J. Appl. Environ. Biol. Sci., 4(8S)101-105, 2014
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ISSN: 2090-4274
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Corresponding Author: Bilal J M Alrawi, Department of Chemistry, Education College for women, Anbar University, Iraq.
E-mail:bb_jj_55@yahoo.com
Prediction of Binding Mode of Bisphenol-A (A Carcinogen) in Estrogen and
Testosterone Receptors by Applying Computational Docking Approach
Bilal J M Alrawi
1,#
, Ashfaq Ur Rehman
2
, Ayaz Ahmad
3
, Asma Mohammed
4
, Syed Babar Jamal
2
,
Nasir Ahmad
2
, Abdul Wadood
2
, and Lubna Shah
2
1
Departmentof Chemistry, Education College for women, Anbar University, Iraq
2
Department of Biochemistry, UCSS, Abdul Wali Khan University Mardan, Pakistan
3
Department of Biotechnology, UCSS, Abdul Wali Khan University Mardan, Pakistan
4
Departmentof Chemistry, College of Education, Anbar University, Iraq
Received: September 1, 2014
Accepted: November 13, 2014
ABSTRACT
Background: Bisphenol A (BPA) displays weak estrogenic properties and could be a weak carcinogen. BPA
exposure during the perinatal period has been reported to alter both prostate and mammary gland development in
ways that may render these organs more susceptible to the development of neoplasia or preneoplastic conditions
with subsequent exposures to strong tumour-initiating or tumour-promoting regimens.
Methods: Molecular Operating Environment (MOE-2012) software was used to perform docking calculations. This
software returned affinity energy values for several ligand conformations. Subsequently, we used PyMole 1.4 and
Ligand Scout 3.1 to check the stereochemistry of chiral carbons, substructure, superstructure, number of rotatable
bonds, number of rings, number of donor groups, and hydrogen bond receptors.
Results: some compounds involved in cancer, here computationally we predict the distortion behavior of Bis-Phenol
A in equilibration in estrogen and testosterone receptors, and then GROMACS was used to simulate the behavior of
the Bis-Phenol A in complex (estrogen -testosterone receptors) after a set of 500 PS and up to 300 K in water. This
calculation returned a graph of potential energy against simulation time and showed that the ligand (bis-phenol A)
are might be involved in destroying the equilibration of both the receptors.
Conclusions: The results indicate that Bis-Phenol A could be a competitor for steroids which defect the equilibrium
of estrogen – Androgen effect, but the binding with testosterone receptor was stronger than binding with estrogen
receptor.
KEYWORDS: bisphenol A (BPA), Docking, carcinogen
INTRODUCTION
Bisphenol A (BPA) is a chemical used to make a kind of plastic called polycarbonate. Also BPA is used to
make the linings in almost all canned food and drinks, including cans of liquid infant formula (U.S. Environmental
Protection Agency, 2010). The important note on BPA that it exhibits hormone-like properties that raise concern
about its suitability in some consumer products and food containers (U.S. Food and Drug Administration, 2013). A
2010 report from the US Food and Drug Administration (FDA) identified possible hazards to fetuses, infants, and
young children. However, an FDA assessment released in March 2013 said that BPA is safe at the very low levels
that occur in some foods (U.S. Food and Drug Administration, 2010).
Endocrine-disrupting chemicals (EDC), including phthalates, bisphenol A (BPA), and phytoestrogens such as
genistein and daidzein, are associated with a variety of adverse health effects in organisms or progeny by altering
the endocrine system (Yoon K, &Kwack SJ, 2014) which make focusing of researcher to characterize the whole
effect of these compounds accurately considering the priorities of hormone system. The widespread exposure of
individuals to BPA is suspected to affect a variety of physiological functions, including reproduction, development,
and metabolism (Delfosse V, &Grimaldi M, 2014). Recently, Bisphenol A consider as one of the highest volume
chemicals produced worldwide.
the previous studies showed that BPA has estrogen like effect and it has binding ability to estrogen receptor
(Richard M., 2014). Basically, BPA binds to steroid receptors but it is unclear whether it binds to Estrogen receptor
and take role like estrogen agonist or binds to androgen receptor to be antagonist which leading to disrupt the
estrogen – androgen equilibrium in breast tissue. Consequently, in this study we try to explain the binding of BPA to
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