Abstract
In this work, the interaction between camptothecin (CPT) analogs and fat mass and obesity associated (FTO) was investigated using spectroscopy and molecular docking. From the experimental results, it was found that the CPT analogs caused the fluorescence quenching of FTO through a static quenching procedure. The binding constants and thermodynamic parameters at three different temperatures, the number of binding sites were obtained, which suggested that the hydrophobic interaction and electrostatic force played major role in the reaction between CPT analogs and FTO. Results revealed that 10-hydroxycamptothecin was the strongest quencher.
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Wall ME, Wani MC, Cook CE, Palmer KH, Mcphail AT, Sim GA (1966) Plant antitumor agents. I. The isolation and structure of Camptothecin, a novel alkaloidal leukemia and tumor inhibitor from Camptotheca acuminata. J Am Chem Soc 88:3888–3890
Jaxel C, Kohn KW, Wani MC (1989) Structure-activity study of the actions of camptothecin derivatives on mammalian topoisomerase. I. Evidence for a specific receptor site and for a relation to antitumor activity. Cancer Res 49:1465–1469
Rothenberg ML (1997) Topoisomerase I inhibitors: review and update. Ann Oncol 8:837–855
Sovio U, Mook-Kanamori DO, Warrington NM, Lawrence R, Briollais L, Palmer CN (2011) Association between common variation at the FTO locus and changes in body mass index from infancy to late childhood: the complex nature of genetic association through growth and development. PLoS Genet 7:e1001307
Xi B, Shen Y, Zhang M, Liu X, Zhao X, Wu L (2010) The common rs9939609 variant of the fat mass and obesityassociated gene is associated with obesity risk in children and adolescents of Beijing, China. BMC Med Genet 11:107
Jia G, Fu Y, Zhao X, Dai Q, Zheng G, Yang Y (2011) N6-methyladenosine in nuclear RNA is a major substrate of the obesity-associated FTO. Nat Chem Biol 7(12):885–887
Tiwari A, Krzysik-Walker SM, Ramachandran R (2012) Cloning and characterization of chicken fat mass and obesity associated (Fto) gene: fasting affects Fto expression. Domest Anim Endocrinol 42:1–10
Shen XC, Liang H, Guo JH, Song C (2003) Studies on the interaction between Ag+ and human serum albumin. J Inorg Biochem 95:124
Sułkowska A, Bojko B, Równicka J, Rezner P (2005) The competition of drugs to serum albumin in combination chemotherapy: NMR study. J Mol Struct 744:781
Sanjoy Singh T (2011) Sivaprasad Mitra, interaction of cinnamic acid derivatives with serum albumins: a fluorescence spectroscopic study. Spectrochim Acta A 78:942
Li N, Zhang Y, Wei Y (2004) J Hebei Normal Univ 28:50
J.R. Lakowicz, Principles of fluorescence spectroscopy, Springer Press, Singapore 3 (2006) 278–290.
Alanazi AM, Bakheit AH, Darwisha HW (2017) Spectrochim Acta A Mol Biomol Spectrosc 171:174–182
Liu JM, Yue YY, Wang J, Yan XY, Liu R, Sun YY, Li XG (2015) Study of interaction between human serum albumin and three phenanthridine derivatives: fluorescence spectroscopy and computational approach. Spectrochim Acta A 145:473–481
Samari F, Shamsipur M, Hemmateenejad B, Khayamian T, Gharaghani S (2012) Investigation of the interaction between amodiaquine and human serum albumin by fluorescence spectroscopy and molecular modeling. Eur J Med Chem 54:255–263
Liu BM, Zhang J, Bai CL, Wang X, Qiu XZ, Wang XL, Ji H, Liu B (2015) Spectroscopic study on flavonoid-drug interactions:competitive binding for human serum albumin between three flavonoid compounds and ticagrelor,a new antiplatelet drug. J Lumin 168:69–76
Lakowicz JR, Weber G (1973) Quenching of fluorescence by oxygen. A probe for structural fluctuations in macromolecules. Biochemistry 12:4161–4170
Ware WR (1962) Oxygen quenching of fluorescence in solution: an experimenta study of the diffusion process. J Phys Chem 66:455–458
Alain M, Michel B, Michel D (1986) How to illustrate ligand-protein binding in a class experiment: an elementary fluorescent assay. J Chem Educ 63:365–366
Hu Y, Xu S, Zhu X, Gong A (2009) Study of the interaction between fluoroquinolones and bovine serum albumin. Spectrochim Acta A 74:526–531
Xu H, Liu Q, Zuo Y, Bi Y, Gao S (2009) Spectroscopic studies on the interaction of vitamin C with bovine serum albumin. J Solut Chem 38:15–25
Kashanian S, Khodaei MM, Roshanfekr H, Shahabadi N, Mansouri G (2012) DNA binding, DNA cleavage and cytotoxicity studies of a new water soluble copper(II) complex: the effect of ligand shape on the mode of binding. Spectrochim Acta A 86:351–359
Ross PD, Subramanian S (1981) Thermodynamics of protein association reactions: forces contributing to stability. Biochemistry 20:3096–3102
Bi SY, Song DQ, Tian Y, Zhou X, Liu ZY, Zhang HQ (2005) Molecular spectroscopic study on the interaction of tetracyclines with serum albumins. Spectrochim Acta Part A 61:629–636
Chen GZ, Huang XZ, Xu JG, Zheng ZZ, Wang ZB (1990) The methods of flourescence analysis, 2nd edn. Beijing Science Press, Beijing, p 2–112
Hu YJ, Yu HG, Dong JX, Yang X, Liu Y (2006) Spectroscopic studies on the interaction between 3,4,5-trimethoxybenzoic acid and bovine serum albumin. Spectrochim Acta Part A 65:988–992
Liu XY, Ling ZX, Zhou X et al (2016) Comprehensive spectroscopic probing the interaction and conformation impairment of bovine serum albumin (BSA) by herbicide butachlor. J Photochem Photobiol B 162:332–339
Hu YJ, Liu Y, Pi ZB, Qu SS (2005) Interaction of cromolyn sodium with human serum albumin: a fluorescence quenching study. Bioorg Med Chem 13:6609–6614
Chi ZX, Liu RT (2011) Phenotypic characterization of the binding of tetracycline to human serum albumin by fluorescence spectroscopy and molecular modeling. Biomacromolecules 12:203–209
Shi JH, Chen J, Wang J et al (2015) Binding interaction of sorafenib with bovine serum albumin: Spectroscopic methodologies and molecular docking. Spectrochim Acta A Mol Biomol Spectrosc 149:630–637
Liu J, Tian J, He W, Xie J, Hu Z, Chen X (2004) Spectrofluorimetric study of the binding of daphnetin to bovine serum albumin. J Pharm Biomed Anal 35:671–677
Wang R, Chai Y, Wang R, Zhang L, Wu J, Chang J (2012) Study of the interaction between bovine serum albumin and analogs of Biphenyldicarboxylate by spectrofluorimetry. Spectrochim Acta A 96:324–331
Liu BM, Zhang J, Bai CL et al (2015) Spectroscopicstudyon flavonoid-drug interactions: competitive binding for human serumal bumin between three flavonoid compounds and ticagrelor, a new antiplatelet drug. J Lumin 168:69–76
Yaseen Z, Banday AR, Hussain MA, Tabish M, Kabir-ud-Din (2014) Determination of the cationic amphiphilic drug-DNA binding mode and DNA-assisted fluorescence resonance energy transfer amplification. Spectrochim Acta A 122:553–564
Frisch MJ, Trucks GW, Schlegel HB, Scuseria GE (2009) Gaussian 09, revision A01 Gaussian Inc. Wallingford
Morris GM, Huey R, Lindstrom W, Sanner MF, Belew RK, Goodsell DS, Olson AK (2009) AutoDock4 and AutoDockTools4: automated docking with selective receptor flexibility. J Comput Chem 16:2785–2791
Acknowledgements
We are grateful to the National Natural Science Foundation of China (No. 81330075), and 2015 Key science and technology plan project of Henan province (152102310065) for financial support.
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Ren, T., Wang, Z., Zhang, L. et al. Study of the Binding between Camptothecin Analogs and FTO by Spectroscopy and Molecular Docking. J Fluoresc 27, 1467–1477 (2017). https://doi.org/10.1007/s10895-017-2086-2
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DOI: https://doi.org/10.1007/s10895-017-2086-2