Evaluation of DNA damage induced by acesulfame potassium: spectroscopic, molecular modeling simulations and toxicity studies

References

• Ahmad, A., & Ahmad, M. (2018). Deciphering the mechanism of interaction of edifenphos with calf thymus DNA. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 188, 244–251. https://doi.org/10.1016/j.saa.2017.07.014
   PubMed Web of Science ®Google Scholar
• Bandyopadhyay, A., Ghoshal, S., & Mukherjee, A. (2008). Genotoxicity testing of low-calorie sweeteners: aspartame, acesulfame-K, and saccharin. Drug and Chemical Toxicology, 31(4), 447–457.
   PubMed Web of Science ®Google Scholar
• Banks, J. L., Beard, H. S., Cao, Y., Cho, A. E., Damm, W., Farid, R., Felts, A. K., Halgren, T. A., Mainz, D. T., Maple, J. R., Murphy, R., Philipp, D. M., Repasky, M. P., Zhang, L. Y., Berne, B. J., Friesner, R. A., Gallicchio, E., & Levy, R. M. (2005). Integrated modeling program, applied chemical theory (IMPACT). Journal of Computational Chemistry, 26(16), 1752–1780. https://doi.org/10.1002/jcc.20292
   PubMed Web of Science ®Google Scholar
• Berman, H. M., Westbrook, J., Feng, Z., Gilliland, G., Bhat, T. N., Weissig, H., Shindyalov, I. N., & Bourne, P. E. (2000). The protein data bank. Nucleic Acids Research, 28(1), 235–242. https://doi.org/10.1093/nar/28.1.235
   PubMed Web of Science ®Google Scholar
• BIOVIA, D. S. (2015). BIOVIA discovery studio visualizer, v16. 1.0. 15350. Dassault Systèmes.
   Google Scholar
• Bowers, K. J., Chow, D. E., Xu, H., Dror, R. O., Eastwood, M. P., Gregersen, B. A., Klepeis, J. L., Kolossvary, I., Moraes, M. A., Sacerdoti, F. D., Salmon, J. K., Shan, Y., Shaw, D. E. (2006). Scalable algorithms for molecular dynamics simulations on commodity clusters. SC'06: Proceedings of the 2006 ACM/IEEE Conference on Supercomputing (pp. 43–43). IEEE.
   Google Scholar
• Calabrese, E. J. (2013a). Biphasic dose responses in biology, toxicology and medicine: accounting for their generalizability and quantitative features. Environmental Pollution (Barking, Essex : 1987), 182, 452–460. https://doi.org/10.1016/j.envpol.2013.07.046
   PubMed Web of Science ®Google Scholar
• Calabrese, E. J. (2013b). Hormetic mechanisms. Critical Reviews in Toxicology, 43(7), 580–606. https://doi.org/10.3109/10408444.2013.808172
   PubMed Web of Science ®Google Scholar
• Calabrese, E. J., & Baldwin, L. A. (2001). The frequency of U-shaped dose responses in the toxicological literature. Toxicological Sciences, 62(2), 330–338.
   PubMed Web of Science ®Google Scholar
• Calabrese, E. J., Baldwin, L. A., & Holland, C. D. (1999). Hormesis: A highly generalizable and reproducible phenomenon with important implications for risk assessment. Risk Analysis, 19(2), 261–281. https://doi.org/10.1111/j.1539-6924.1999.tb00404.x
   PubMed Web of Science ®Google Scholar
• Clauß, K., & Jensen, H. (1970). Cycloadditionen von halogensulfonylisocyanaten an acetylene. Tetrahedron Letters, 11(2), 119–122. https://doi.org/10.1016/S0040-4039(01)97654-3
   Google Scholar
• Cong, W-n., Wang, R., Cai, H., Daimon, C. M., Scheibye-Knudsen, M., Bohr, V. A., Turkin, R., Wood, W. H., Becker, K. G., Moaddel, R., Maudsley, S., & Martin, B. (2013). Long-term artificial sweetener acesulfame potassium treatment alters neurometabolic functions in C57BL/6J mice. PLoS One, 8(8), e70257. https://doi.org/10.1371/journal.pone.0070257
   PubMed Web of Science ®Google Scholar
• Findikli, Z., & Turkoglu, S. (2014). Determination of the effects of some artificial sweeteners on human peripheral lymphocytes using the comet assay. Journal of Toxicology and Environmental Health Sciences, 6(8), 147–153.
   Google Scholar
• Fındıklı, Z., & Türkoğlu, Ş. (2014). Determination of the effects of some artificial sweeteners on human peripheral lymphocytes using the comet assay. Journal of Toxicology and Environmental Health Sciences, 6(8), 147–153.
   Google Scholar
• Food & Administration Department. (1988). Food additives permitted for direct addition to food for human consumption; acesulfame potassium. Final rule. Federal Register, 53(145), 28379–28383.
   Google Scholar
• Fukuda, R., Takenaka, S., & Takagi, M. (1990). Metal ion assisted DNA-intercalation of crown ether-linked acridine derivatives. Journal of the Chemical Society, Chemical Communications, (15), 1028–1030. https://doi.org/10.1039/c39900001028
   Google Scholar
• Gallus, S., Scotti, L., Negri, E., Talamini, R., Franceschi, S., Montella, M., Giacosa, A., Dal Maso, L., & La Vecchia, C. (2007). Artificial sweeteners and cancer risk in a network of case–control studies. Annals of Oncology, 18(1), 40–44. https://doi.org/10.1093/annonc/mdl346
   PubMed Web of Science ®Google Scholar
• Gills, J. J., LoPiccolo, J., & Dennis, P. A. (2008). Nelfinavir, a new anti-cancer drug with pleiotropic effects and many paths to autophagy. Autophagy, 4(1), 107–109. https://doi.org/10.4161/auto.5224
   PubMed Web of Science ®Google Scholar
• Goutelle, S., Maurin, M., Rougier, F., Barbaut, X., Bourguignon, L., Ducher, M., & Maire, P. (2008). The Hill equation: A review of its capabilities in pharmacological modelling. Fundamental & Clinical Pharmacology, 22(6), 633–648. https://doi.org/10.1111/j.1472-8206.2008.00633.x
   PubMed Web of Science ®Google Scholar
• Graves, R., Callander, R., & Green, T. (1994). The role of formaldehyde and S-chloromethylglutathione in the bacterial mutagenicity of methylene chloride. Mutation Research/Genetic Toxicology, 320(3), 235–243. https://doi.org/10.1016/0165-1218(94)90050-7
   PubMedGoogle Scholar
• Health, U. D. o., & Services, H (1993). Hazardous substances data bank (HSDB, online database). National Toxicology Information Program. National Library of Medicine.
   Google Scholar
• Heidary Alizadeh, B., Dehghan, G., Derakhsh Ahmadi, V., Moghimi, S., Asadipour, A., & Foroumadi, A. (2018). Spectroscopic and molecular docking studies on DNA binding interaction of podophyllotoxin. Journal of Sciences, Islamic Republic of Iran, 29(2), 121–127.
   Google Scholar
• Helal, E. G., Abdelaziz, M. A., Taha, N. M., & El-Gama, M. S. (2019). The influence of acesulfame-k and aspartame on some physiological parameters in male albino rats. The Egyptian Journal of Hospital Medicine, 75(1), 1976–1981. https://doi.org/10.21608/ejhm.2019.29170
   Google Scholar
• Humphrey, W., Dalke, A., & Schulten, K. (1996). VMD: Visual molecular dynamics. Journal of Molecular Graphics, 14(1), 33–38.
   PubMedGoogle Scholar
• Husain, M. A., Yaseen, Z., Rehman, S. U., Sarwar, T., & Tabish, M. (2013). Naproxen intercalates with DNA and causes photocleavage through ROS generation. The FEBS Journal, 280(24), 6569–6580.
   PubMed Web of Science ®Google Scholar
• Ivanov, V. I., Minchenkova, L., Schyolkina, A., & Poletayev, A. (1973). Different conformations of double‐stranded nucleic acid in solution as revealed by circular dichroism. Biopolymers, 12(1), 89–110. https://doi.org/10.1002/bip.1973.360120109
   PubMed Web of Science ®Google Scholar
• Kakkar, R., & Garg, R. (2002). Theoretical study of tautomeric structures and fluorescence spectra of Hoechst 33258. Journal of Molecular Structure, 579(1–3), 109–113. https://doi.org/10.1016/S0166-1280(01)00721-7
   Google Scholar
• Khajeh, M. A., Dehghan, G., Dastmalchi, S., Shaghaghi, M., & Iranshahi, M. (2018). Spectroscopic profiling and computational study of the binding of tschimgine: A natural monoterpene derivative, with calf thymus DNA. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 192, 384–392. https://doi.org/10.1016/j.saa.2017.11.042
   PubMed Web of Science ®Google Scholar
• Kroger, M., Meister, K., & Kava, R. (2006). Low‐calorie sweeteners and other sugar substitutes: a review of the safety issues. Comprehensive Reviews in Food Science and Food Safety, 5(2), 35–47. https://doi.org/10.1111/j.1541-4337.2006.tb00081.x
   Web of Science ®Google Scholar
• Kypr, J., Kejnovská, I., Renčiuk, D., & Vorlíčková, M. (2009). Circular dichroism and conformational polymorphism of DNA. Nucleic Acids Research, 37(6), 1713–1725. https://doi.org/10.1093/nar/gkp026
   PubMed Web of Science ®Google Scholar
• Lakowicz, J. R. (1983). Quenching of fluorescence. Principles of Fluorescence Spectroscopy, 257–301.
   Google Scholar
• Ling, X., Zhong, W., Huang, Q., & Ni, K. (2008). Spectroscopic studies on the interaction of pazufloxacin with calf thymus DNA. Journal of Photochemistry and Photobiology B: Biology, 93(3), 172–176. https://doi.org/10.1016/j.jphotobiol.2008.07.008
   PubMed Web of Science ®Google Scholar
• Martyna, G. J., Klein, M. L., & Tuckerman, M. (1992). Nosé–Hoover chains: The canonical ensemble via continuous dynamics. The Journal of Chemical Physics, 97(4), 2635–2643. https://doi.org/10.1063/1.463940
   Web of Science ®Google Scholar
• Mathias, P. M., & O’Connell, J. P. (2012). The Gibbs–Helmholtz equation and the thermodynamic consistency of chemical absorption data. Industrial & Engineering Chemistry Research, 51(13), 5090–5097. https://doi.org/10.1021/ie202668k
   Web of Science ®Google Scholar
• Mukherjee, A., & Chakrabarti, J. (1997). In vivo cytogenetic studies on mice exposed to acesulfame-K—a non-nutritive sweetener. Food and Chemical Toxicology, 35(12), 1177–1179. https://doi.org/10.1016/S0278-6915(97)85469-5
   PubMed Web of Science ®Google Scholar
• Mukhopadhyay, M., Mukherjee, A., & Chakrabarti, J. (2000). In vivo cytogenetic studies on blends of aspartame and acesulfame-K. Food and Chemical Toxicology, 38(1), 75–77.
   PubMed Web of Science ®Google Scholar
• NABORS, L. O. B. (2002). Sweet choices: sugar replacements for foods and beverages. Food Technology (Chicago), 56(7), 28–34.
   Web of Science ®Google Scholar
• Nafisi, S., Saboury, A. A., Keramat, N., Neault, J.-F., & Tajmir-Riahi, H.-A. (2007). Stability and structural features of DNA intercalation with ethidium bromide, acridine orange and methylene blue. Journal of Molecular Structure, 827(1–3), 35–43. https://doi.org/10.1016/j.molstruc.2006.05.004
   Web of Science ®Google Scholar
• Naik, D., Moorthy, P., & Priyadarsini, K. (1990). Nonradiative energy transfer from 7-amino coumarin dyes to thiazine dyes in methanolic solutions. Chemical Physics Letters, 168(6), 533–538. https://doi.org/10.1016/0009-2614(90)85666-Z
   Web of Science ®Google Scholar
• Neese, F., & Wennmohs, F. (2013). ORCA (3.0. 2)-An ab initio. DFT and semiempirical SCF-MO package. Max-Planck-Institute for Chemical Energy Conversion.
   Google Scholar
• Ninfa, A. J., Ballou, D. P., & Benore, M. (2009). Fundamental laboratory approaches for biochemistry and biotechnology. John Wiley & Sons.
   Google Scholar
• Pence, H. E., & Williams, A. (2010). ChemSpider: an online chemical information resource. ACS Publications.
   Google Scholar
• Raben, A., & Richelsen, B. (2012). Artificial sweeteners: a place in the field of functional foods? Focus on obesity and related metabolic disorders. Current Opinion in Clinical Nutrition and Metabolic Care, 15(6), 597–604. https://doi.org/10.1097/MCO.0b013e328359678a
   PubMed Web of Science ®Google Scholar
• Rodger, A., & Nordén, B. (1997). Circular dichroism and linear dichroism. Oxford University Press.
   Google Scholar
• Ross, P. D., & Subramanian, S. (1981). Thermodynamics of protein association reactions: forces contributing to stability. Biochemistry, 20(11), 3096–3102.
   PubMed Web of Science ®Google Scholar
• Shah, A., Nosheen, E., Munir, S., Badshah, A., Qureshi, R., Rehman, Zia-ur., Muhammad, N., & Hussain, H. (2013). Characterization and DNA binding studies of unexplored imidazolidines by electronic absorption spectroscopy and cyclic voltammetry. Journal of Photochemistry and Photobiology B: Biology, 120, 90–97. https://doi.org/10.1016/j.jphotobiol.2012.12.015
   PubMed Web of Science ®Google Scholar
• Shahabadi, N., & Hadidi, S. (2012). Spectroscopic studies on the interaction of calf thymus DNA with the drug levetiracetam. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 96, 278–283. https://doi.org/10.1016/j.saa.2012.05.045
   PubMed Web of Science ®Google Scholar
• Shahabadi, N., Hadidi, S., Ghasemian, Z., & Taherpour, A. A. (2015). Racemic R, S-venlafaxine hydrochloride–DNA interaction: experimental and computational evidence. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 145, 540–552. https://doi.org/10.1016/j.saa.2015.03.073
   PubMed Web of Science ®Google Scholar
• Soltani, L., Rahmani, H. R., Joupari, M. D., Ghaneialvar, H., Mahdavi, A. H., & Shamsara, M. (2020). Effects of different concentrations of reversine on plasticity of mesenchymal stem cells. Indian Journal of Clinical Biochemistry, 35(2), 188–196.
   PubMed Web of Science ®Google Scholar
• Tanious, F. A., Veal, J. M., Buczak, H., Ratmeyer, L. S., & Wilson, W. D. (1992). DAPI (4', 6-diamidino-2-phenylindole) binds differently to DNA and RNA: minor-groove binding at sites and intercalation at AU sites. Biochemistry, 31(12), 3103–3112. https://doi.org/10.1021/bi00127a010
   PubMed Web of Science ®Google Scholar
• Trott, O., & Olson, A. J. (2010). Improving the speed and accuracy of docking with a new scoring function, efficient optimization, and multithreading. Journal of Computational Chemistry, 31(2), 455–461. https://doi.org/10.1002/jcc.21334
   PubMed Web of Science ®Google Scholar
• Weihrauch, M., & Diehl, V. (2004). Artificial sweeteners—Do they bear a carcinogenic risk? Annals of Oncology, 15(10), 1460–1465. https://doi.org/10.1093/annonc/mdh256
   PubMed Web of Science ®Google Scholar
• Weyermann, J., Lochmann, D., & Zimmer, A. (2005). A practical note on the use of cytotoxicity assays. International Journal of Pharmaceutics, 288(2), 369–376. https://doi.org/10.1016/j.ijpharm.2004.09.018
   PubMed Web of Science ®Google Scholar
• Whitehouse, C. R., Boullata, J., & McCauley, L. A. (2008). The potential toxicity of artificial sweeteners. AAOHN Journal, 56(6), 251–261.
   PubMedGoogle Scholar
• Zielkiewicz, J. (2005). Structural properties of water: Comparison of the SPC, SPCE, TIP4P, and TIP5P models of water. The Journal of Chemical Physics, 123(10), 104501. https://doi.org/10.1063/1.2018637
   PubMed Web of Science ®Google Scholar