IN VITRO AND IN SILICO EVALUATION OF XANTHINE OXIDASE INHIBITORY ACTIVITY OF QUERCETIN CONTAINED IN SONCHUS ARVENSIS LEAF EXTRACT
DOI:
https://doi.org/10.22159/ajpcr.2017.v10s2.19486Keywords:
Quercetin, Sonchusarvensis, Inhibitor, Xanthine oxidase, HyperuricemiaAbstract
Objective: The aim of the present study was to examine the inhibiting effects of quercetin contained in Sonchusarvensis leaf extract on the activity of xanthine oxidase, an essential enzyme for uric acid synthesis.
Methods: Activity test was conducted in vitro by measuring the activity of xanthine oxidase using UV spectrophotometry and in silico by determining the interaction of quercetin and allopurinol (as comparation drug) with xanthine oxidase enzyme in terms of hydrogen bonds and binding free energy. Docking simulations were performed by Autodock4.2 package.
Results: The active fraction, using the solvent n-hexane, ethyl acetate and water, tested the inhibitory activity of the xanthine oxidase enzyme in vitro obtained respectively IC50 of 263.19, 16.20 and 141.80 μg/ml. Isolates with highest activity identified as quercetin. The xanthine oxidase enzyme inhibitory activity insilico by molecular docking showed quercetin has free energy binding ˗7.71 kcal/mol, more negative than that of allopurinol ˗5.63 kcal/mol.
Conclusion: This shows the affinity of quercetin stronger than that of allopurinol; so that it can be predicted that quercetin was more potential to inhibit xanthine oxidase enzyme activity. Thus the extract of the S. arvensis leaves containing the active compound quercetin was a potential use as antihyperuricemia.
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Dalimartha S. Atlas of Indonesian Medicinal Plants. 4th ed. Jakarta: Penebar Swadaya; 2001.
Herfindal ET, Gourley DR, Hart LL. Clinical Pharmacy and Therapeutics. 5th ed. Baltimore: Williams & Wilkins; 1992.
Wortmann RL. Gout and Other Disorder of Purin Metabolism: Principles of Internal Medicine. 14th ed. New York: McGraw-Hill Companies; 1998.
Bustanji Y, Hudaib M, Tawaha K, Mohammad KM, Almasri I, Hamed S, et al. In vitro xanthine oxidase inhibition by selected Jordanian medicinal plants. Jordan J Pharm Sci 2011;4(1):49-56.
Dipiro JT, Talbert RL, Yee GC, Matzke G, Wells B, Posey LM. Pharmacotherapy: A Patophysiologic Approach. 7th ed. New York: McGraw Hill; 2008.
Shafer SL, Fiset P. Clinical Pharmacy and Therapeutics. 5th ed. Maryland: William & Wilkins; 1992.
Cos P, Ying L, Calomme M, Hu JP, Cimanga K, Van Poel B, et al. Structure-activity relationship and classification of flavonoids as inhibitors of xanthine oxidase and superoxide scavengers. J Nat Prod 1998;61:71-6.
Nagao A, Seki M, Kobayashi H. Inhibition of xanthine oxidase by flavonoids. Biosci Biotechnol Biochem 1999;63(10):1787-90.
Harborne JB. Phytochemical Methods. A Guide to Modern Techniques of Plant Analysis. 3rd ed. London: Chapman and Hall; 1988.
Itai A, Tomioka N, Kato Y. Rational approaches to computer drug design based on drug-receptor interactions. QSAR and Drug Design - New Developments and Applications. Vol. 3. New York: Elsevier Science; 1995. p. 48.
Azmi SM, Jamal P, Amid A. Xanthine oxidase inhibitory activity from potential Malaysian medicinal plant as remedies for gout. Int Food Res J 2012;19(1):159-65.
Hendriani R, Sukandar EY, Anggadiredja K, Sukrasno. In vitro evaluation of xanthine oxidase inhibitory activity of Sonchus arvensis leaves. Int J Pharm Pharm Sci 2014;6(2):501-3.
Hendriani R, Sukandar EY, Anggadiredja K, Sukrasno. In vitro evaluation of xanthine oxidase inhibitory activity of selected medical plants. Int J Pharm Clin Res 2016;8(4):235-8.
Kartasasmita RE, Herowati R, Harmastuti N, Gusnidar T. Quercetin derivatives docking based on study of flavonoids interaction to cyclooxygenase-2. Indones J Chem 2009;9(2):297-302.
Umamaheswari M, Madeswaran A, Asokkumar K, Sivashanmugam T, Subhadradevi V, Jagannath P. Discovery of potential xanthine oxidase inhibitors using in silico docking studies. Pharm Chem 2011;3(5):240 7.
Lin CM, Chen CS, Chen CT, Liang YC, Lin JK. Molecular modeling of flavonoids that inhibits xanthine oxidase. Biochem Biophys Res Commun 2002;294(1):167-72.
Khan RA. Evaluation of flavonoids and diverse antioxidant activities of Sonchus arvensis. Chem Cent J 2012;6(1):126.
Nurianti Y, Hendriani R, Sukandar EY, Anggadiredja K. Acute and subchronic oral toxicity studies of ethyl acetate extract of Sonchus arvensis L. Leaves. Int J Pharm Pharm Sci 2014;6(5):343-7.
Trott O, Olson AJ. AutoDock Vina: Improving the speed and accuracy of docking with a new scoring function, efficient optimization, and multithreading. J Comput Chem 2010;31:455-61.
Cao H, Pauff JM, Hille R. X-ray crystal structure of a xanthine oxidase complex with the flavonoid inhibitor quercetin. J Nat Prod 2014;77(7):1693-9.
Cao H, Pauff JM, Hille R. Substrate orientation and catalytic specificity in the action of xanthine oxidase: The sequential hydroxylation of hypoxanthine to uric acid. J Biol Chem 2010;285(36):28044-53.
Okamoto K, Eger BT, Nishino T, Pai EF, Nishino T. Mechanism of inhibition of xanthine oxidoreductase by allopurinol: Crystal structure of reduced bovine milk xanthine oxidoreductase bound with oxipurinol. Nucleosides Nucleotides Nucleic Acids 2008;27(6):888-93.
Thilakarathna SH, Rupasinghe HP. Flavonoid bioavailability and attempts for bioavailability enhancement. Nutrients 2013;5(9):3367-87.
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