Bioassay-guided isolation and identification of xanthine oxidase inhibitory constituents from the leaves of perilla frutescens

Molecules

Volumn 20, Issue 10, 2015, Pages 17848-17859

  Huo, Li Na ^a   Wang, Wei ^a   Zhang, Chun Yu ^b   Shi, Hai Bo ^c   Liu, Yang ^a   Liu, Xiao Hong ^a   Guo, Bing Hua ^a   Zhao, Dong Mei ^a   Gao, Hua ^a  

^a QINGDAO UNIVERSITY   (China)

^b Changchun The Bureau of Public Health Institute of Health Inspection   (China)

^c Jilin Academy of Chinese Medicine Sciences   (China)

Author keywords

Hyperuricemia; Perilla frutescens (l.) britt.; Polyphenols; Xanthine oxidase

Indexed keywords

ENZYME INHIBITOR; PLANT EXTRACT; XANTHINE OXIDASE;

ANIMAL; ANTAGONISTS AND INHIBITORS; BIOASSAY; CHEMICAL STRUCTURE; CHEMICALLY INDUCED; CHEMISTRY; DISEASE MODEL; DRUG DEVELOPMENT; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HYPERURICEMIA; ISOLATION AND PURIFICATION; KINETICS; MOUSE; PERILLA FRUTESCENS; PLANT LEAF;

ANIMALS; BIOLOGICAL ASSAY; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; DISEASE MODELS, ANIMAL; DRUG DISCOVERY; ENZYME INHIBITORS; HYPERURICEMIA; KINETICS; MICE; MOLECULAR STRUCTURE; PERILLA FRUTESCENS; PLANT EXTRACTS; PLANT LEAVES; XANTHINE OXIDASE;

EID: 84946924423     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules201017848     Document Type: Article

References (30)

1. Punzi, L.; So, A. Serum uric acid and gout: From the past to molecular biology. Curr. Med. Res. Opin. 2013, 29, 3-8.
2. Puddu, P.; Puddu, G.M.; Cravero, E.; Vizioli, L.; Muscari, A. The relationship among hyperuricemia, endothelial dysfunction, and cardiovascular diseases: Molecular mechanisms and clinical implications. J. Cardiol. 2012, 59, 235-242.
3. Zoccali, C.; Mallamaci, F. Uric acid, hypertension, and cardiovascular and renal complications. Curr. Hypertens. Rep. 2013, 15, 531-537.
4. Choi, H.K.; Ford, E.S. Prevalence of the metabolic syndrome in individuals with hyperuricemia. Am. J. Med. 2007, 120, 442-447.
5. Behradmanesh, S.; Horestani, M.K.; Baradaran, A.; Nasri, H. Association of serum uric acid with proteinuria in type 2 diabetic patients. J. Res. Med. Sci. 2013, 18, 44-46.
6. Doghramji, P.P. Managing your patient with gout: A review of treatment options. Postgrad. Med. J. 2011, 123, 56-71.
7. Yu, Z.F.; Fong, W.P.; Cheng, C.H. The dual actions of morin (3,5,7,2′,4′-pentahydroxyflavone) as a hypouricemic agent: Uricosuric effect and xanthine oxidase inhibitory activity. J. Pharmacol. Exp. Ther. 2006, 316, 169-175.
8. Wang, Y.J.; Zhang, G.W.; Pan, J.H.; Gong, D.M. Novel insights into the inhibitory mechanism of kaempferol on xanthine oxidase. J. Agric. Food Chem. 2015, 63, 526-534.
9. Yan J.K.; Zhang, G.W.; Hu, Y.T.; Ma, Y.D. Effect of luteolin on xanthine oxidase: inhibition kinetic and interaction mechanism merging with docking simulation. Food Chem. 2013, 141, 3766-3773.
10. State Pharmacopoeia Committee. Pharmacopoeia of the People's Republic of China; Medical Science and Technology Press: Beijing, China, 2010; pp. 318-319.
11. Woo, K.W.; Han, J.Y.; Suh, W.S.; Lee, J.H.; Lee, K.R. Two new chemical constituents from leaves of Perilla frutescens var. acuta. Bull. Korean Chem. Soc. 2014, 35, 2151-2154.
12. Banno, N.; Akihisa, T.; Tokuda, H.; Yasukawa, K.; Higashihara, H.; Ukiya, M.; Watanabe, K.; Kimura, Y.; Hasegawa, J.; Nishino, H. Triterpene acids from the leaves of Perilla frutescens and their anti-inflammatory and antitumor-promoting effects. Biosci. Biotechnol. Biochem. 2004, 68, 85-90.
13. Zhou, X.J.; Yan, L.L.; Yin, P.P.; Shi, L.L.; Zhang, J.H.; Liu, Y.J.; Ma, C. Structural characterisation and antioxidant activity evaluation of phenolic compounds from cold-pressed Perilla frutescens var. arguta seed flour. Food Chem. 2014, 164, 150-157.
14. Yang, S.Y.; Hong, C.O.; Lee, H.; Park, S.Y.; Park, B.G.; Lee, K.W. Protective effect of extracts of Perilla frutescens treated with sucrose on tert-butyl hydroperoxide-induced oxidative hepatotoxicity in vitro and in vivo. Food Chem. 2012, 133, 337-343.
15. Feng, L.J.; Yu, C.H.; Ying, K.J.; Hua, J.A.; Dai, X.Y. Hypolipidemic and antioxidant effects of total flavonoids of Perilla Frutescens leaves in hyperlipidemia rats induced by high-fat diet. Food Res. Int. 2011, 44, 404-409.
16. Oh, H.A.; Park, C.S.; Ahn, H.J.; Park, Y.S.; Kim, H.M. Effect of Perilla frutescens var. acuta Kudo and rosmarinic acid on allergic inflammatory reactions. Exp. Biol. Med. 2011, 236, 99-106.
17. Kwak, Y.; Ju, J. Inhibitory activities of Perilla frutescens britton leaf extract against the growth, migration, and adhesion of human cancer cells. Nutr. Res. Pract. 2015, 9, 11-16.
18. Urushima, H.; Nishimura, J.; Mizushima, T.; Hayashi, N.; Maeda, K.; Ito, T. Perilla frutescens extract ameliorates DSS-induced colitis by suppressing proinflammatory cytokines and inducing anti-inflammatory cytokines. Am. J. Physiol. Gastrointest. Liver Physiol. 2014, 308, G32-G41.
19. Jun, H.I.; Kim, B.T.; Song, G.S.; Kim, Y.S. Structural characterization of phenolic antioxidants from purple perilla (Perilla frutescens var. acuta) leaves. Food Chem. 2014, 148, 367-372.
20. Nakanishi, T.; Nishi, M.; Inada, H.; Obata, H.; Abe, S.; Wakashiro, M. Two new potent inhibitors of xanthine oxidase from leaves of Perilla frutescens Britton var. acuta kudo. Chem. Pharm. Bull. 1990, 38, 1772-1774.
21. Stavric, B.; Clayman, S.; Gradd, R.E.; Hebert, D. Some in vivo effects in the rat induced by chlorprothixene and potassium oxonate. Pharmacol. Res. Commun. 1975, 7, 117-124.
22. Liu, H.X.; He, M.T.; Tan, H.B.; Gu, W.; Yang, S.X.; Wang, Y.H.; Li, L.; Long, C.L. Xanthine oxidase inhibitors isolated from Piper nudibaccatum. Phytochem. Lett. 2015, 12, 133-137.
23. Kim, D.W.; Curtis-Long, M.J.; Yuk, H.J.; Wang, Y.; Song, Y.H.; Jeong, S.H.; Park, K.H. Quantitative analysis of phenolic metabolites from different parts of Angelica keiskei by HPLC-ESI MS/MS and their xanthine oxidase inhibition. Food Chem. 2014, 153: 20-27.
24. Yao, S.; Xu, N.Y.; Chu, C.J.; Zhang, J.; Chen, D.F. Chemical constituents of Rabdosia japonica var. glaucocalyx and their anti-complementary activity. Chin. J. Chin. Mater. Med. 2013, 38, 119-203.
25. Sun, Z.C.; Zheng, Q.X.; Wu, H.F.; Ma, G.X.; Xu, X.D.; Yang, J.S. Water-soluble constituents of Clerodendranthus spicatus. Chin. Pharm. J. 2014, 49, 22-25.
26. Lee, J.H.; Park, K.H.; Lee, M.H.; Kim, H.T.; Seo, W.D.; Kim, J.Y.; Baek, I.Y.; Jang, D.S.; Ha, T.J. Identification, characterisation, and quantification of phenolic compounds in the antioxidant activity-containing fraction from the seed of Korean perilla (Perilla frutescens) cultivars. Food Chem. 2013, 136, 843-852.
27. Flemmig, J.; Kuchta, K.; Arnhold, J.; Rauwald, H.W. Olea europaea leaf (Ph. Eur.) extract as well as several of its isolated phenolics inhibit the gout-related enzyme xanthine oxidase. Phytomedicine 2011, 18, 561-566.
28. Chen, L.Y.; Yin, H.F.; Lan, Z.; Ma, S.W.; Zhang, C.F.; Yang, C.L.; Li, P.; Lin, B.Q. Anti-hyperuricemic and nephroprotective effects of Smilax china L. J. Ethnopharmacol. 2011, 135, 399-405.
29. Chiang, H.C.; Lo, Y.J.; Lu, F.J. Xanthine-oxidase inhibitors from the leaves of Alsophila spinulosa (hook) tryon. J. Enzym. Inhib. 1994, 8, 61-71.
30. Li, X.C.; Liu, X.H.; Gao, H.; Fan, M.L.; Liu, K.; Wang, W. Study on inhibition and enzyme kinetics of different solvent extractions from Polygonum cuspidatum on xanthine oxidase. China Pharm. 2015, 26, 494-496.