References
- Ahmad, B., Parveen, S., & Khan, R. H. (2006). Effect of albumin conformation on the binding of ciprofloxacin to human serum albumin: A novel approach directly assigning binding site. Biomacromolecules, 7, 1350–1356.
- Beauchemin, R., N’Soukpoe-Kossi, C., Thomas, T., Thomas, T., Carpentier, R., & Tajmir-Riahi, H. (2007). Polyamine analogues bind human serum albumin. Biomacromolecules, 8, 3177–3183.
- Berendsen, H., Postma, J., Van Gunsteren, W., & Hermans, J. (1981). Interaction models for water in relation to protein hydration. Intermolecular forces, 11, 331–342.
- Berendsen, H. J., van der Spoel, D., & van Drunen, R. (1995). GROMACS: A message-passing parallel molecular dynamics implementation. Computer Physics Communications, 91, 43–56.
- Bhattacharya, A. A., Grune, T., & Curry, S. (2000). Crystallographic analysis reveals common modes of binding of medium and long-chain fatty acids to human serum albumin. Journal of Molecuar Bioology, 303, 721–732.
- Carter, D. C., & Ho, J. X. (1994). Structure of serum albumin. Advances in Protein Chemistry, 45, 153–203.
- Charbonneau, D., Beauregard, M., & Tajmir-Riahi, H.-A. (2009). Structural analysis of human serum albumin complexes with cationic lipids. The Journal of Physical Chemistry, B113, 1777–1784.
- Cho, C., Choi, D., Cardone, M., Kim, C., Sinskey, A., & Rha, C. (2006). Glioblastoma cell death induced by asiatic acid. Cell Biology and Toxicology, 22, 393–408.
- Curry, S., Brick, P., & Franks, N. P. (1999). Fatty acid binding to human serum albumin: new insights from crystallographic studies. Biochimica et Biophysica Acta (BBA)-Molecular and Cell Biology of Lipids, 1441, 131–140.
- Curry, S., Mandelkow, H., Brick, P., & Franks, N. (1998). Crystal structure of human serum albumin complexed with fatty acid reveals an asymmetric distribution of binding sites. Nature Structural & Molecular Biology, 5, 827–835.
- Garg, A., Mark Manidhar, D., Gokara, M., Malleda, C., Suresh Reddy, C., & Subramanyam, R. (2013). Elucidation of the Binding Mechanism of Coumarin Derivatives with Human Serum Albumin. PLoS One, 8, e63805.
- Ghuman, J., Zunszain, P. A., Petitpas, I., Bhattacharya, A. A., Otagiri, M., & Curry, S. (2005). Structural basis of the drug-binding specificity of human serum albumin. Journal of Molecular Biology, 353, 38–52.
- Gokara, M., Sudhamalla, B., Amooru, D. G., & Subramanyam, R. (2010). Molecular interaction studies of trimethoxy flavone with human serum albumin. PLoS One, 5, e8834.
- Gray, D. M., Hung, S.-H., & Johnson, K. H. (1995). Absorption and circular dichroism spectroscopy of nucleic acid duplexes and triplexes. Methods in Enzymology, 246, 19.
- Gurfinkel, D. M., Chow, S., Hurren, R., Gronda, M., Henderson, C., Berube, C., … Schimmer, A. D. (2006). Disruption of the endoplasmic reticulum and increases in cytoplasmic calcium are early events in cell death induced by the natural triterpenoid Asiatic acid. Apoptosis, 11, 1463–1471.
- He, X. M., & Carter, D. C. (1992). Atomic structure and chemistry of human serum albumin. Nature, 358, 209–215.
- Hemmateenejad, B., Shamsipur, M., Samari, F., Khayamian, T., Ebrahimi, M. & Rezaei, Z. (2012). Combined fluorescence spectroscopy and molecular modeling studies on the interaction between harmalol and human serum albumin. Journal of Pharmaceutical and Biomedical Analysis, 67–68, 201–208.
- Holford, N., & Benet, L. (1998). Pharmacokinetics & pharmacodynamics: Dose selection & the time course of drug action. Basic & Clinical Pharmacology (7th ed.). Stamford, CT: Appleton & Lange, 34–49.
- Hsu, Y. L., Kuo, P. L., Lin, L. T., & Lin, C. C. (2005). Asiatic acid, a triterpene, induces apoptosis and cell cycle arrest through activation of extracellular signal-regulated kinase and p38 mitogen-activated protein kinase pathways in human breast cancer cells. Journal of Pharmacology and Experimental Therapeutics, 313, 333–344.
- HyeKyung, Y., JeHo, R., SangSup, J., & SangHyun, S. (2009). Asiatic acid derivatives protect primary cultures of rat hepatocytes against carbon tetrachloride-induced injury via the cellular antioxidant system. Natural Product Communications, 4, 765–768.
- Jardón-Valadez, E., Ulloa-Aguirre, A., & Pin˜eiro, A. N. (2008). Modeling and molecular dynamics simulation of the human gonadotropin-releasing hormone receptor in a lipid bilayer. The Journal of Physical Chemistry, B112, 10704–10713.
- Jones, G., Willett, P., Glen, R. C., Leach, A. R., & Taylor, R. (1997). Development and validation of a genetic algorithm for flexible docking. Journal of Molecular Biology, 267, 727–748.
- Kiselev, M. A., Gryzunov Iu, A., DobretsovKomarova, M. N., G. E., & Komarova, M. N. (2001). Size of a human serum albumin molecule in solution. Biofizika, 46, 423–427.
- Kragh-Hansen, U. (1981). Molecular aspects of ligand binding to serum albumin. Pharmacological Reviews, 33, 17–53.
- Kratochwil, N. A., Huber, W., Müller, F., Kansy, M., & Gerber, P. R. (2002). Predicting plasma protein binding of drugs: A new approach. Biochemical Pharmacology, 64, 1355–1374.
- Krishnamurthy, R. G., Senut, M. C., Zemke, D., Min, J., Frenkel, M. B., Greenberg, E. J., … Kassab, M. (2009). Asiatic acid, a pentacyclic triterpene from Centella asiatica, is neuroprotective in a mouse model of focal cerebral ischemia. Journal of Neuroscience Research, 87, 2541–2550.
- Lakowicz, J. R. (2006). Principles of fluorescence spectroscopy. Berlin: Springer.
- Leckband, D. (2000). Measuring the forces that control protein interactions. Annual Review of Biophysics and Biomolecular Structure, 29, 1–26.
- Lindup, W. (1987). Plasma protein binding of drugs: Some basic and clinical aspects. Progress in Drug Metabolism, 10, 141–185.
- Ma, K., Zhang, Y., Zhu, D., & Lou, Y. (2009). Protective effects of asiatic acid against D-galactosamine/lipopolysaccharide-induced hepatotoxicity in hepatocytes and kupffer cells co-cultured system via redox-regulated leukotriene C4 synthase expression pathway. European Journal of Pharmacology, 603, 98–107.
- MacKichan, J. (1992). Influence of protein binding and use of unbound (free) drug concentrations. In W. E. Evans, J. J. Schentag, & W. J. Jusko (Eds.), Applied Pharmacokinetics, Principles of Therapeutic Drug Monitoring (3rd ed., pp. 5–48). Vancouver, WA: Applied Therapeutics.
- Malleda, C., Ahalawat, N., Gokara, M., & Subramanyam, R. (2012). Molecular dynamics simulation studies of betulinic acid with human serum albumin. Journal of Molecular Modeling, 18, 2589–2597.
- Morris, G., Goodsell, D., Huey, R., & Olson, A. (1996). Distributed automated docking of flexible ligands to proteins: Parallel applications of AutoDock 2.4. Journal of Computer-Aided Molecular Design, 10, 293–304.
- Morris, G. M., Huey, R., Lindstrom, W., Sanner, M. F., Belew, R. K., Goodsell, D. S., & Olson, A. J. (2009). AutoDock4 and AutoDockTools4: Automated docking with selective receptor flexibility. Journal of Computational Chemistry, 30, 2785–2791.
- Mosmann, T. (1983). Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. Journal of Immunological Methods, 65, 55–63.
- Neelam, S., Gokara, M., Sudhamalla, B., Amooru, D. G., & Subramanyam, R. (2010). Interaction studies of coumaroyltyramine with human serum albumin and its biological importance. The Journal of Physical Chemistry, B114, 3005–3012.
- N’Soukpoe-Kossi, C., Sedaghat-Herati, R., Ragi, C., Hotchandani, S., & Tajmir-Riahi, H. (2007). Retinol and retinoic acid bind human serum albumin: Stability and structural features. International Journal of Biological Macromolecules, 40, 484–490.
- Pan, L., Xu, L., Zhao, X., Gao, J., Chen, J., Fang, F., Xu, Q., & Tang, X. (2006). Mechanism underlying mitochondrial protection of asiatic acid against hepatotoxicity in mice. Journal of Pharmacy and Pharmacology, 58, 227–233.
- Park, B. C., Bosire, K. O., Lee, E.-S., Lee, Y. S., & Kim, J. (2005). Asiatic acid induces apoptosis in SK-MEL-2 human melanoma cells. Cancer letters, 218, 81–90.
- Park, B. C., Paek, S.-H., Lee, Y.-S., Kim, S.-J., Lee, E.-S., Choi, H. G., … Kim, J.-A. (2007). Inhibitory effects of asiatic acid on 7, 12-dimethylbenz [a] anthracene and 12-O-tetradecanoylphorbol 13-acetate-induced tumor promotion in mice. Biological and Pharmaceutical Bulletin, 30, 176–179.
- Peters Jr, T. (1995). All about albumin: Biochemistry, genetics, and medical applications. San Diego, CA: Academic Press.
- Petitpas, I., Grüne, T., Bhattacharya, A. A., & Curry, S. (2001). Crystal structures of human serum albumin complexed with monounsaturated and polyunsaturated fatty acids. Journal of Molecular Biology, 314, 955–960.
- Petitpas, I., Petersen, C. E., Ha, C.-E., Bhattacharya, A. A., Zunszain, P. A., Ghuman, J., … Curry, S. (2003). Structural basis of albumin–thyroxine interactions and familial dysalbuminemic hyperthyroxinemia. Proceedings of the National Academy of Sciences, 100, 6440–6445.
- Pinkerton, T. C., & Koeplinger, K. A. (1990). Determination of warfarin-human serum albumin protein binding parameters by an improved Hummel-Dreyer high-performance liquid chromatographic method using internal surface reversed-phase columns. Analytical Chemistry, 62, 2114–2122.
- Pu, H., Jiang, H., & Chen, R. (2013). Combined multispectroscopic and molecular docking investigation on the interaction between strictosamide and human serum albumin. Luminescence.
- Schuttelkopf, A. W., & van Aalten, D. M. (2004). PRODRG: A tool for high-throughput crystallography of protein-ligand complexes. Acta Crystallographica Section D: Biological Crystallography, 60, 1355–1363.
- Soo Lee, Y., Jin, D.-Q., Beak, S.-M., Lee, E.-S., & Kim, J. (2003). Inhibition of ultraviolet-A-modulated signaling pathways by asiatic acid and ursolic acid in HaCaT human keratinocytes. European Journal of Pharmacology, 476, 173–178.
- Subramanyam, R., Gollapudi, A., Bonigala, P., Chinnaboina, M., & Amooru, D. G. (2009a). Betulinic acid binding to human serum albumin: A study of protein conformation and binding affinity. Journal of Photochemistry and Photobiology B: Biology, 94, 8–12.
- Subramanyam, R., Goud, M., Sudhamalla, B., Reddeem, E., Gollapudi, A., Nellaepalli, S., … Amooru, D. G. (2009b). Novel binding studies of human serum albumin with trans-feruloyl maslinic acid. Journal of Photochemistry and Photobiology B: Biology, 95, 81–88.
- Sudhamalla, B., Gokara, M., Ahalawat, N., Amooru, D. G., & Subramanyam, R. (2010). Molecular dynamics simulation and binding studies of β-sitosterol with human serum albumin and its biological relevance. The Journal of Physical Chemistry, B114, 9054–9062.
- Sudlow, G., Birkett, D. J., & Wade, D. N. (1975). The characterization of two specific drug binding sites on human serum albumin. Molecular Pharmacology, 11, 824–832.
- Sudlow, G., Birkett, D., & Wade, D. (1976). Further characterization of specific drug binding sites on human serum albumin. Molecular Pharmacology, 12, 1052–1061.
- Sugio, S., Kashima, A., Mochizuki, S., Noda, M., & Kobayashi, K. (1999). Crystal structure of human serum albumin at 2.5 Å resolution. Protein Engineering, 12, 439–446.
- Sułkowska, A. (2002). Interaction of drugs with bovine and human serum albumin. Journal of Molecular Structure, 614, 227–232.
- Sun, C., Yang, J., Wu, X., Huang, X., Wang, F., & Liu, S. (2005). Unfolding and refolding of bovine serum albumin induced by cetylpyridinium bromide. Biophysical Journal, 88, 3518–3524.
- Tang, L.-X., He, R.-H., Yang, G., Tan, J. J., Zhou, L., Meng, X. M., … Lan, H. Y. (2012). Asiatic acid inhibits liver fibrosis by blocking TGF-beta/smad signaling in vivo and in vitro. PLoS One, 7, e31350.
- Tang, X.-L., Yang, X.-Y., Jung, H.-J., Kim, S.-Y., Jung, S.-Y., Choi, D.-Y., Park, W.-C., & Park, H. (2009). Asiatic acid induces colon cancer cell growth inhibition and apoptosis through mitochondrial death cascade. Biological and Pharmaceutical Bulletin, 32, 1399–1405.
- Tunç, S., Çetinkaya, A., & Duman, O. (2013). Spectroscopic investigations of the interactions of tramadol hydrochloride and 5-azacytidine drugs with human serum albumin and human hemoglobin proteins. Journal of Photochemistry and Photobiology B: Biology, 129, 59–65.
- Van Gunsteren, W. F., Daura, X., & Mark, A. E. (1998). GROMOS force field. Encyclopedia of Computational Chemistry, 2, 1211–1216.
- Varshney, A., Sen, P., Ahmad, E., Rehan, M., Subbarao, N., & Khan, R. H. (2010). Ligand binding strategies of human serum albumin: how can the cargo be utilized? Chirality, 22, 77–87.
- Zhang, X.-P., Hou, Y.-H., Wang, L., Zhang, Y.-Z., & Liu, Y. (2013). Exploring the mechanism of interaction between sulindac and human serum albumin: Spectroscopic and molecular modeling methods. Journal of Luminescence, 138, 8–14.
- Zsila, F., Bikádi, Z., & Simonyi, M. (2003). Probing the binding of the flavonoid, quercetin to human serum albumin by circular dichroism, electronic absorption spectroscopy and molecular modelling methods. Biochemical pharmacology, 65, 447–456.