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Current Pharmaceutical Analysis

Editor-in-Chief

ISSN (Print): 1573-4129
ISSN (Online): 1875-676X

Research Article

The Hypolipidemic Effect of Active Components in the Decoction of Alisma Orientale and their Chemical Structures Characterized by LC-QTOF-MS/MS

Author(s): Qingxin Shi, Qiongguang Zhang, Xingliang Xiang, Ji Tian, Yun Xie, Shuna Jin, En Yuan, Rongzeng Huang* and Chengwu Song*

Volume 16, Issue 5, 2020

Page: [548 - 557] Pages: 10

DOI: 10.2174/1573412915666190207151908

Price: $65

Abstract

Background: The decoction of Alisma orientale is used as a traditional medicine for the treatment of hyperlipidemia in China with a long clinical history. The present study undertook a detailed investigation to compare the hypolipidemic effect and chemical composition of two extracts of Alisma orientale prepared by boiling water and organic reagent, respectively.

Methods: The hyperlipidemic mice were induced by administration of a High-Fat Diet (HFD) for one month. The body weight of mice and the serum Cholesterol (TC), high-density lipoprotein cholesterol (HDL-C), Superoxide Dismutase (SOD), malondialdehyde (MDA), aspartate Aminotransferase (AST) and alanine aminotransferase (ALT) levels were determined. Meanwhile, the chemical constituents of the extracts were characterized using liquid chromatography-quadrupole time of flight mass spectrometry (LC-QTOF-MS/MS).

Results: The better hypolipidemic effect was observed in mice administered with the decoction compared to that of methanol extract. In addition, the liver protective effects were confirmed by the photographs stained with oil red lipid stain. As for the chemical constituents in the extracts, twenty major components were identified or characterized using LC-QTOF-MS/MS. Among them, eight oligopeptides were characterized for the first time and proved to only exist in the decoction of Alisma orientale.

Conclusions: It is reasonable to assume that the oligopeptides may partially contribute to the hypolipidemic effect of Alisma orientale. The structural characterization procedures also provide a suitable method to analyze oligopeptide analogues in plant samples.

Keywords: Alisma orientale, hypolipidemic, oligopeptides, LC-QTOF-MS/MS, traditional chinese medicine, active components.

Graphical Abstract
[1]
Eid, H.M.; Wright, M.L.; Anil Kumar, N.V.; Qawasmeh, A.; Hassan, S.T.S.; Mocan, A.; Nabavi, S.M.; Rastrelli, L.; Atanasov, A.G.; Haddad, P.S. Significance of microbiota in obesity and metabolic diseases and the modulatory potential by medicinal plant and food ingredients. Front. Pharmacol., 2017, 8(387), 387.
[http://dx.doi.org/10.3389/fphar.2017.00387] [PMID: 28713266]
[2]
Ben, K.H.; Ghlissi, Z.; Chtourou, Y.; Hakim, A.; Ktari, N.; Fatma, M.A.; Barkia, A.; Sahnoun, Z.; Nasri, M. Effect of protein hydrolysates from Sardinelle (Sardinella aurita) on the oxidative status and blood lipid profile of cholesterol-fed rats. Food Res. Int., 2012, 45(1), 60-68.
[http://dx.doi.org/10.1016/j.foodres.2011.10.003]
[3]
Kershaw, J.; Kim, K.H. The therapeutic potential of piceatannol, a natural stilbene, in metabolic diseases: a review. J. Med. Food, 2017, 20(5), 427-438.
[http://dx.doi.org/10.1089/jmf.2017.3916] [PMID: 28387565]
[4]
Sparshadeep, M.; Nayak, R.; Kavana, V.; Rai, M. Evaluation of hypolipidemic effect of tinospora cordifolia in cholesterol diet induced hyperlipidemia in rats. IJBCP, 2017, 5(4), 1286-1292.
[5]
Shu, Z.; Pu, J.; Chen, L.; Zhang, Y.; Rahman, K.; Qin, L.; Zheng, C. Alisma orientale: ethnopharmacology, phytochemistry and pharmacology of an important traditional chinese medicine. Am. J. Chin. Med., 2016, 44(2), 227-251.
[http://dx.doi.org/10.1142/S0192415X16500142] [PMID: 27080939]
[6]
Pharmacopoeia of People’s Republic of China, 2015 edition; Chinese Medical Science and Technology Press: Beijing, 2015, 1, p. 229.
[7]
Liu, X.; Li, S.L.; Zhou, Y.; Song, J.Z.; Zheng, Y.F.; Peng, G.P.; Xu, H.X. Characterization of protostane triterpenoids in Alisma orientalis by ultra-performance liquid chromatography coupled with quadrupole time-of-flight mass spectrometry. Rapid Commun. Mass Spectrom., 2010, 24(11), 1514-1522.
[http://dx.doi.org/10.1002/rcm.4548] [PMID: 20486247]
[8]
Kim, Y.; Lee, I.S.; Kim, K.H.; Park, J.; Lee, J.H.; Bang, E.; Jang, H.J.; Na, Y.C. Metabolic profiling of liver tissue in diabetic mice treated with artemisia capillaris and alisma rhizome using LC-MS and CE-MS. Am. J. Chin. Med., 2016, 44(8), 1639-1661.
[http://dx.doi.org/10.1142/S0192415X16500920] [PMID: 27852124]
[9]
Miyazawa, M.; Yoshinaga, S.; Kashima, Y.; Nakahashi, H.; Hara, N.; Nakagawa, H.; Usami, A. Chemical composition and characteristic odor compounds in essential oil from Alismatis Rhizoma (Tubers of Alisma orientale). J. Oleo Sci., 2016, 65(1), 91-97.
[http://dx.doi.org/10.5650/jos.ess15176] [PMID: 26666273]
[10]
Dan, H.; Wu, J.; Peng, M.; Hu, X.; Song, C.; Zhou, Z.; Yu, S.; Fang, N. Hypolipidemic effects of Alismatis rhizome on lipid profile in mice fed high-fat diet. Saudi Med. J., 2011, 32(7), 701-707.
[PMID: 21748207]
[11]
Zhao, Z.Y.; Zhang, Q.; Li, Y.F.; Dong, L.L.; Liu, S.L. Optimization of ultrasound extraction of Alisma orientalis polysaccharides by response surface methodology and their antioxidant activities. Carbohydr. Polym., 2015, 119, 101-109.
[http://dx.doi.org/10.1016/j.carbpol.2014.11.052] [PMID: 25563949]
[12]
Lin, H.R. Triterpenes from Alisma orientalis act as farnesoid X receptor agonists. Bioorg. Med. Chem. Lett., 2012, 22(14), 4787-4792.
[http://dx.doi.org/10.1016/j.bmcl.2012.05.057] [PMID: 22683342]
[13]
Li, Q.; Qu, H. Study on the hypoglycemic activities and metabolism of alcohol extract of Alismatis Rhizoma. Fitoterapia, 2012, 83(6), 1046-1053.
[http://dx.doi.org/10.1016/j.fitote.2012.05.009] [PMID: 22613807]
[14]
Tian, T.; Chen, H.; Zhao, Y.Y. Traditional uses, phytochemistry, pharmacology, toxicology and quality control of Alisma orientale (Sam.) Juzep: a review. J. Ethnopharmacol., 2014, 158(Pt A), 373-387.
[http://dx.doi.org/10.1016/j.jep.2014.10.061] [PMID: 25446590]
[15]
Xie, W.; Zhao, Y.; Du, L. Emerging approaches of traditional Chinese medicine formulas for the treatment of hyperlipidemia. J. Ethnopharmacol., 2012, 140(2), 345-367.
[http://dx.doi.org/10.1016/j.jep.2012.01.027] [PMID: 22306102]
[16]
Song, C.; Huang, L.; Rong, L.; Zhou, Z.; Peng, X.; Yu, S.; Fang, N. Anti-hyperglycemic effect of Potentilla discolor decoction on obese-diabetic (Ob-db) mice and its chemical composition. Fitoterapia, 2012, 83(8), 1474-1483.
[http://dx.doi.org/10.1016/j.fitote.2012.08.013] [PMID: 22960384]
[17]
Alothman, Z.A.; Rahman, N.; Siddiqui, M.R. Review on pharmaceutical impurities, stability studies and degradation products: an analytical approach. RASE, 2013, 2(2), 155-166.
[http://dx.doi.org/10.1166/rase.2013.1039]
[18]
Rahman, N.; Azmi, S.N.H.; Wu, H.F. The importance of impurity analysis in pharmaceutical products: an integrated approach. Accredit. Qual. Assur., 2006, 11(1-2), 69-74.
[http://dx.doi.org/10.1007/s00769-006-0095-y]
[19]
Siddiqui, M.R.; AlOthman, Z.A.; Rahman, N. Analytical techniques in pharmaceutical analysis: a review. Arab. J. Chem., 2017, 10, S1409-S1421.
[http://dx.doi.org/10.1016/j.arabjc.2013.04.016]
[20]
Zhang, A.; Sun, H.; Yan, G.; Wang, X. Recent developments and emerging trends of mass spectrometry for herbal ingredients analysis. Trends Analyt. Chem., 2017, 94, 70-76.
[http://dx.doi.org/10.1016/j.trac.2017.07.007]
[21]
Chen, H.; Liu, L.J.; Zhu, J.J.; Xu, B.; Li, R. Effect of soybean oligosaccharides on blood lipid, glucose levels and antioxidant enzymes activity in high fat rats. Food Chem., 2010, 119(4), 1633-1636.
[http://dx.doi.org/10.1016/j.foodchem.2009.09.056]
[22]
Surhio, M.M.; Wang, Y.; Xu, P.; Shah, F.; Li, J.; Ye, M. Antihyperlipidemic and hepatoprotective properties of selenium modified polysaccharide from Lachnum sp. Int. J. Biol. Macromol., 2017, 99, 88-95.
[http://dx.doi.org/10.1016/j.ijbiomac.2017.01.148] [PMID: 28212936]
[23]
Jianwei, L.; Shouchuan, W. Bin, Y. Clinical Observation on Treatment of 36 Cases of Acute Glomerular Nephritis in Children with Chinese Medicine Combined with Western Medicine. Jiangsu J. Tradit. Chin. Med., 2006, 27(5), 32-33.
[24]
Kojima, K.; Shimada, T.; Nagareda, Y.; Watanabe, M.; Ishizaki, J.; Sai, Y.; Miyamoto, K.; Aburada, M. Preventive effect of geniposide on metabolic disease status in spontaneously obese type 2 diabetic mice and free fatty acid-treated HepG2 cells. Biol. Pharm. Bull., 2011, 34(10), 1613-1618.
[http://dx.doi.org/10.1248/bpb.34.1613] [PMID: 21963504]
[25]
Tsutomu, S.; Mitsutaka, K.; Daisuke, T.; Masahito, T.; Tomoyasu, K.; Mayu, S.; Rika, N.; Kinya, T.; Ken-Ichi, M.; Masaki, A. Preventive effect of pine bark extract. (flavangenol) on metabolic disease in western diet-loaded tsumura suzuki obese diabetes mice. Evid-Based Compl Alt, 2010, 2011
[http://dx.doi.org/10.1093/ecam/nep231]
[26]
Hu, F.B.; Stampfer, M.J.; Manson, J.E.; Ascherio, A.; Colditz, G.A.; Speizer, F.E.; Hennekens, C.H.; Willett, W.C. Dietary saturated fats and their food sources in relation to the risk of coronary heart disease in women. Am. J. Clin. Nutr., 1999, 70(6), 1001-1008.
[http://dx.doi.org/10.1093/ajcn/70.6.1001] [PMID: 10584044]
[27]
Dharmarajan, S.K.; Arumugam, K.M. Comparative evaluation of flavone from Mucuna pruriens and coumarin from Ionidium suffruticosum for hypolipidemic activity in rats fed with high fat diet. Lipids Health Dis., 2012, 11(1), 126.
[http://dx.doi.org/10.1186/1476-511X-11-126] [PMID: 23031584]
[28]
Zhu, J.; Liu, W.; Yu, J.; Zou, S.; Wang, J.; Yao, W.; Gao, X. Characterization and hypoglycemic effect of a polysaccharide extracted from the fruit of Lycium barbarum L. Carbohydr. Polym., 2013, 98(1), 8-16.
[http://dx.doi.org/10.1016/j.carbpol.2013.04.057] [PMID: 23987311]
[29]
Wu, H.T.; He, X.J.; Hong, Y.K.; Ma, T.; Xu, Y.P.; Li, H.H. Chemical characterization of Lycium barbarum polysaccharides and its inhibition against liver oxidative injury of high-fat mice. Int. J. Biol. Macromol., 2010, 46(5), 540-543.
[http://dx.doi.org/10.1016/j.ijbiomac.2010.02.010] [PMID: 20193709]
[30]
Zheng, L.; Zhai, G.; Zhang, J.; Wang, L.; Ma, Z.; Jia, M.; Jia, L. Antihyperlipidemic and hepatoprotective activities of mycelia zinc polysaccharide from Pholiota nameko SW-02. Int. J. Biol. Macromol., 2014, 70(8), 523-529.
[http://dx.doi.org/10.1016/j.ijbiomac.2014.07.037] [PMID: 25077837]
[31]
Zhang, J.; Liu, M.; Yang, Y.; Lin, L.; Xu, N.; Zhao, H.; Jia, L. Purification, characterization and hepatoprotective activities of mycelia zinc polysaccharides by Pleurotus djamor. Carbohydr. Polym., 2016, 136(6), 588-597.
[http://dx.doi.org/10.1016/j.carbpol.2015.09.075] [PMID: 26572391]
[32]
Sharma, I.; Aaradhya, M.; Kodikonda, M.; Naik, P.R. Antihyperglycemic, antihyperlipidemic and antioxidant activity of phenolic rich extract of Brassica oleraceae var gongylodes on streptozotocin induced Wistar rats. Springerplus, 2015, 4, 212.
[http://dx.doi.org/10.1186/s40064-015-0948-0] [PMID: 26020019]
[33]
Espindola, P.P. da Rocha, Pdos.S.; Carollo, C.A.; Schmitz, W.O.; Pereira, Z.V.; Vieira, Mdo.C.; Dos Santos, E.L.; de Picoli Souza, K. Antioxidant and antihyperlipidemic effects of Campomanesia adamantium O. Berg Root. Oxid. Med. Cell. Longev., 2016, 20167910340
[http://dx.doi.org/10.1155/2016/7910340] [PMID: 27493705]
[34]
Song, C.; Huang, L.; Huang, X.; Huang, R.; Peng, M.; Le, Z.; Song, Y.; Yu, S.; Fang, N. Characterization of protostane triterpenoids in dried tuber of alisma orientalis by q-tof mass spectrometry in both positive and negative modes. Asian J. Chem., 2013, 25(18), 10296-10304.
[http://dx.doi.org/10.14233/ajchem.2013.15286]
[35]
Yu, Y.; Li, Q.; Bi, K.; Xie, P.; Yang, G.; Chen, X. A sensitive liquid chromatography-mass spectrometry method for simultaneous determination of alisol A and alisol A 24-acetate from Alisma orientale (Sam.) Juz. in rat plasma. Anal. Bioanal. Chem., 2011, 399(3), 1363-1369.
[http://dx.doi.org/10.1007/s00216-010-4426-9] [PMID: 21107819]
[36]
Jiang, Z.Y.; Zhang, X.M.; Zhang, F.X.; Liu, N.; Zhao, F.; Zhou, J.; Chen, J.J. A new triterpene and anti-hepatitis B virus active compounds from Alisma orientalis. Planta Med., 2006, 72(10), 951-954.
[http://dx.doi.org/10.1055/s-2006-947178] [PMID: 16858666]
[37]
Huang, Y.T.; Huang, D.M.; Chueh, S.C.; Teng, C.M.; Guh, J.H. Alisol B acetate, a triterpene from Alismatis rhizoma, induces Bax nuclear translocation and apoptosis in human hormone-resistant prostate cancer PC-3 cells. Cancer Lett., 2006, 231(2), 270-278.
[http://dx.doi.org/10.1016/j.canlet.2005.02.011] [PMID: 16399228]
[38]
Lee, S.M.; Kim, J.H.; Zhang, Y.; An, R.B.; Min, B.S.; Joung, H.; Lee, H.K. Anti-complementary activity of protostane-type triterpenes from Alismatis rhizoma. Arch. Pharm. Res., 2003, 26(6), 463-465.
[http://dx.doi.org/10.1007/BF02976863] [PMID: 12877555]
[39]
Yoshikawa, M.; Yamaguchi, S.; Chatani, N.; Nishino, Y.; Matsuoka, T.; Yamahara, J.; Murakami, N.; Matsuda, H.; Kubo, M. [Crude drugs from aquatic plants. III. Quantitative analysis of triterpene constituents in alismatis rhizoma by means of high performance liquid chromatography on the chemical change of the constituents during alismatis rhizoma processing]. Yakugaku Zasshi, 1994, 114(4), 241-247.
[http://dx.doi.org/10.1248/yakushi1947.114.4_241] [PMID: 8201545]
[40]
Luria, Udi.; Keren, Z. Cholesterol and chinese medicine. J. Chin. Med., 2009, 89, 30-35.
[41]
Cui, S.; Xu, B.; Wang, X. Determination of amino acids in alisma orientale by pre-column derivatization of rp-hplc. Chin. Tradit. Herbal Drugs, 2004, 35(8), 867-869.
[42]
Wu, S.S. L, C.; S, H.; Guo, S.; M, Fan.; J.Z. Chen. Determination and comparison of the amino acid composition in different alisma orientale. Strait Pharm J, 2004, 16(2), 66-67.
[43]
Wang, Y.F. Determination of the amino acid composition in alisma orientale and its mechanism of anti-fatty liver effect. Jiangxi Zhongyiyao Daxue Xuebao, 1993, 5(2), 39-40.

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