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Isolation of Compounds from <i>Sargassum wightii </i> by GCMS and the Molecular Docking against Anti-Inflammatory Marker COX2
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Isolation of Compounds from Sargassum wightii by GCMS and the Molecular Docking against Anti-Inflammatory Marker COX2

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Abstract:

The study focused on the molecular docking of GC-MS isolated compounds from the Sargassum wightii against inflammatory marker Cycloxigenase-2 (COX2). Seven compounds isolated by GC-MS were tested for their anti-inflammatory action using insilico analysis. The crystal structure obtained from the protein data bank was docked against seven compounds and the glide score as well as glide energy were determined using Schrödinger Maestro software (version 2013.1). The results of molecular docking showed that out of the seven bioactive compounds tested, methyl salicylate, benzoic acid, 2-hydroxy-,ethyl ester, diethyl phthalate, hexadecanoic acid, ethyl ester and (E) -9-octadecenoic acid ethyl ester were effectively inhibited the COX2 protein. The ADME properties of the compounds analyzed using Qikprop version 3.6 software of Schrodinger suite and the results showed that all the compounds were biologically active and the scores were within the acceptable range. This study revealed that the possibility of using these compounds against COX2 to treat inflammation.

Info:

Periodical:
International Letters of Chemistry, Physics and Astronomy (Volume 63)
Pages:
1-12
DOI:
https://doi.org/10.18052/www.scipress.com/ILCPA.63.1
Citation:
P. Balachandran et al., "Isolation of Compounds from Sargassum wightii by GCMS and the Molecular Docking against Anti-Inflammatory Marker COX2", International Letters of Chemistry, Physics and Astronomy, Vol. 63, pp. 1-12, 2016
Online since:
January 2016
Authors:
P. Balachandran, Varadarajan Parthasarathy, T.V. Ajay Kumar
Keywords:
ADME Properties, Anti-Inflammatory Agents, COX2 Inhibitor, GC-MS, Molecular Docking, Protein Data Bank, QikProp, Sargassum wightii
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Distribution:
Open Access

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References:

[1] S.K. Chaudhary., Quintessence of Medical Pharmacology, Experimental Therapeutics, Kolkata, (2001).

[2] C.W. Denko, J.T. Whicher, S.W. Evans, A role of neuropeptides in inflammation, Biochemistry of Inflammation, Kluwer Pub, London, (1992).

[3] D.J. Watson, S.E. Harper, P.L. Zhao, H. Quan, J.A. Bolognese, T.J. Simon, Gastrointestinal tolerability of the selective cyclooxygenase-2 (COX2) inhibit orrofecoxib compared with nonselective COX1 and COX2 inhibitors in osteoarthritis, Arch Intern Med. 160 (2000).

DOI: https://doi.org/10.1001/archinte.160.19.2998

[4] N. Neophytou, G. Leonis, N. Stavrinoudakis, M. Simcic, S.G. Grdadolnik, E. Papavassilopoulou, G. Michas, P. Moutevelis-Minakakis, M.G. Papadopoulos, M. Zing, T. mavromoustakos, Docking and Molecular Dynamics Calculations of Pyrrolidinone Analog MMK16 to COX and LOX Enzymes, Mol. Inf. 30 (2011).

DOI: https://doi.org/10.1002/minf.201000131

[5] May, M. Zacharias, Accounting for global protein deformability during protein–protein and protein–ligand docking, BBA Proteins Proteomics. 1754 (2005) 225–231.

DOI: https://doi.org/10.1016/j.bbapap.2005.07.045

[6] T. Chopin., M. Sawhney, Seaweeds and their Mariculture, Encyclopedia of Ocean Sciences, second ed., Oxford, Academic Press, USA, 317-326, (2008).

DOI: https://doi.org/10.1016/b978-012374473-9.00757-8

[7] A. Manilal, S. Sujith, G.S. Kiran, J. Selvin, C. Shikar, Cytotoxic potentials of red alga, laurenciabrandenii collected from the Indian Coast, Global J Pharmacol. 3 (2009) 90-94.

[8] J.E. Duffy, M.E. Hay, Seaweed adaptations to herbivory, American Institute of Biological Science. 40(5) (1990) 368–375.

[9] G. S El-Baroty, M.Y. Moussa, M.A. Shallan, M.A. Ali, A.Z. Sabh, E.A. Shalaby, Contribution to the Aroma, Biological Activities, Minerals, Protein, Pigments and Lipid Contents of the Red Alga: Asparagopsistaxiformis (Delile) Trevisan, J App Sci Res. 3 (2007).

[10] S. Mizukoshi, H. Matsuoka, H. Katou and H. Noda, Search for bioactive substances from marine algae, Bulletin Fac. Bioresource Mie Univ. MiediaSeibutsushigen Kiyo. 8 (1993) 27-34.

[11] Boukhari & Sophie, Anyone for algae? UNESCO Courier, 51(7/8) (1998) 31-32.

[12] A. Jiménez-Escrig & F.J. Sánchez-Muniz, Dietary fibre from edible seaweeds, chemical structure, physicochemical properties and effects on cholesterol metabolism, Nutrition Research. 20 (2000) 585-598.

DOI: https://doi.org/10.1016/s0271-5317(00)00149-4

[13] C.H. Sarithakumari, G.L. Renju, G.M. Kurup, Anti-inflammatory and antioxidant potential of alginic acid isolated from the marine algae, Sargassum wightii on adjuvant-induced arthritic rats, Inflammopharmacology. 21 (2013) 261–268.

DOI: https://doi.org/10.1007/s10787-012-0159-z

[14] S. Kumaravel, P. Praveen Kumar, P. Vasuki, GC-MS Study on Microbial degradation of Lindane, International Journal of Applied Chemistry. 6(3) (2010) 363- 366.

[15] D.P. John, J. Pulapa, B.M. Naresh, C. Sashikanth, Virtual Screening and Molecular Docking Analysis of Zap-70 Kinase Inhibitors, International Journal of Chemical and Analytical Science. 2(9) (2011) 1208-1211.

[16] Z. Li, H. Wan, Y. Shi, P. Ouyang, Personal experience with four kinds of chemical Structure Drawing Software, Review on ChemDraw, ChemWindow, ISIS/Draw, and Chemsketch, J. Chem. Inf. Comput. Sci. 44 (5) (2004) 1886–1890.

DOI: https://doi.org/10.1021/ci049794h

[17] T. A. Halgren, R. B. Murphy, R.A. Friesner, H.S. Beard, L. L Frye, W.T. Pollard, J.L. Banks, Glide: A New Approach for Rapid, Accurate Docking and Scoring. 2. Enrichment Factors in Database Screening, J. Med. Chem., 47 (2004) 1750–1759.

DOI: https://doi.org/10.1021/jm030644s

[18] M. Awale, X. Jin, J.L. Reymond, Stereo selective virtual screening of the ZINC database using atom pair 3D-fingerprints, J Cheminform. Feb 7 (3) (2015) 1-15.

DOI: https://doi.org/10.1186/s13321-014-0051-5

[19] E. Bolton, Y. Wang, P.A. Thiessen, S.H. Bryant, PubChem: Integrated Platform of Small Molecules and Biological Activities, Chapter 12, Annual Reports in Computational Chemistry, Volume 4, Elsevier, Oxford, UK, 2008, pp.217-240.

DOI: https://doi.org/10.1016/s1574-1400(08)00012-1

[20] Y. Wang, J. Xiao, T.O. Suzek, J. Zhang, J. Wang, S.H. Bryant, PubChem: a public information system for analyzing bioactivities of small molecules, Nucleic Acids Research, 37 (2009) W623-633.

DOI: https://doi.org/10.1093/nar/gkp456

[21] G. Madhavi Sastry, A. Matvey, D. Tay, A. Ramakrishna, S. Woody, Protein and Ligand preparation : parameters, protocols, and influence on virtual screening enrichments, Journal of Computer-Aided Molecular Design. 27(3) (2013) 221-234.

DOI: https://doi.org/10.1007/s10822-013-9644-8

[22] R.A. Friesner, R.B. Murphy, M.P. Repasky, L.L. Frye, J.R. Greenwood, T.A. Halgren, P.C. Sanschagrin, D.T. Mainz, Extra Precision Glide: Docking and Scoring Incorporating a Model of Hydrophobic Enclosure for Protein-Ligand Complexes, J. Med. Chem. 49 (2006).

DOI: https://doi.org/10.1021/jm051256o

[23] H.M. Berman, The Protein Data Bank: a historical perspective, Acta Crystallographica Section A, Foundations of Crystallography. 64 (2008) 88-95.

[24] J.L. Wang, K. Aston, D. Limburg, C. Ludwig, A.E. Hallinan, F. Koszyk, B. Hamper, D. Brown, M. Graneto, J. Talley, T. Maziasz, J. Masferrer, J. Carter, The novel benzopyran class of selective cyclooxygenase-2 inhibitors. Part 2: the second clinical candidate having a shorter and favorable human half-life, Bioorg Med Chem Lett. 20(23) (2010).

DOI: https://doi.org/10.1016/j.bmcl.2010.07.059

[25] W. Sherman, T. Day, M.P. Jacobson, R.A. Friesner R. Farid, Novel procedure for modeling ligand/receptor induced fit effects, J. Med. Chem, 49 (2006) 534-553.

DOI: https://doi.org/10.1021/jm050540c

[26] QikProp, version 3. 6, Schrödinger, LLC, New York, New York, (2013).

[27] R.A. Friesner, J.L. Banks, R.B. Murphy, T.A. Halgren, J.J. Klicic, D.T. Mainz, M.P. Repasky, E.H. Knoll, M. Shelley, J.K. Perry, D.E. Shaw, P. Francis, P.S. Shenkin, Glide:  A New Approach for Rapid, Accurate Docking and Scoring. 1. Method and Assessment of Docking Accuracy, J. Med. Chem, 47(7) (2004).

DOI: https://doi.org/10.1021/jm0306430

[28] S.D. Walker, S.M. Eldowney, Molecular docking: A potential tool to aid ecotoxicity testing in environmental risk assessment of pharmaceuticals, Chemosphere. 93 (2013) 2568–2577.

DOI: https://doi.org/10.1016/j.chemosphere.2013.09.074
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