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Infectious Disorders - Drug Targets

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ISSN (Print): 1871-5265
ISSN (Online): 2212-3989

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Research Article

Molecular Docking and Study of the Anti-inflammatory Effect of Triterpene and Diarylheptanoid Isolated from Pellacalyx axillaris

Author(s): Tariq Hussein Mousa*, Salam Ahmed Abed and Sura Latif Alkhafaji

Volume 23, Issue 3, 2023

Published on: 27 December, 2022

Article ID: e031122210623 Pages: 7

DOI: 10.2174/1871526523666221103145920

Price: $65

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Abstract

Objective: Nonsteroidal anti-inflammatory drugs (NSAIDs) are a group of drugs widely used around the world for their analgesic, antipyretic and anti-inflammatory effect, but still have many limitations due to their side effects. So, these lead to the development of a new approach to search for a new product from natural plants that have similar therapeutic effects without common side effects like gastrointestinal ulcers.

Methods: The anti-inflammatory effect of β-amyrin palmitate (1) as triterpene and 1,7-bis (4- hydroxyphenyl) hept-4-en-3-one (2) as diarylheptanoid, isolated from Pellacalyx axillaris was studied by molecular docking to find the probability of binding position and binding strength of new compounds with particular Prostaglandin G/H synthase 2 (PDB ID: 1CX2). In vivo acute anti-inflammatory activity of the isolated compounds (1 and 2) was evaluated in rats using the egg-white induced edema model of inflammation in a dose correspondent to 3 mg/Kg of Diclofenac Sodium.

Results: The tested isolated compounds showed a high activity to inhibit the swelling in paw edema and their anti-inflammatory effect began shortly after the injection of the egg white and continued to the end of the experiment in comparison to the reference and control.

Conclusion: The isolated compounds show a rapid onset of action and a very potent effect, this may be related to their suitable acidity and may have perfect hydrophilic –lipophilic balance. This is the first study of anti-inflammatory effect using Paw edema model and molecular docking.

Graphical Abstract

[1]
Brune K, Patrignani P. New insights into the use of currently available non-steroidal anti-inflammatory drugs. J Pain Res 2015; 8: 105-18.
[http://dx.doi.org/10.2147/JPR.S75160] [PMID: 25759598]
[2]
Rao P, Knaus EE. Evolution of nonsteroidal anti-inflammatory drugs (NSAIDs): Cyclooxygenase (COX) inhibition and beyond. J Pharm Pharm Sci 2008; 11(2): 81s-110s.
[http://dx.doi.org/10.18433/J3T886] [PMID: 19203472]
[3]
Singh G, Triadafilopoulos G. Epidemiology of NSAID induced gastrointestinal complications. J Rheumatol 1999; 56: 18-24.
[PMID: 10225536]
[4]
Al-Shidhani A, Al-Rawahi N, Al-Rawahi A, Murthi SP. Non-steroidal anti-inflammatory drugs (NSAIDs) use in primary health care centers in A’seeb, muscat: A clinical audit. Oman Med J 2015; 30(5): 366-71.
[http://dx.doi.org/10.5001/omj.2015.73] [PMID: 26421118]
[5]
Goda Y, Kiuchi F, Shibuya M, Sankawa U. Inhibitors of prostaglandin biosynthesis from Dalbergia odorifera. Chem Pharm Bull 1992; 40(9): 2452-7.
[http://dx.doi.org/10.1248/cpb.40.2452] [PMID: 1446367]
[6]
Silverstein FE, Faich G, Goldstein JL, et al. Gastrointestinal toxicity with celecoxib vs. nonsteroidal anti-inflammatory drugs for osteoarthritis and rheumatoid arthritis: The claSS study: A randomized controlled trial. Celecoxib long-term arthritis safety study. JAMA 2000; 284(10): 1247-55.
[http://dx.doi.org/10.1001/jama.284.10.1247] [PMID: 10979111]
[7]
Wallace JL. Selective COX-2 inhibitors: Is the water becoming muddy? Trends Pharmacol Sci 1999; 20(1): 4-6.
[http://dx.doi.org/10.1016/S0165-6147(98)01283-8] [PMID: 10101953]
[8]
Lin X-H, Young S-H, Luo J-C, et al. Risk factors for upper gastrointestinal bleeding in patients taking selective COX-2 inhibitors: A nationwide population-based cohort study. Pain Med 2018; 19(2): 225-31.
[PMID: 28460044]
[9]
Imig JD. Eicosanoid regulation of the renal vasculature. Am J Physiol Renal Physiol 2000; 279(6): F965-81.
[http://dx.doi.org/10.1152/ajprenal.2000.279.6.F965] [PMID: 11097615]
[10]
Kakoki M, Smithies O. The kallikrein-kinin system in health and in diseases of the kidney. Kidney Int 2009; 75(10): 1019-30.
[http://dx.doi.org/10.1038/ki.2008.647] [PMID: 19190676]
[11]
Kopp UC, Cicha MZ, Smith LA. Hökfelt T. Nitric oxide modulates renal sensory nerve fibers by mechanisms related to substance P receptor activation. Am J Physiol Regul Integr Comp Physiol 2001; 281(1): R279-90.
[http://dx.doi.org/10.1152/ajpregu.2001.281.1.R279] [PMID: 11404304]
[12]
Danelich IM, Wright SS, Lose JM, Tefft BJ, Cicci JD, Reed BN. Safety of nonsteroidal antiinflammatory drugs in patients with cardiovascular disease. Pharmacotherapy 2015; 35(5): 520-35.
[http://dx.doi.org/10.1002/phar.1584] [PMID: 25940579]
[13]
Ernst E. Toxic heavy metals and undeclared drugs in Asian herbal medicines. Trends Pharmacol Sci 2002; 23(3): 136-9.
[http://dx.doi.org/10.1016/S0165-6147(00)01972-6] [PMID: 11879681]
[14]
Fong SYK, Efferth TH, Zuo Z. Modulation of the pharmacokinetics, therapeutic and adverse effects of NSAIDs by Chinese herbal medicines. Expert Opin Drug Metab Toxicol 2014; 10(12): 1711-39.
[http://dx.doi.org/10.1517/17425255.2014.970167] [PMID: 25307559]
[15]
Moro MG, Sanchez PKV, Gevert MV, et al. Gastric and renal effects of COX-2 selective and non-selective NSAIDs in rats receiving low-dose aspirin therapy. Braz Oral Res 2016; 30(1)e127
[http://dx.doi.org/10.1590/1807-3107bor-2016.vol30.0127] [PMID: 27901208]
[16]
Latruffe N. Natural products and inflammation. Molecules 2017; 22(1): 15-7.
[http://dx.doi.org/10.3390/molecules22010120] [PMID: 28085099]
[17]
Raman P, Dewitt DL, Nair MG. Lipid peroxidation and cyclooxygenase enzyme inhibitory activities of acidic aqueous extracts of some dietary supplements. Phytother Res 2008; 22(2): 204-12.
[http://dx.doi.org/10.1002/ptr.2287] [PMID: 17726737]
[18]
Naqvi R, Mubarak M, Ahmed E, Akhtar F, Naqvi A, Rizvi A. Acute tubulointerstitial nephritis/drug induced acute kidney injury; an experience from a single center in Pakistan. J Renal Inj Prev 2016; 5(1): 17-20.
[http://dx.doi.org/10.15171/jrip.2016.04] [PMID: 27069962]
[19]
Abebe W. Herbal medication: Potential for adverse interactions with analgesic drugs. J Clin Pharm Ther 2002; 27(6): 391-401.
[http://dx.doi.org/10.1046/j.1365-2710.2002.00444.x] [PMID: 12472978]
[20]
Melgaço S, Saraiva M, Lima T. Júniro G, Daher E. Nephrotoxicity of non-steroidal anti-inflammatory drugs. Crit Care Med 2010; 43: 382-90.
[21]
Lumiracoxib - suspension of uk licences with immediate effect. Drug safety information - lumiracoxib - 2007; 21.
[22]
Primary and community care directorate pharmacy division. Lumiracoxib - suspension of UK licences with immediate effect 2007.
[23]
Australian adverse drug reaction bulletin. Withdrawal lumiracoxib Aust 2016; 27.
[24]
Bhatt DL, Scheiman J, Abraham NS, et al. ACCF/ACG/AHA 2008 expert consensus document on reducing the gastrointestinal risks of antiplatelet therapy and NSAID use: A report of the American college of cardiology foundation task force on clinical expert consensus documents. Circulation 2008; 118(18): 1894-909.
[http://dx.doi.org/10.1161/CIRCULATIONAHA.108.191087] [PMID: 18836135]
[25]
Dey I, Lejeune M, Chadee K. Prostaglandin E2 receptor distribution and function in the gastrointestinal tract. Br J Pharmacol 2006; 149(6): 611-23.
[http://dx.doi.org/10.1038/sj.bjp.0706923] [PMID: 17016496]
[26]
Chen WC, Lin KH, Huang YT, et al. The risk of lower gastrointestinal bleeding in low-dose aspirin users. Aliment Pharmacol Ther 2017; 45(12): 1542-50.
[http://dx.doi.org/10.1111/apt.14079] [PMID: 28449186]
[27]
Mazumder S, De R, Sarkar S, et al. Selective scavenging of intra-mitochondrial superoxide corrects diclofenac-induced mitochondrial dysfunction and gastric injury: A novel gastroprotective mechanism independent of gastric acid suppression. Biochem Pharmacol 2016; 121: 33-51.
[http://dx.doi.org/10.1016/j.bcp.2016.09.027] [PMID: 27693316]
[28]
Chatterjee A, Bandyopadhyay SK. Herbal remedy: An alternate therapy of nonsteroidal anti-inflammatory drug induced gastric ulcer healing. Ulcers 2014, 2014.
[29]
Dias DA, Urban S, Roessner U. A historical overview of natural products in drug discovery. Metabolites 2012; 2(2): 303-36.
[http://dx.doi.org/10.3390/metabo2020303] [PMID: 24957513]
[30]
Cragg GM, Newman DJ. Biodiversity: A continuing source of novel drug leads. Pure Appl Chem 2005; 77(1): 7-24.
[http://dx.doi.org/10.1351/pac200577010007]
[31]
Balch RJ, Trescot A. Extended-release morphine sulfate in treatment of severe acute and chronic pain. J Pain Res 2010; 3: 191-200.
[PMID: 21197323]
[32]
Criscitiello C, Fumagalli D, Saini KS, Loi S. Tamoxifen in early-stage estrogen receptor-positive breast cancer: Overview of clinical use and molecular biomarkers for patient selection. OncoTargets Ther 2010; 4: 1-11.
[PMID: 21552410]
[33]
Fabian CJ. The what, why and how of aromatase inhibitors: Hormonal agents for treatment and prevention of breast cancer. Int J Clin Pract 2007; 61(12): 2051-63.
[http://dx.doi.org/10.1111/j.1742-1241.2007.01587.x] [PMID: 17892469]
[34]
Göbel A, Kuhlmann JD, Link T, et al. Adjuvant tamoxifen but not aromatase inhibitor therapy decreases serum levels of the Wnt inhibitor dickkopf-1 while not affecting sclerostin in breast cancer patients. Breast Cancer Res Treat 2017; 164(3): 737-43.
[http://dx.doi.org/10.1007/s10549-017-4296-3] [PMID: 28526959]
[35]
De Marchi T, Timmermans MA, Sieuwerts AM, et al. Phosphoserine aminotransferase 1 is associated to poor outcome on tamoxifen therapy in recurrent breast cancer. Sci Rep 2017; 7(1): 2099.
[http://dx.doi.org/10.1038/s41598-017-02296-w] [PMID: 28522855]
[36]
Abed SA, Sirat HM, Zulkifli RM. COX-2 inhibitors from the leaves of Pellacalyx saccardianus Scortech (Rhizophoraceae). Phytochem Lett 2015; 13: 20-9.
[http://dx.doi.org/10.1016/j.phytol.2015.05.001]
[37]
Kiss R, Sandor M, Szalai FA. Public web service for drug discovery. J Cheminform 2012; 4(S1): 17.
[http://dx.doi.org/10.1186/1758-2946-4-S1-P17]
[38]
Garavito RM, Malkowski MG, DeWitt DL. The structures of prostaglandin endoperoxide H synthases-1 and -2. Prostaglandins Other Lipid Mediat 2002; 68-69(69): 129-52.
[http://dx.doi.org/10.1016/S0090-6980(02)00026-6] [PMID: 12432914]
[39]
USCF Chimera. San Francisco USA: Professor, Computer Graphics Laboratory, Department of Pharmaceutical Chemistry, University of California, 600, 16th Street 2002. Available from: https://www.cgl.ucsf.edu/chimera/
[40]
Animal Welfare Information Center Bulletin. Beltsville MD: National Agricultural Library 1997-1998.
[41]
Turull A, Queralt J. Changes in prostaglandin E2 (PGE2) levels in paw exudate, stomach and kidney of arthritic rats: effects of flosulide. Prostaglan Lip Mediat 2001; 66(1): 27-37.
[42]
Beatriz M, Gerardo JL. Antonio, Jose AS. Anti-inflammatory activity of urerabaccifera in sprague- dawley rats. Rev Biol Trop 1999; 47(3): 365-71.
[43]
Chakraborty A, Devi RKB, Rita S, Sharatchandra KH. Preliminary studies on anti-inflammatory and analgesic activities of spilanthes acmella in experimental animal models. Indian J Pharmacol 2004; 36(3): 148-50.

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