Docking studies: In silico lipoxygenase inhibitory activity of some commercially available flavonoids

  • Arumugam Madeswaran Department of Pharmacology, College of Pharmacy, Sri Ramakrishna Institute of Paramedical Sciences, Coimbatore, Tamil Nadu
  • Muthuswamy Umamaheswari Department of Pharmacology, College of Pharmacy, Sri Ramakrishna Institute of Paramedical Sciences, Coimbatore, Tamil Nadu
  • Kuppuswamy Asokkumar Department of Pharmacology, College of Pharmacy, Sri Ramakrishna Institute of Paramedical Sciences, Coimbatore, Tamil Nadu
  • Thirumalaisamy Sivashanmugam Department of Pharmacology, College of Pharmacy, Sri Ramakrishna Institute of Paramedical Sciences, Coimbatore, Tamil Nadu
  • Varadharajan Subhadradevi Department of Pharmacology, College of Pharmacy, Sri Ramakrishna Institute of Paramedical Sciences, Coimbatore, Tamil Nadu
  • Puliyath Jagannath Department of Pharmacology, College of Pharmacy, Sri Ramakrishna Institute of Paramedical Sciences, Coimbatore, Tamil Nadu
Keywords: Binding energy, Flavonoid, Inhibition constant, Lipoxygenase

Abstract

This study deals with the evaluation of the cyclooxygenase inhibitory activity of flavonoids using in silico docking studies. In this perspective, flavonoids like morin, naringenin, taxifolin, esculatin, daidzein, genistein, scopoletin, galangin and silbinin were selected. Azelastine, a known lipoxygenase inhibitor was used as the standard. Docking results showed that all the selected flavonoids showed binding energy ranging between -3.93 kcal/mol to -3.36 kcal/mol when compared with that of the standard (-3.70 kcal/mol). Intermolecular energy (-5.72 kcal/mol to -4.56 kcal/mol) and inhibition constant (1.31 mM to 3.43 mM) of the ligands also coincide with the binding energy. Morin contributed better lipoxygenase inhibitory activity because of its structural parameters.

Downloads

Download data is not yet available.
Abstract
1009
Download
498 Read
269

Author Biographies

Arumugam Madeswaran, Department of Pharmacology, College of Pharmacy, Sri Ramakrishna Institute of Paramedical Sciences, Coimbatore, Tamil Nadu
Lecturer
Muthuswamy Umamaheswari, Department of Pharmacology, College of Pharmacy, Sri Ramakrishna Institute of Paramedical Sciences, Coimbatore, Tamil Nadu
Professor
Kuppuswamy Asokkumar, Department of Pharmacology, College of Pharmacy, Sri Ramakrishna Institute of Paramedical Sciences, Coimbatore, Tamil Nadu
Professor
Thirumalaisamy Sivashanmugam, Department of Pharmacology, College of Pharmacy, Sri Ramakrishna Institute of Paramedical Sciences, Coimbatore, Tamil Nadu
Lecturer
Varadharajan Subhadradevi, Department of Pharmacology, College of Pharmacy, Sri Ramakrishna Institute of Paramedical Sciences, Coimbatore, Tamil Nadu
Lecturer
Puliyath Jagannath, Department of Pharmacology, College of Pharmacy, Sri Ramakrishna Institute of Paramedical Sciences, Coimbatore, Tamil Nadu
Lecturer

References

Azam F, Prasad MVV, Thangavel N. Molecular docking studies of 1-(substituted phenyl)-3-(naphtha [1,2d] thiazol -2-yl) urea/thiourea derivatives with human adenosine A2A receptor. Bioinformation 2011; 6: 330-34.

Brash AR. Lipoxygenases: Occurrence, functions, catalysis, and acquisition of substrate. J Biol Chem. 1999; 274: 23679-82.

Cavasotto CN, Abagyan RA. Protein flexibility in ligand docking and virtual screening to protein kinases. J Mol Biol. 2004; 12: 209-25.

Chang MW, Ayeni C, Breuer S. Virtual screening for HIV protease inhibitors: A comparison of AutoDock 4 and vina. PLoS ONE. 2010; 5: 119-55.

Cosconati S, Forli S, Perryman AL, Harris R, Goodsell DS, Olson AJ. Virtual screening with AutoDock: Theory and practice. Exp Opin Drug Disc. 2010; 5: 597-607.

Cotter RL, Burke WJ, Thomas VS, Potter JF, Zheng J, Gendelman HW. Insights into the neurodegenerative process of Alzheimers disease: A role for mononuclear phagocyte-associated in?ammation and neurotoxicity. J Leukoc Biol. 1995; 65: 416-27.

Goodsell DS, Morris GM, Olson AJ. Automated docking of flexible ligands: Applications of Autodock. J Mol Recog. 1996; 9: 1-5.

Kantarci A, Dyke TEV. Lipoxins in chronic inflammation. Crit Rev Oral Biol Med. 2003; 14: 4-12.

Khokra SL, Husain A, Jyoti, Jain S. Pharmacophore modeling studies on anti-inflammatory butenolides. Der Pharmacia Sinica. 2011; 2: 241.

Konc J, Konc JT, Penca M, Janezic D. Binding-sites prediction assisting protein-protein docking. Acta Chim. Slov. 2011; 58: 396401.

Madeswaran A, Umamaheswari M, Asokkumar K, Sivashanmugam T, Subhadradevi V, Jagannath P. In silico docking studies of lipoxygenase inhibitory activity of commercially available flavonoids. J Comput Method Mol Design. 2011; 1: 65-72.

Mayes PA, Botham KM. Biosynthesis of fatty acids. In: Harpers Illustrated Biochemistry. Murray RK, Granner DK, Mayes PA, Rodwell VW (eds). 26th ed. New York, Lange Medical Books/McGraw-Hill, 2003, pp 173-79.

Orak HH, Baser I, Karkut ZK, Bilgin O, Orak A. Investigations of peroxidase and lipoxygenase enzyme activities and their relationships with colour and chemical characteristics in commercial dent corn (Zea Mays L.) Hybrids. J Agro Sci. 2010; 1: 33.

Park H, Lee J, Lee S. Critical assessment of the automated AutoDock as a new docking tool for virtual screening. Proteins 2006; 65: 549-54.

Saleshier FM, Suresh S, Anitha N, Karim J, Divakar MC. Design, docking and synthesis of some 6-benzimidazoyl pyrans and screening of their anti tubercular activity. Eur J Exp Biol. 2011; 1: 150-59.

Schames JR, Henchman RH, Seigel JS, Sotriffer CA, Ni H, McCammon A. Discovery of a Novel Binding Trench in HIV Integrase. J Med Chem. 2004; 47: 1879-81.

Sivakumar R, Lokesh N, Rajashekhar A, Ramu N, Saikishore P, Venkatanarayanan R. Docking studies on PPAR? of novel ?-phenoxy phenyl propionic acid derivatives as antidiabetic agent. Der Pharmacia Sinica. 2011; 2: 327.

Umamaheswari M, Madeswaran A, Asokkumar K, Sivashanmugam T, Subhadradevi V, Jagannath P. Study of potential xanthine oxidase inhibitors: In silico and in vitro biological activity biological activity biological activity biological activity. Bangladesh J Pharmacol. 2011; 6: 117-23.

Vadivu R, Lakshmi KS. In vitro and in vivo anti-inflammatory activity of leaves of Symplocos cochinchnensis (Lour) Moore ssp laurina. Bangladesh J Pharmacol. 2008; 3: 121-24.

Yu Z, Schneider C, Boeglin WE, Marnett LJ, Brash AR. Epidermal lipoxygenase products of the hepoxilin pathway selectively activate the nuclear receptor PPAR?. Lipids. 2007; 42: 491-97.

Zhang S, Kumar K, Jiang X. DOVIS: An implementation for high throughput virtual ening using Autodock. BMC Bioinformatics. 2008; 9: 126.

Published
2012-01-18
How to Cite
Madeswaran, A., M. Umamaheswari, K. Asokkumar, T. Sivashanmugam, V. Subhadradevi, and P. Jagannath. “Docking Studies: In Silico Lipoxygenase Inhibitory Activity of Some Commercially Available Flavonoids”. Bangladesh Journal of Pharmacology, Vol. 6, no. 2, Jan. 2012, pp. 133-8, doi:10.3329/bjp.v6i2.9408.
Section
Research Articles