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Current Medicinal Chemistry

Editor-in-Chief

ISSN (Print): 0929-8673
ISSN (Online): 1875-533X

General Review Article

A Review: The Anti-inflammatory, Anticancer and Antibacterial Properties of Four Kinds of Licorice Flavonoids Isolated from Licorice

Author(s): Ze-Feng Wang, Jia Liu, Yong-An Yang and Hai-Liang Zhu*

Volume 27, Issue 12, 2020

Page: [1997 - 2011] Pages: 15

DOI: 10.2174/0929867325666181001104550

Price: $65

Abstract

Plants have always been an important source of medicines for humans, and licorice is a very significant herb in the development of humans. As a traditional herb, it is widely cultivated in China, Japan, Russia, Spain and India. With the development of organic chemistry and biochemistry, various chemical ingredients extracted from licorice have been studied and identified. Among them, many chemical components were considered to have strong pharmacological activities, such as anti-inflammatory, anti-ulcer, antibacterial, anticancer and so on. Based on those reports, licorice has attracted the attention of many researchers in recent years, and they are devoted to discovering the active ingredients and mechanism of action of active compounds. Licorice flavonoids are one of the main extracts of licorice root and stem and have many potential biological properties. This paper aims to summarize the four kinds of licorice flavonoids, including liquiritigenin, isoliquiritigenin, licochalcone (including licochalcone A and licochalcone B) and glabridin, about their biological activities of anti-inflammatory, anticancer, antibacterial.

Keywords: Licorice flavonoids, anti-inflammatory, anticancer, antibacterial, mechanism, natural products.

[1]
Yadav, R.N.S.; Agarwala, M. Phytochemical analysis of some medicinal plants. J. Phytol., 2011, (5), 10-14.
[2]
Darshan, S.; Doreswamy, R. Patented antiinflammatory plant drug development from traditional medicine. Phytother. Res., 2004, 18(5), 343-357.
[http://dx.doi.org/10.1002/ptr.1475] [PMID: 15173991]
[3]
Cai, P.; Qiu, H.; Qi, F.; Zhang, X. The toxicity and safety of traditional Chinese medicines: Please treat with rationality. Biosci. Trends, 2019, 13(5), 367-373.
[http://dx.doi.org/10.5582/bst.2019.01244] [PMID: 31564696]
[4]
Asl, M.N.; Hosseinzadeh, H. Review of pharmacological effects of Glycyrrhiza sp. and its bioactive compounds. Phytother. Res., 2008, 22(6), 709-724.
[http://dx.doi.org/10.1002/ptr.2362] [PMID: 18446848]
[5]
Li, Y.; Ning, J.; Wang, Y.; Wang, C.; Sun, C.; Huo, X.; Yu, Z.; Feng, L.; Zhang, B.; Tian, X.; Ma, X. Drug interaction study of flavonoids toward CYP3A4 and their quantitative structure activity relationship (QSAR) analysis for predicting potential effects. Toxicol. Lett., 2018, 294, 27-36.
[http://dx.doi.org/10.1016/j.toxlet.2018.05.008] [PMID: 29753067]
[6]
Chen, G.; Zhu, L.; Liu, Y.; Zhou, Q.; Chen, H.; Yang, J. Isoliquiritigenin, a flavonoid from licorice, plays a dual role in regulating gastrointestinal motility in vitro and in vivo. Phytother. Res., 2009, 23(4), 498-506.
[http://dx.doi.org/10.1002/ptr.2660] [PMID: 19067384]
[7]
Kumar, S.; Pandey, A. K. Chemistry and Biological Activities of Flavonoids: An Overview. The Scientific World Journal, 2013. (2013-12-29) 2013, 2013 (11-12), 162750.
[8]
Rice-Evans, C.; Miller, N.; Paganga, G. Antioxidant properties of phenolic compounds. Trends Plant Sci., 1997, 2(4), 152-159.
[http://dx.doi.org/10.1016/S1360-1385(97)01018-2]
[9]
Kalt, W.; Forney, C.F.; Martin, A.; Prior, R.L. Antioxidant capacity, vitamin C, phenolics, and anthocyanins after fresh storage of small fruits. J. Agric. Food Chem., 1999, 47(11), 4638-4644.
[http://dx.doi.org/10.1021/jf990266t] [PMID: 10552863]
[10]
Cai, Y.; Luo, Q.; Sun, M.; Corke, H. Antioxidant activity and phenolic compounds of 112 traditional Chinese medicinal plants associated with anticancer. Life Sci., 2004, 74(17), 2157-2184.
[http://dx.doi.org/10.1016/j.lfs.2003.09.047] [PMID: 14969719]
[11]
Gordon, M.H.; An, J. Antioxidant activity of flavonoids isolated from licorice. J. Agric. Food Chem., 1995, 43(7), 1784-1788.
[http://dx.doi.org/10.1021/jf00055a007]
[12]
Morsi, M.K.; El-Magoli, B.; Saleh, N.T.; El-Hadidy, E.M.; Barakat, H.A. Study of antioxidants and anticancer activity licorice Glycyrrhiza glabra extracts. Egypt. J. Nutr. Feeds, 2008, 2(33), 177-203.
[13]
Harborne, J.B.; Williams, C.A. Advances in flavonoid research since 1992. Phytochemistry, 2000, 55(6), 481-504.
[http://dx.doi.org/10.1016/S0031-9422(00)00235-1] [PMID: 11130659]
[14]
Wang, Z.Y.; Nixon, D.W. Licorice and cancer. Nutr. Cancer, 2001, 39(1), 1-11.
[http://dx.doi.org/10.1207/S15327914nc391_1] [PMID: 11588889]
[15]
Fu, B.; Li, H.; Wang, X.; Lee, F.S.; Cui, S. Isolation and identification of flavonoids in licorice and a study of their inhibitory effects on tyrosinase. J. Agric. Food Chem., 2005, 53(19), 7408-7414.
[http://dx.doi.org/10.1021/jf051258h] [PMID: 16159166]
[16]
Zhang, Q.; Ye, M. Chemical analysis of the Chinese herbal medicine Gan-Cao (licorice). J. Chromatogr. A, 2009, 1216(11), 1954-1969.
[http://dx.doi.org/10.1016/j.chroma.2008.07.072] [PMID: 18703197]
[17]
Tang, Z.H.; Li, T.; Tong, Y.G.; Chen, X.J.; Chen, X.P.; Wang, Y.T.; Lu, J.J. A Systematic Review of the Anticancer Properties of Compounds Isolated from Licorice (Gancao). Planta Med., 2015, 81(18), 1670-1687.
[http://dx.doi.org/10.1055/s-0035-1558227] [PMID: 26695708]
[18]
Peng, F.; Du, Q.; Peng, C.; Wang, N.; Tang, H.; Xie, X.; Shen, J.; Chen, J.; Review, A.A. A Review: The Pharmacology of Isoliquiritigenin. Phytother. Res., 2015, 29(7), 969-977.
[http://dx.doi.org/10.1002/ptr.5348] [PMID: 25907962]
[19]
Kao, T.C.; Wu, C.H.; Yen, G.C. Bioactivity and potential health benefits of licorice. J. Agric. Food Chem., 2014, 62(3), 542-553.
[http://dx.doi.org/10.1021/jf404939f] [PMID: 24377378]
[20]
Asgarpanah, J. Phytochemistry and pharmacological properties of Ruta graveolens L. J. Med. Plants Res., 2012, 6(23), 3942-3949.
[http://dx.doi.org/10.5897/JMPR12.040]
[21]
Kim, Y.W.; Zhao, R.J.; Park, S.J.; Lee, J.R.; Cho, I.J.; Yang, C.H.; Kim, S.G.; Kim, S.C. Anti-inflammatory effects of liquiritigenin as a consequence of the inhibition of NF-kappaB-dependent iNOS and proinflammatory cytokines production. Br. J. Pharmacol., 2008, 154(1), 165-173.
[http://dx.doi.org/10.1038/bjp.2008.79] [PMID: 18332856]
[22]
Yu, J.Y.; Ha, J.Y.; Kim, K.M.; Jung, Y.S.; Jung, J.C.; Oh, S. Anti-Inflammatory activities of licorice extract and its active compounds, glycyrrhizic acid, liquiritin and liquiritigenin, in BV2 cells and mice liver. Molecules, 2015, 20(7), 13041-13054.
[http://dx.doi.org/10.3390/molecules200713041] [PMID: 26205049]
[23]
Zhang, S.P.; Zhou, Y.J.; Liu, Y.; Cai, Y.Q. Effect of liquiritigenin, a flavanone existed from Radix glycyrrhizae on pro-apoptotic in SMMC-7721 cells. Food Chem. Toxicol., 2009, 47(4), 693-701.
[http://dx.doi.org/10.1016/j.fct.2008.12.015] [PMID: 19150383]
[24]
Liu, C.; Wang, Y.; Xie, S.; Zhou, Y.; Ren, X.; Li, X.; Cai, Y. Liquiritigenin induces mitochondria-mediated apoptosis via cytochrome c release and caspases activation in HeLa Cells. Phytother. Res., 2011, 25(2), 277-283.
[PMID: 20658471]
[25]
Xie, S.R.; Wang, Y.; Liu, C.W.; Luo, K.; Cai, Y.Q. Liquiritigenin inhibits serum-induced HIF-1α and VEGF expression via the AKT/mTOR-p70S6K signalling pathway in HeLa cells. Phytother. Res., 2012, 26(8), 1133-1141.
[http://dx.doi.org/10.1002/ptr.3696] [PMID: 22170854]
[26]
Liu, Y.; Xie, S.; Wang, Y.; Luo, K.; Wang, Y.; Cai, Y. Liquiritigenin inhibits tumor growth and vascularization in a mouse model of HeLa cells. Molecules, 2012, 17(6), 7206-7216.
[http://dx.doi.org/10.3390/molecules17067206] [PMID: 22692244]
[27]
Zhao, X.; Mei, W.; Gong, M.; Zuo, W.; Bai, H.; Dai, H. Antibacterial activity of the flavonoids from Dalbergia odorifera on Ralstonia solanacearum. Molecules, 2011, 16(12), 9775-9782.
[http://dx.doi.org/10.3390/molecules16129775] [PMID: 22117168]
[28]
Kim, H.J. Technology, S., Republic of Korea, Antimicrobial Activity, Quantification and Bactericidal Activities of Licorice Active Ingredients. Korean Journal of Microbiology & Biotechnology, 2014, 42(4), 386-392.
[http://dx.doi.org/10.4014/kjmb.1410.10002]
[29]
Gaur, R.; Gupta, V.K.; Singh, P.; Pal, A.; Darokar, M.P.; Bhakuni, R.S. Drug Resistance Reversal Potential of Isoliquiritigenin and Liquiritigenin Isolated from Glycyrrhiza glabra Against Methicillin-Resistant Staphylococcus aureus (MRSA). Phytother. Res., 2016, 30(10), 1708-1715.
[http://dx.doi.org/10.1002/ptr.5677] [PMID: 27388327]
[30]
Luciane; Corbellini; Rufatto; Denis; Amilton; Santos; Flávio; Marinho; Jo?o; Antonio, Red propolis:Chemical composition and pharmacological activity. Asian Pac. J. Trop. Biomed., 2017, 7(7), 591-598.
[31]
Kim, J.Y.; Park, S.J.; Yun, K.J.; Cho, Y.W.; Park, H.J.; Lee, K.T. Isoliquiritigenin isolated from the roots of Glycyrrhiza uralensis inhibits LPS-induced iNOS and COX-2 expression via the attenuation of NF-kappaB in RAW 264.7 macrophages. Eur. J. Pharmacol., 2008, 584(1), 175-184.
[http://dx.doi.org/10.1016/j.ejphar.2008.01.032] [PMID: 18295200]
[32]
Kumar, S.; Sharma, A.; Madan, B.; Singhal, V.; Ghosh, B. Isoliquiritigenin inhibits IkappaB kinase activity and ROS generation to block TNF-α induced expression of cell adhesion molecules on human endothelial cells. Biochem. Pharmacol., 2007, 73(10), 1602-1612.
[http://dx.doi.org/10.1016/j.bcp.2007.01.015] [PMID: 17276410]
[33]
Iwashita, K.; Kobori, M.; Yamaki, K.; Tsushida, T. Flavonoids inhibit cell growth and induce apoptosis in B16 melanoma 4A5 cells. Biosci. Biotechnol. Biochem., 2000, 64(9), 1813-1820.
[http://dx.doi.org/10.1271/bbb.64.1813] [PMID: 11055382]
[34]
Ma, J.; Fu, N.Y.; Pang, D.B.; Wu, W.Y.; Xu, A.L. Apoptosis induced by isoliquiritigenin in human gastric cancer MGC-803 cells. Planta Med., 2001, 67(8), 754-757.
[http://dx.doi.org/10.1055/s-2001-18361] [PMID: 11731922]
[35]
Maggiolini, M.; Statti, G.; Vivacqua, A.; Gabriele, S.; Rago, V.; Loizzo, M.; Menichini, F.; Amdò, S. Estrogenic and antiproliferative activities of isoliquiritigenin in MCF7 breast cancer cells. J. Steroid Biochem. Mol. Biol., 2002, 82(4-5), 315-322.
[http://dx.doi.org/10.1016/S0960-0760(02)00230-3] [PMID: 12589938]
[36]
Hsu, Y.L.; Kuo, P.L.; Lin, C.C. Isoliquiritigenin induces apoptosis and cell cycle arrest through p53-dependent pathway in Hep G2 cells. Life Sci., 2005, 77(3), 279-292.
[http://dx.doi.org/10.1016/j.lfs.2004.09.047] [PMID: 15878356]
[37]
Yoshida, T.; Horinaka, M.; Takara, M.; Tsuchihashi, M.; Mukai, N.; Wakada, M.; Sakai, T. Combination of isoliquiritigenin and tumor necrosis factor-related apoptosis-inducing ligand induces apoptosis in colon cancer HT29 cells. Environ. Health Prev. Med., 2008, 13(5), 281-287.
[http://dx.doi.org/10.1007/s12199-008-0041-1] [PMID: 19568915]
[38]
Takahashi, T.; Baba, M.; Nishino, H.; Okuyama, T. Cyclooxygenase-2 plays a suppressive role for induction of apoptosis in isoliquiritigenin-treated mouse colon cancer cells. Cancer Lett., 2006, 231(2), 319-325.
[http://dx.doi.org/10.1016/j.canlet.2005.02.025] [PMID: 16399234]
[39]
Chowdhury, S.A.; Kishino, K.; Satoh, R.; Hashimoto, K.; Kikuchi, H.; Nishikawa, H.; Shirataki, Y.; Sakagami, H. Tumor-specificity and apoptosis-inducing activity of stilbenes and flavonoids. Anticancer Res., 2005, 25(3B), 2055-2063.
[PMID: 16158945]
[40]
Park, I.; Park, K.K.; Park, J.H.; Chung, W.Y. Isoliquiritigenin induces G2 and M phase arrest by inducing DNA damage and by inhibiting the metaphase/anaphase transition. Cancer Lett., 2009, 277(2), 174-181.
[http://dx.doi.org/10.1016/j.canlet.2008.12.005] [PMID: 19167809]
[41]
Ii, T.; Satomi, Y.; Katoh, D.; Shimada, J.; Baba, M.; Okuyama, T.; Nishino, H.; Kitamura, N. Induction of cell cycle arrest and p21(CIP1/WAF1) expression in human lung cancer cells by isoliquiritigenin. Cancer Lett., 2004, 207(1), 27-35.
[http://dx.doi.org/10.1016/j.canlet.2003.10.023] [PMID: 15050731]
[42]
Wu, C.H.; Chen, H.Y.; Wang, C.W.; Shieh, T.M.; Huang, T.C.; Lin, L.C.; Wang, K.L.; Hsia, S.M. Isoliquiritigenin induces apoptosis and autophagy and inhibits endometrial cancer growth in mice. Oncotarget, 2016, 7(45), 73432-73447.
[http://dx.doi.org/10.18632/oncotarget.12369] [PMID: 27708238]
[43]
Chen, H.Y.; Huang, T.C.; Shieh, T.M.; Wu, C.H.; Lin, L.C.; Hsia, S.M. Isoliquiritigenin Induces Autophagy and Inhibits Ovarian Cancer Cell Growth. Int. J. Mol. Sci., 2017, 18(10), 2025.
[http://dx.doi.org/10.3390/ijms18102025] [PMID: 28934130]
[44]
Hsia, S.M.; Yu, C.C.; Shih, Y.H.; Yuanchien Chen, M.; Wang, T.H.; Huang, Y.T.; Shieh, T.M. Isoliquiritigenin as a cause of DNA damage and inhibitor of ataxia-telangiectasia mutated expression leading to G2/M phase arrest and apoptosis in oral squamous cell carcinoma. Head Neck, 2016, 38(S1)(Suppl. 1), E360-E371.
[http://dx.doi.org/10.1002/hed.24001] [PMID: 25580586]
[45]
Wang, K.L.; Hsia, S.M.; Chan, C.J.; Chang, F.Y.; Huang, C.Y.; Bau, D.T.; Wang, P.S. Inhibitory effects of isoliquiritigenin on the migration and invasion of human breast cancer cells. Expert Opin. Ther. Targets, 2013, 17(4), 337-349.
[http://dx.doi.org/10.1517/14728222.2013.756869] [PMID: 23327692]
[46]
Jung, J.I.; Lim, S.S.; Choi, H.J.; Cho, H.J.; Shin, H.K.; Kim, E.J.; Chung, W.Y.; Park, K.K.; Park, J.H. Isoliquiritigenin induces apoptosis by depolarizing mitochondrial membranes in prostate cancer cells. J. Nutr. Biochem., 2006, 17(10), 689-696.
[http://dx.doi.org/10.1016/j.jnutbio.2005.11.006] [PMID: 16517140]
[47]
Lee, C.K.; Son, S.H.; Park, K.K.; Park, J.H.; Lim, S.S.; Chung, W.Y. Isoliquiritigenin inhibits tumor growth and protects the kidney and liver against chemotherapy-induced toxicity in a mouse xenograft model of colon carcinoma. J. Pharmacol. Sci., 2008, 106(3), 444-451.
[http://dx.doi.org/10.1254/jphs.FP0071498] [PMID: 18360095]
[48]
Lin, L.C.; Wu, C.H.; Shieh, T.M.; Chen, H.Y.; Huang, T.C.; Hsia, S.M. The licorice dietary component isoliquiritigenin chemosensitizes human uterine sarcoma cells to doxorubicin and inhibits cell growth by inducing apoptosis and autophagy via inhibition of m-TOR signaling. J. Funct. Foods, 2017, 33, 332-344.
[http://dx.doi.org/10.1016/j.jff.2017.03.061]
[49]
Feldman, M.; Santos, J.; Grenier, D. Comparative evaluation of two structurally related flavonoids, isoliquiritigenin and liquiritigenin, for their oral infection therapeutic potential. J. Nat. Prod., 2011, 74(9), 1862-1867.
[http://dx.doi.org/10.1021/np200174h] [PMID: 21866899]
[50]
Funakoshi-Tago, M.; Nakamura, K.; Tsuruya, R.; Hatanaka, M.; Mashino, T.; Sonoda, Y.; Kasahara, T. The fixed structure of Licochalcone A by α, β-unsaturated ketone is necessary for anti-inflammatory activity through the inhibition of NF-kappaB activation. Int. Immunopharmacol., 2010, 10(5), 562-571.
[http://dx.doi.org/10.1016/j.intimp.2010.02.003] [PMID: 20153843]
[51]
Fu, Y.; Chen, J.; Li, Y.J.; Zheng, Y.F.; Li, P. Antioxidant and anti-inflammatory activities of six flavonoids separated from licorice. Food Chem., 2013, 141(2), 1063-1071.
[http://dx.doi.org/10.1016/j.foodchem.2013.03.089] [PMID: 23790887]
[52]
Kwon, H.S.; Park, J.H.; Kim, D.H.; Kim, Y.H.; Park, J.H.Y.; Shin, H.K.; Kim, J.K. Licochalcone A isolated from licorice suppresses lipopolysaccharide-stimulated inflammatory reactions in RAW264.7 cells and endotoxin shock in mice. J. Mol. Med. (Berl.), 2008, 86(11), 1287-1295.
[http://dx.doi.org/10.1007/s00109-008-0395-2] [PMID: 18825356]
[53]
Kolbe, L.; Immeyer, J.; Batzer, J.; Wensorra, U.; tom Dieck, K.; Mundt, C.; Wolber, R.; Stäb, F.; Schönrock, U.; Ceilley, R.I.; Wenck, H. Anti-inflammatory efficacy of Licochalcone A: correlation of clinical potency and in vitro effects. Arch. Dermatol. Res., 2006, 298(1), 23-30.
[http://dx.doi.org/10.1007/s00403-006-0654-4] [PMID: 16552540]
[54]
Furusawa, J.; Funakoshi-Tago, M.; Mashino, T.; Tago, K.; Inoue, H.; Sonoda, Y.; Kasahara, T. Glycyrrhiza inflata-derived chalcones, Licochalcone A, Licochalcone B and Licochalcone D, inhibit phosphorylation of NF-kappaB p65 in LPS signaling pathway. Int. Immunopharmacol., 2009, 9(4), 499-507.
[http://dx.doi.org/10.1016/j.intimp.2009.01.031] [PMID: 19291859]
[55]
DiPaola, R.S.; Zhang, H.; Lambert, G.H.; Meeker, R.; Licitra, E.; Rafi, M.M.; Zhu, B.T.; Spaulding, H.; Goodin, S.; Toledano, M.B.; Hait, W.N.; Gallo, M.A. Clinical and biologic activity of an estrogenic herbal combination (PC-SPES) in prostate cancer. N. Engl. J. Med., 1998, 339(12), 785-791.
[http://dx.doi.org/10.1056/NEJM199809173391201] [PMID: 9738085]
[56]
Rafi, M.M.; Rosen, R.T.; Vassil, A.; Ho, C.T.; Zhang, H.; Ghai, G.; Lambert, G.; DiPaola, R.S. Modulation of bcl-2 and cytotoxicity by licochalcone-A, a novel estrogenic flavonoid. Anticancer Res., 2000, 20(4), 2653-2658.
[PMID: 10953339]
[57]
Xiao, X.Y.; Hao, M.; Yang, X.Y.; Ba, Q.; Li, M.; Ni, S.J.; Wang, L.S.; Du, X. Licochalcone A inhibits growth of gastric cancer cells by arresting cell cycle progression and inducing apoptosis. Cancer Lett., 2011, 302(1), 69-75.
[http://dx.doi.org/10.1016/j.canlet.2010.12.016] [PMID: 21216524]
[58]
Fu, Y.; Hsieh, T.C.; Guo, J.; Kunicki, J.; Lee, M.Y.W.T.; Darzynkiewicz, Z.; Wu, J.M. Licochalcone-A, a novel flavonoid isolated from licorice root (Glycyrrhiza glabra), causes G2 and late-G1 arrests in androgen-independent PC-3 prostate cancer cells. Biochem. Biophys. Res. Commun., 2004, 322(1), 263-270.
[http://dx.doi.org/10.1016/j.bbrc.2004.07.094] [PMID: 15313200]
[59]
Lee, C.K.; Son, S.H.; Park, K.K.; Park, J.H.; Lim, S.S.; Kim, S.H.; Chung, W.Y. Licochalcone A inhibits the growth of colon carcinoma and attenuates cisplatin-induced toxicity without a loss of chemotherapeutic efficacy in mice. Basic Clin. Pharmacol. Toxicol., 2008, 103(1), 48-54.
[http://dx.doi.org/10.1111/j.1742-7843.2008.00238.x] [PMID: 18484961]
[60]
Yu, L.; Ma, J.; Han, J.; Wang, B.; Chen, X.; Gao, C.; Li, D.; Zheng, Q. Licochalcone B arrests cell cycle progression and induces apoptosis in human breast cancer MCF-7 cells. Recent Patents Anticancer Drug Discov., 2016, 11(4), 444-452.
[http://dx.doi.org/10.2174/1574892811666160906091405] [PMID: 27719653]
[61]
Oh, H.; Yoon, G.; Shin, J.C.; Park, S.M.; Cho, S.S.; Cho, J.H.; Lee, M.H.; Liu, K.; Cho, Y.S.; Chae, J.I.; Shim, J.H. Licochalcone B induces apoptosis of human oral squamous cell carcinoma through the extrinsic- and intrinsic-signaling pathways. Int. J. Oncol., 2016, 48(4), 1749-1757.
[http://dx.doi.org/10.3892/ijo.2016.3365] [PMID: 26847145]
[62]
Yuan, X.; Li, T.; Xiao, E.; Zhao, H.; Li, Y.; Fu, S.; Gan, L.; Wang, Z.; Zheng, Q.; Wang, Z. Licochalcone B inhibits growth of bladder cancer cells by arresting cell cycle progression and inducing apoptosis. Food Chem. Toxicol., 2014, 65(1), 242-251.
[http://dx.doi.org/10.1016/j.fct.2013.12.030] [PMID: 24384411]
[63]
Zhao, H.; Yuan, X.; Jiang, J.; Wang, P.; Sun, X.; Wang, D.; Zheng, Q. Antimetastatic effects of licochalcone B on human bladder carcinoma T24 by inhibition of matrix metalloproteinases-9 and NF-кB activity. Basic Clin. Pharmacol. Toxicol., 2014, 115(6), 527-533.
[http://dx.doi.org/10.1111/bcpt.12273] [PMID: 25099010]
[64]
Tsukiyama, R.; Katsura, H.; Tokuriki, N.; Kobayashi, M. Antibacterial activity of licochalcone A against spore-forming bacteria. Antimicrob. Agents Chemother., 2002, 46(5), 1226-1230.
[http://dx.doi.org/10.1128/AAC.46.5.1226-1230.2002] [PMID: 11959549]
[65]
Nowakowska, Z. A review of anti-infective and anti-inflammatory chalcones. Eur. J. Med. Chem., 2007, 42(2), 125-137.
[http://dx.doi.org/10.1016/j.ejmech.2006.09.019] [PMID: 17112640]
[66]
Haraguchi, H.; Tanimoto, K.; Tamura, Y.; Mizutani, K.; Kinoshita, T. Mode of antibacterial action of retrochalcones from Glycyrrhiza inflata. Phytochemistry, 1998, 48(1), 125-129.
[http://dx.doi.org/10.1016/S0031-9422(97)01105-9] [PMID: 9621457]
[67]
Friis-Møller, A.; Chen, M.; Fuursted, K.; Christensen, S.B.; Kharazmi, A. In vitro antimycobacterial and antilegionella activity of licochalcone A from Chinese licorice roots. Planta Med., 2002, 68(5), 416-419.
[http://dx.doi.org/10.1055/s-2002-32087] [PMID: 12058317]
[68]
Fukai, T.; Marumo, A.; Kaitou, K.; Kanda, T.; Terada, S.; Nomura, T. Anti-Helicobacter pylori flavonoids from licorice extract. Life Sci., 2002, 71(12), 1449-1463.
[http://dx.doi.org/10.1016/S0024-3205(02)01864-7] [PMID: 12127165]
[69]
Hatano, T.; Shintani, Y.; Aga, Y.; Shiota, S.; Tsuchiya, T.; Yoshida, T. Phenolic constituents of licorice. VIII. Structures of glicophenone and glicoisoflavanone, and effects of licorice phenolics on methicillin-resistant Staphylococcus aureus. Chem. Pharm. Bull. (Tokyo), 2000, 48(9), 1286-1292.
[http://dx.doi.org/10.1248/cpb.48.1286] [PMID: 10993226]
[70]
Fukai, T.; Marumo, A.; Kaitou, K.; Kanda, T.; Terada, S.; Nomura, T. Antimicrobial activity of licorice flavonoids against methicillin-resistant Staphylococcus aureus. Fitoterapia, 2002, 73(6), 536-539.
[http://dx.doi.org/10.1016/S0367-326X(02)00168-5] [PMID: 12385884]
[71]
Qiu, J.; Jiang, Y.; Xia, L.; Xiang, H.; Feng, H.; Pu, S.; Huang, N.; Yu, L.; Deng, X. Subinhibitory concentrations of licochalcone A decrease alpha-toxin production in both methicillin-sensitive and methicillin-resistant Staphylococcus aureus isolates. Lett. Appl. Microbiol., 2010, 50(2), 223-229.
[http://dx.doi.org/10.1111/j.1472-765X.2009.02783.x] [PMID: 20025648]
[72]
Devasagayam, T.P.; Tilak, J.C.; Boloor, K.K.; Sane, K.S.; Ghaskadbi, S.S.; Lele, R.D. Free radicals and antioxidants in human health: current status and future prospects. J. Assoc. Physicians India, 2004, 52(794804), 794-804.
[PMID: 15909857]
[73]
Kwon, H.S.; Oh, S.M.; Kim, J.K. Glabridin, a functional compound of liquorice, attenuates colonic inflammation in mice with dextran sulphate sodium-induced colitis. Clin. Exp. Immunol., 2008, 151(1), 165-173.
[http://dx.doi.org/10.1111/j.1365-2249.2007.03539.x] [PMID: 18005263]
[74]
Wang, Z.; Luo, S.; Wan, Z.; Chen, C.; Zhang, X.; Li, B.; Huang, G.; Chen, L.; He, Z.; Huang, Z. Glabridin arrests cell cycle and inhibits proliferation of hepatocellular carcinoma by suppressing braf/MEK signaling pathway. Tumour Biol., 2016, 37(5), 5837-5846.
[http://dx.doi.org/10.1007/s13277-015-4177-5] [PMID: 26586395]
[75]
Huang, H.L.; Hsieh, M.J.; Chien, M.H.; Chen, H.Y.; Yang, S.F.; Hsiao, P.C. Glabridin mediate caspases activation and induces apoptosis through JNK1/2 and p38 MAPK pathway in human promyelocytic leukemia cells. PLoS One, 2014, 9(6)e98943
[http://dx.doi.org/10.1371/journal.pone.0098943] [PMID: 24901249]
[76]
Hsieh, M.J.; Chen, M.K.; Chen, C.J.; Hsieh, M.C.; Lo, Y.S.; Chuang, Y.C.; Chiou, H.L.; Yang, S.F. Glabridin induces apoptosis and autophagy through JNK1/2 pathway in human hepatoma cells. Phytomedicine, 2016, 23(4), 359-366.
[http://dx.doi.org/10.1016/j.phymed.2016.01.005] [PMID: 27002406]
[77]
Nabekura, T.; Yamaki, T.; Ueno, K.; Kitagawa, S. Inhibition of P-glycoprotein and multidrug resistance protein 1 by dietary phytochemicals. Cancer Chemother. Pharmacol., 2008, 62(5), 867-873.
[http://dx.doi.org/10.1007/s00280-007-0676-4] [PMID: 18204840]
[78]
Tsai, Y.M.; Yang, C.J.; Hsu, Y.L.; Wu, L.Y.; Tsai, Y.C.; Hung, J.Y.; Lien, C.T.; Huang, M.S.; Kuo, P.L. Glabridin inhibits migration, invasion, and angiogenesis of human non-small cell lung cancer A549 cells by inhibiting the FAK/rho signaling pathway. Integr. Cancer Ther., 2011, 10(4), 341-349.
[http://dx.doi.org/10.1177/1534735410384860] [PMID: 21059620]
[79]
Ye, X.; Jiang, F.; Li, Y.; Mu, J.; Si, L.; Wang, X.; Ning, S.; Li, Z. Glabridin attenuates the migratory and invasive capacity of breast cancer cells by activating microRNA-200c. Cancer Sci., 2014, 105(7), 875-882.
[http://dx.doi.org/10.1111/cas.12426] [PMID: 24754877]
[80]
Hsu, Y.L.; Wu, L.Y.; Hou, M.F.; Tsai, E.M.; Lee, J.N.; Liang, H.L.; Jong, Y.J.; Hung, C.H.; Kuo, P.L. Glabridin, an isoflavan from licorice root, inhibits migration, invasion and angiogenesis of MDA-MB-231 human breast adenocarcinoma cells by inhibiting focal adhesion kinase/Rho signaling pathway. Mol. Nutr. Food Res., 2011, 55(2), 318-327.
[http://dx.doi.org/10.1002/mnfr.201000148] [PMID: 20626003]
[81]
Gupta, V.K.; Fatima, A.; Faridi, U.; Negi, A.S.; Shanker, K.; Kumar, J.K.; Rahuja, N.; Luqman, S.; Sisodia, B.S.; Saikia, D.; Darokar, M.P.; Khanuja, S.P. Antimicrobial potential of Glycyrrhiza glabra roots. J. Ethnopharmacol., 2008, 116(2), 377-380.
[http://dx.doi.org/10.1016/j.jep.2007.11.037] [PMID: 18182260]
[82]
Hatano, T.; Kusuda, M.; Inada, K.; Ogawa, T.O.; Shiota, S.; Tsuchiya, T.; Yoshida, T. Effects of tannins and related polyphenols on methicillin-resistant Staphylococcus aureus. Phytochemistry, 2005, 66(17), 2047-2055.
[http://dx.doi.org/10.1016/j.phytochem.2005.01.013] [PMID: 16153408]
[83]
Singh, V.; Pal, A.; Darokar, M.P. A polyphenolic flavonoid glabridin: Oxidative stress response in multidrug-resistant Staphylococcus aureus. Free Radic. Biol. Med., 2015, 87, 48-57.
[http://dx.doi.org/10.1016/j.freeradbiomed.2015.06.016] [PMID: 26117328]

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