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Antinociceptive effect of glyasperin F isolated from Glycyrrhiza inflata in mice

Abstract

Antinociceptive effect of glyasperin F isolated from Glycyrrhiza inflata extract (GIE) in ICR mice was studied. Oral administration of GIE (1–100 mg/kg) caused a dose-dependent reduction in acetic acid-induced writhing responses. To identify the active antinociceptive compound from the GIE, sub-fractions were obtained from the EtOAc layer of GIE by using a medium pressure liquid chromatography. From the sub-fractions obtained, the sub-fraction, which, when administered orally (10 mg/kg) showed an antinociceptive effect in both the writhing test and second phase of the formalin test was identified as glyasperin F using NMR and MS analyses. Finally, the antinociceptive effect of glyasperin F in mouse models of pain was confirmed. Orally administered glyasperin F (0.1–10mg/kg) showed a dose-dependent antinociceptive effect in both the writhing test and second phase of the formalin test. Taken together, glyasperin F isolated from the GIE may be used as a leading compound for further studies on pain and as a new drug derived from natural products for pain therapy.

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References

  • Aly AM, Al-Alousi L, and Salem HA (2005) Licorice: a possible antiinflammatory and anti-ulcer drug. AAPS PharmSciTech 6, E74–E82.

    Article  Google Scholar 

  • Asl MN and Hosseinzadeh H (2008) Review of pharmacological effects of Glycyrrhiza sp. and its bioactive compounds. Phytother Res 22, 709–724.

    Article  CAS  Google Scholar 

  • Cho YC, Lee SH, Yoon G, Kim HS, Na JY, Choi HJ et al. (2010) Licochalcone E reduces chronic allergic contact dermatitis and inhibits IL-12p40 production through down-regulation of NF-kappa B. Int Immunopharmacol 10, 1119–1126.

    Article  CAS  Google Scholar 

  • Dao TT, Nguyen PH, Lee HS, Kim E, Park J, Lim SI et al. (2011) Chalcones as novel influenza A (H1N1) neuraminidase inhibitors from Glycyrrhiza inflata. Bioorg Med Chem Lett 21, 294–298.

    Article  CAS  Google Scholar 

  • Dhingra D, Parle M, and Kulkarni SK (2004) Memory enhancing activity of Glycyrrhiza glabra in mice. J Ethnopharmacol 91, 361–365.

    Article  Google Scholar 

  • Dhingra D and Sharma A (2006) Antidepressant-like activity of Glycyrrhiza glabra L. in mouse models of immobility tests. Prog Neuropsychopharmacol Biol Psychiatry 30, 449–454.

    Article  Google Scholar 

  • Di Mambro VM and Fonseca MJ (2005) Assays of physical stability and antioxidant activity of a topical formulation added with different plant extracts. J Pharm Biomed Anal 37, 287–295.

    Article  Google Scholar 

  • Gareri P, Condorelli D, Belluardo N, Russo E, Loiacono A, Barresi V et al. (2004) Anticonvulsant effects of carbenoxolone in genetically epilepsy prone rats (GEPRs). Neuropharmacology 47, 1205–1216.

    Article  CAS  Google Scholar 

  • Haraguchi H, Ishikawa H, Mizutani K, Tamura Y, and Kinoshita T (1998a) Antioxidative and superoxide scavenging activities of retrochalcones in Glycyrrhiza inflata. Bioorg Med Chem 6, 339–347.

    Article  CAS  Google Scholar 

  • Haraguchi H, Tanimoto K, Tamura Y, Mizutani K, and Kinoshita T (1998b) Mode of antibacterial action of retrochalcones from Glycyrrhiza inflata. Phytochemistry 48, 125–129.

    Article  CAS  Google Scholar 

  • Hatano T, Shintani Y, Aga Y, Shiota S, Tsuchiya T, and Yoshida T (2000) Phenolic constituents of licorice. VIII. Structures of glicophenone and glicoisoflavanone, and effects of licorice phenolics on methicillinresistant Staphylococcus aureus. Chem Pharm Bull (Tokyo) 48, 1286–1292.

    Article  CAS  Google Scholar 

  • Hunskaar S and Hole K (1987) The formalin test in mice: dissociation between inflammatory and non-inflammatory pain. Pain 30, 103–114.

    Article  CAS  Google Scholar 

  • Kim HJ, Seo SH, Lee BG, and Lee YS (2005) Identification of tyrosinase inhibitors from Glycyrrhiza uralensis. Planta Med 71, 785–787.

    Article  CAS  Google Scholar 

  • Kim YH, Shin EK, Kim DH, Lee HH, Park JH, and Kim JK (2010) Antiangiogenic effect of licochalcone A. Biochem Pharmacol 80, 1152–1159.

    Article  CAS  Google Scholar 

  • Koster R, Anderson M, and Beer EJ (1959) Acetic acid for analgesic screening. Fed Proc 18, 412.

    Google Scholar 

  • Kwon HS, Park JH, Kim DH, Kim YH, Park JH, Shin HK et al. (2008) Licochalcone A isolated from licorice suppresses lipopolysaccharide-stimulated inflammatory reactions in RAW264.7 cells and endotoxin shock in mice. J Mol Med (Berl) 86, 1287–1295.

    Article  CAS  Google Scholar 

  • Le Bars D, Gozariu M, and Cadden SW (2001) Animal models of nociception. Pharmacol Rev 53, 597–652.

    Google Scholar 

  • Lee HN, Cho HJ, Lim do Y, Kang YH, Lee KW, and Park JH (2013) Mechanisms by which licochalcone e exhibits potent anti-inflammatory properties: studies with phorbol ester-treated mouse skin and lipopolysaccharide-stimulated murine macrophages. Int J Mol Sci 14, 10926–10943.

    Article  CAS  Google Scholar 

  • Nagai H, He JX, Tani T, and Akao T (2007) Antispasmodic activity of licochalcone A, a species-specific ingredient of Glycyrrhiza inflata roots. J Pharm Pharmacol 59, 1421–1426.

    Article  CAS  Google Scholar 

  • Ofir R, Tamir S, Khatib S, and Vaya J (2003) Inhibition of serotonin re-uptake by licorice constituents. J Mol Neurosci 20, 135–140.

    Article  CAS  Google Scholar 

  • Park HG, Bak EJ, Woo GH, Kim JM, Quan Z, Kim JM et al. (2012) Licochalcone E has an antidiabetic effect. J Nutr Biochem 23, 759–767.

    Article  CAS  Google Scholar 

  • Saeedi M, Morteza-Semnani K, and Ghoreishi MR (2003) The treatment of atopic dermatitis with licorice gel. J Dermatolog Treat 14, 153–157.

    Article  CAS  Google Scholar 

  • Shi Y, Wu D, Sun Z, Yang J, Chai H, Tang L et al. (2012) Analgesic and uterine relaxant effects of isoliquiritigenin, a flavone from Glycyrrhiza glabra. Phytother Res 26, 1410–1417.

    Article  CAS  Google Scholar 

  • Shibata S, Inoue H, Iwata S, Ma RD, Yu LJ, Ueyama H et al. (1991) Inhibitory effects of licochalcone A isolated from Glycyrrhiza inflata root on inflammatory ear edema and tumour promotion in mice. Planta Med 57, 221–224.

    Article  CAS  Google Scholar 

  • Tjolsen A, Berge OG, Hunskaar S, Rosland JH, and Hole K (1992) The formalin test: an evaluation of the method. Pain 51, 5–17.

    Article  CAS  Google Scholar 

  • Tsukiyama R, Katsura H, Tokuriki N, and Kobayashi M (2002) Antibacterial activity of licochalcone A against spore-forming bacteria. Antimicrob Agents Chemother 46, 1226–1230.

    Article  CAS  Google Scholar 

  • Vyklicky L (1979) The techniques for the study of pain in animals. In In Advances In Pain Research And Theraphy, Bonica JJ, Liebeskind JC, and Albe-Fessard DG (eds.), Raven 3, 727–745, USA

    Google Scholar 

  • Wang ZY and Nixon DW (2001) Licorice and cancer. Nutr Cancer 39, 1–11.

    Article  CAS  Google Scholar 

  • Yoon G, Kang BY, and Cheon SH (2007) Topoisomerase I inhibition and cytotoxicity of licochalcones A and E from Glycyrrhiza inflata. Arch Pharm Res 30, 313–316.

    Article  CAS  Google Scholar 

  • Zeng L, Fukai T, Nomura T, Zhang RY, and Lou ZC (1992) Five New Isoprenoid-substituted Flavonoids, Glyasperins F, G, H, I, and J from the Roots of Glycyrrhiza aspera. Heterocycles 34, 1813–1828.

    Article  CAS  Google Scholar 

  • Zhan C and Yang J (2006) Protective effects of isoliquiritigenin in transient middle cerebral artery occlusion-induced focal cerebral ischemia in rats. Pharmacol Res 53, 303–309.

    Article  CAS  Google Scholar 

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Correspondence to Jin-Koo Lee.

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Kim, J.K., Oh, J.S. & Lee, JK. Antinociceptive effect of glyasperin F isolated from Glycyrrhiza inflata in mice. J Korean Soc Appl Biol Chem 56, 541–545 (2013). https://doi.org/10.1007/s13765-013-3161-2

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  • DOI: https://doi.org/10.1007/s13765-013-3161-2

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