[KSCI] Korea Science Citation Index Service

http://dx.doi.org/10.13160/ricns.2016.9.3.166

In silico Analysis of Natural Compounds as Modulators of Type I Collagen

Narayanaswamy, Radhakrishnan (Department of Nutrition and Dietetics, Faculty of Medicine and Health Sciences, Universiti Putra Malaysia)
Wai, Lam Kok (Faculty of Pharmacy, Universiti Kebangsaan Malaysia (UKM))
Esa, Norhaizan Mohd (Department of Nutrition and Dietetics, Faculty of Medicine and Health Sciences, Universiti Putra Malaysia)
Ismail, Intan Safinar (Laboratory of Natural Products, Institute of Bioscience (IBS), Universiti Putra Malaysia (UPM))

Publication Information

Journal of Integrative Natural Science / v.9, no.3, 2016 , pp. 166-170 More about this Journal

Abstract

Collagen plays a vital role in the maintenance of structure and function of a human body. It has been widely applied in various fields including biomedical, cosmeceutical, food, pharmaceutical and tissue engineering. In the present study, the docking behaviour of type I collagen with 15 different ligands namely hydroxymethylfurfural, methylglyoxal, methylsyringate, O-methoxyacetophenone, 3-phenyllactic acid, 4-hydroxybenzoic acid, kojic acid, lumichrome, galangin, artoindonesianin F, caffeic acid, 4-coumaric acid, origanol A, thymoquinone and quercetin was evaluated along with their putative binding sites using Discovery Studio Version 3.1. Docking studies and binding free energy calculations revealed that origanol A has maximum interaction energy (-40.48 kcal/mol) and quercetin with the least interaction energy (-15.44 kcal/mol) as compared to the other investigated ligands. Three ligands which are galangin, methylsyringate and origanol A were shown to interact with Asp21 amino acid residue of chain B (type I collagen). Therefore, it is strongly suggested that the outcomes from the present study might provide new insight in understanding these 15 ligands as potential type I collagen modulators for the prevention of collagen associate disorders.

Keywords

Collagen; 4-coumaric acid; Kojic acid; Origanol A; Quercetin; Docking;

Citations & Related Records

Reference

1	M. H. Miller and H. A. Scheraga, "Calculation of the structures of collagen models. Role of interchain interactions in determining the triple-helical coiled-coil conformation. I. Poly (glycyl-prolyl-hydroxy-prolyl)", Journal of Polymer Science Part C: Polymer Symposia, Vol. 54, pp. 171-200, 1976.
2	K. A. Piez and B. L. Trus, "Sequence regularities and packing of collagen molecules", J. Mol. Biol., Vol. 122, pp. 419-432, 1978. DOI
3	J. M. Chen, C. E. Kung, S. H. Feairheller, and E. M. Brown, "An energetic evaluation of a "Smith" collagen microfibril model", Journal of Protein Chemistry, Vol. 10, pp. 535-552, 1991. DOI
4	P. X. Qi and E. M. Brown, "Molecular modeling of N-terminal telopeptides of bovine type I collagen", J. Am. Leather Chem. As., Vol. 97, pp. 235-242, 2002.
5	E. R. H. S. S. Ediriweera and N. Y. S. Premarathna, "Medicinal and cosmetic uses of bee's honey-A review", An international quarterly journal of research in Ayurveda, Vol. 33, pp. 178-182, 2012. DOI
6	S. Z. Hussein, K. M. Yusoff, S. Makpol, and Y. A. M. Yusof, "Gelam honey inhibits the production of proinflammatory, mediators NO, PGE 2, $TNF-{\alpha}$ , and IL-6 in carrageenan-induced acute paw edema in rats", Evid-Based Compl. Alt., Vol. 2012, pp. 109636, 2012.
7	M. Shahjahan, A. Halim Nurul, and N. J. Noor Izani, "Antimicrobial Properties of 'Kelulut' (Trigona Spp) Honey", Malaysian Journal of medical Sciences, Vol. 14, pp. 107-108, 2007.
8	M. I. Zainol, K. M. Yusoff, and M. Y. M. Yusof, "Antibacterial activity of selected Malaysian honey", BMC Complem. Altern. M., Vol.13, pp. 129, 2013. DOI
9	G. V. Rao, T. Mukhopadhyay, T. Annamalai, N. Radhakrishnan, and M. R. Sahoo, "Chemical constituents and biological studies of Origanum vulgare Linn", Pharmacognosy research, Vol. 3, pp. 143-145, 2011. DOI
10	N. Radhakrishnan, L. K. Wai, and I. S. Ismail, "Molecular docking analysis of natural compounds as Human neutrophil elastase (HNE) inhibitors", Journal of Chemical and Pharmaceutical Research, Vol. 5, pp. 337-341, 2013.
11	N. Radhakrishnan, A. Gnanamani, S. Sangeetha, G. Rameshkumar, and A. B. Mandal, "Bioinformatics in crosslinking chemistry of collagen with selective cross linkers", BMC Research Notes, Vol. 4, pp. 399, 2011. DOI
12	G. Wu, D. H. Robertson, C. L. Brooks, and M. Vieth, "Detailed analysis of grid-based molecular docking: A case study of CDOCKER-A CHARMm? based MD docking algorithm", J. Comput. Chem., Vol. 24, pp. 1549-1562, 2003. DOI
13	S. V. Sandhu, S. Gupta, H. Bansal, and K. Singla, "Collagen in health and disease", Journal of Orofacial Research, Vol. 2, pp. 153-159, 2012. DOI
14	L. Suguna, G. Chandrakasan, and K. T. Joseph, "Influence of honey on collagen metabolism during wound healing in rats", J. Clin. Biochem. Nutr., Vol. 13, pp. 7-12, 1992. DOI
15	R. A. Milch and R. A. Murray, "Studies of alcaptonuria: adsorption of homogentisic acid solutions on collagen chromatographic columns", Arthritis & Rheumatism, Vol. 4, pp. 268-274, 1961. DOI
16	T. A. McCaffrey, K. B. Pomerantz, T. A. Sanborn, A. M. Spokojny, B. Du, M. H. Park, J. E. Folk, A. Lamberg, K. I. Kivirikko, D.J. Falcone, S. B. Mehta, and H. M. Hanauske-Abel, "Specific inhibition of eIF-5A and collagen hydroxylation by a single agent: Antiproliferative and fibrosuppressive effects on smooth muscle cells from human coronary arteries", J. Clin. Invest., Vol. 95, pp. 446-455, 1995. DOI
17	B. Madhan, A. Dhathathreyan, V. Subramanian, and T. Ramasami, "Investigations on geometrical features in induced ordering of collagen by small molecules", J. Chem. Sci., Vol. 115, pp. 751-766, 2003. DOI
18	D. Baronas?Lowel, J. L. Lauer?Fields and G. B. Fields, "Defining the roles of collagen and collagen-Like proteins within the proteome", J. Liq. Chromatogr. R. T., Vol. 26, pp. 2225-2254, 2003. DOI
19	G. N. Ramachandran and G. Kartha, "Structure of collagen", Nature, Vol. 176, pp. 593-595, 1955. DOI
20	C. M. Ditre, T. D. Griffin, G. F. Murphy, H. Sueki, B. Telegan, W. C. Johnson, R. J. Yu, and E. J. Van Scott, "Effects of $\alpha$ -hydroxy acids on photoaged skin: A pilot clinical, histologic, and ultrastructural study", J. Am. Acad. Dermatol., Vol. 34, pp. 187-195, 1996. DOI
21	J. Lee, E. Jung, Y. Kim, J. Park, J. Park, S. Hong, J. Kim, C. Hyun, Y. S. Kim, and D. Park, "Asiaticoside induces human collagen I synthesis through TGF beta receptor I kinase (TbetaRI kinase)-independent Smad signaling", Planta Med., Vol. 72, pp. 324-328, 2006. DOI
22	L. Cui, Y.-Y. Liu, T. Wu, C.-M. Ai, and H.-Q. Chen, "Osteogenic effects of D (+) ${\beta}-3$ , 4-dihydroxyphenyl lactic acid (salvianic acid A, SAA) on osteoblasts and bone marrow stromal cells of intact and prednisone-treated rats", Acta Pharmacol. Sin., Vol. 30, pp. 321-332, 2009.
23	J. T. Koivunen, L. Nissinen, A. Juhakoski, M. Pihlavisto, A. Marjamaki, J. Huuskonen, and O. T. Pentikainen, "Blockage of collagen binding to integrin ${\alpha}2{\beta}1$ : structure-activity relationship of protein-protein interaction inhibitors", Med. Chem. Comm., Vol. 2, pp. 764-770, 2011. DOI
24	T. Mitra, G. Sailakshmi, A. Gnanamani, S. T. K. Raja, T. Thiruselvi, V. M. Gowri, N. V. Selvaraj, G. Ramesh, and A. B. Mandal, "Preparation and characterization of a thermostable and biodegradable biopolymers using natural cross-linker", Int. J. Biol. Macromol., Vol. 48, pp. 276-285, 2011. DOI
25	B. A. T. Hart, J. M. Simons, K. S. Shoshan, N. P. M. Bakker, and R. P. Labadie, "Antiarthritic activity of the newly developed neutrophil oxidative burst antagonist apocynin", Free Radical Bio. Med., Vol. 9, pp. 127-131, 1990.