and hydrolysis temperature.The optimized hydrolysis conditions were as follows:pressured microwave-assisted hydrolysis of crude GA for 21 min(taking 15 min to reach 150℃,and holding it for 6 min) at 150℃(at a radiation power of 450 W) in 3%-5% sulfuric acid solution with the liquid-solid(ml·g^-1 crude GA) ratio of 25:1.As a result of the considerable saving in time and higher product yields(up to 90%),PMAH was proved more effective than conventional methods.

Key words: glycyrrhetinic acid, glycyrrhizic acid, licorice root, pressured microwave-assisted hydrolysis, high performance liquid chromatography

摘要： A pressured microwave-assisted hydrolysis(PMAH) technique has been developed for hydrolyzing the crude glycyrrhizic acid(GA) extracted from licorice root to prepare glycyrrhetinic acid(GRA).In order to optimize the efficiency of PMAH,several experimental parameters were investigated,including liquid-solid ratio,hydrolysis time,sulfuric acid concentration and hydrolysis temperature.The optimized hydrolysis conditions were as follows:pressured microwave-assisted hydrolysis of crude GA for 21 min(taking 15 min to reach 150℃,and holding it for 6 min) at 150℃(at a radiation power of 450 W) in 3%-5% sulfuric acid solution with the liquid-solid(ml·g^-1 crude GA) ratio of 25:1.As a result of the considerable saving in time and higher product yields(up to 90%),PMAH was proved more effective than conventional methods.

关键词: glycyrrhetinic acid, glycyrrhizic acid, licorice root, pressured microwave-assisted hydrolysis, high performance liquid chromatography

CLC Number:

TQ464

WANG Renmin, LIN Chan, LIU Jingliang, YU Fang, GAO Jianpei, PAN Xuejun. Pressured Microwave-assisted Hydrolysis of Crude Glycyrrhizic Acid for Preparation of Glycyrrhetinic Acid[J]. Chin.J.Chem.Eng., 2012, 20(1): 152-157.

王仁敏, 林婵, 刘晶靓, 余方, 高建培, 潘学军. Pressured Microwave-assisted Hydrolysis of Crude Glycyrrhizic Acid for Preparation of Glycyrrhetinic Acid[J]. Chinese Journal of Chemical Engineering, 2012, 20(1): 152-157.

References

1 Isbrucker,R.A.,Burdock,G.A.,"Risk and safety assessment on the consumption of Licorice root(Glycyrrhiza sp.),its extract and powder as a food ingredient,with emphasis on the pharmacology and toxicology of glycyrrhizin",Regul.Toxicol.Pharmacol.,46(3),167-192(2006).
2 Chinese Pharmacopeia Commission,Pharmacopeia of People's Republic of China,Chemical Industry Press,Beijing,80-81(2010).(in Chinese)
3 Wang,Y.C.,Yang,Y.S.,"Simultaneous quantification of flavonoids and triterpenoids in licorice using HPLC",J.Chromatogr,B Anal. Technol.Biomed.Life Sci.,850(1-2),392–399(2007).
4 Zhang,Q.Y.,Ye,M.,"Chemical analysis of the Chinese herbal medicine Gan-Cao(licorice)",J.Chromatogr.A,1216(11),1954-1969(2009).
5 Krahenbuhl,S.,Hasler,F.,Krapf,R.,"Analysis and pharmacokinetics of glycyrrhizic acid and glycyrrhetinic acid in humans and experimental animals",Steroids,59(2),121-126(1994).
6 Hansen,H.K.,Hansen,S.H.,Kraunsoe,M.,Petersen,G.M.,"Comparison of high-performance liquid chromatography and capillary electrophoresis methods for quantitative determination of glycyrrhizinic acid in pharmaceutical preparations",Eur.J.Pharm.Sci.,9 (1),41-46(1999).
7 Kim,D.H.,Hong,S.W.,Kim,B.T.,Bae,E.A.,Park,H.Y.,Han M.J.,"Biotransformation of glycyrrhizin by human intestinal bacteria and its relation to biological activities",Arch.Pharm.Res.,23(2),172-177(2000).
8 Huang,W.,Huang,J.Q.,Zhang,D.F.,Liao,Z.Q.,"The proliferation inhibition and differentiation induction of 18β-glycyrrhizinic acid and glycyrrhizin on human hepatocarcinoma cells",Chinese Journal of Traditional Medical Science and Technology,9(2),92-93(2002). (in Chinese)
9 Yu,F.,Gao,J.P.,Huang,B,Wang,Y.,"Research review on preparation of glycyrrhizinic acid from glycyrrhizic acid extracted from glycyrrhiza",Acta Agriculturae Jiangxi,20(8),91-94(2008).(in Chinese)
10 Kim,D.H.,Lee,S.W.,Han,M.J.,"Biotransformation of glycyrrhizin to 18 beta-glycyrrhetinic acid-3-O-beta-D-glucuronide by Streptococcus LJ-22,a human intestinal bacterium",Biol.Pharm.Bull.,22 (3),320-322(1999).
11 Huang,H.Z.,Yu,H.S.,Zhang,J.,Kang,L.P.,Feng,B.,Song,X.B.,Ma,B.P.,"Biotransformation of glycyrrhizin by Aspergillus niger",Biocatal.Biotransform.,27(2),90-95(2009).
12 Ganzler,K.,Salgo,A.,Valko,K.J.,"Microwave extraction-a novel sample preparation method for chromatography",J.Chromatogr.A,371,299-306(1986).
13 Pan,X.J.,Liu,H.Z.,An,Z.H.,Wang,J.,Niu,G.G.,"Microwave-enhanced dehydration and solvent washing purification of penicillin G sulfoxide",Int.J.Pharm.,220(1-2),33-41(2001).
14 Vicente,I.,Salagre,P.,Cesteros,Y.,Medina,F.,Sueiras,J.E.,"Microwave-assisted synthesis of saponite",Appl.Clay Sci.,48(1-2),26-31(2010).
15 Sivaiah,M.V.,Petit,S.,Brendl,J.,Patrier,P.,"Rapid synthesis of aluminium polycations by microwave assisted hydrolysis of aluminium via decomposition of urea and preparation of Al-pillared montmorillonite.aluminium via decomposition of urea and preparation of Al-pillared montmorillonite",Appl.Clay Sci.,48(1-2),138-145(2010).
16 Qu,C.L.,Yu,S.C.,Bai,Y.P.,You,J.Y.,Zhang,H.Q.,"Determination of amino acids in root of panax quinquefolius L.by microwave hydrolyzation-derivation-hight performance liquid chromatography",Chin.J.Anal.Chem.,37(5),685-690(2009).
17 Halasz,A.,Thiboutot,S.,Ampleman,G.,Hawari,J.,"Microwave-assisted hydrolysis of nitroglycerin(NG)under mild alkaline conditions:New insight into the degradation pathway",Chemosphere,79(2),228-232(2010).
18 Pan,X.J.,Liu,H.Z.,Jia,G.H.,Shu,Y.Y.,"Microwave-assisted extraction of glycyrrhizic acid from licorice root",Biochem.Eng.J.,5 (3),173-177(2000).
19 Thostenson,E.T.,Chou,T.W.,"Microwave processing:fundamentals and applications",Composites:Part A,30(9),1055-1071(1999).
20 Camel,V.,"Recent extraction techniques for solid matricessupercritical fluid extraction,pressurized fluid extraction and microwave-assisted extraction:their potential and pitfalls",Analyst,126(7),1182-1193(2001).
21 Fidalgo-Used,N.,Blanco-Gonzalez,E.,Sanz-Medel,A.,"Sample handling strategies for the determination of persistent trace organic contaminants from biota samples",Anal.Chim.Acta.,590(1),1-16 (2007).
22 Zeng,Q.H.,"Study on extraction process of glycyrrhetic acid and glycyrrhetinic acid",Journal of Zunyi Normal College,8(1),62-64 (2006).(in Chinese)

[1]	ZHOU Jing, HU Xianmei, WANG Tianxin, LIANG Hao, YUAN Qipeng. HPLC Analysis of Egg Yolk Phosphatidylcholine by Evaporative Light Scattering Detector [J]. Chin.J.Chem.Eng., 2012, 20(4): 665-672.
[2]	Dalkeun PARK, Joong Kee LEE, So-Young KIM, Taeho SONG, Sung-Sup SUH. Comparative Optical Separation of Racemic Ibuprofen by Using Chiral Stationary Phase [J]. , 2002, 10(6): 681-685.

Pressured Microwave-assisted Hydrolysis of Crude Glycyrrhizic Acid for Preparation of Glycyrrhetinic Acid

Pressured Microwave-assisted Hydrolysis of Crude Glycyrrhizic Acid for Preparation of Glycyrrhetinic Acid

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 2

Recommended Articles

Metrics

Comments