2,190
Views
25
CrossRef citations to date
0
Altmetric
Research Article

Inhibition of IKKβ by celastrol and its analogues – an in silico and in vitro approach

, , , &
Pages 368-373 | Received 29 Jan 2016, Accepted 23 Sep 2016, Published online: 08 Dec 2016

References

  • Abbas S, Bhoumik A, Dahl R, Vasile S, Krajewski S, Cosford ND, Ronai ZA. 2007. Preclinical studies of celastrol and acetyl isogambogic acid in melanoma. Clin Cancer Res. 13:6769–6778.
  • Barger SW, Hörster D, Furukawa K, Goodman Y, Krieglstein J, Mattson MP. 1995. Tumor necrosis factors alpha and beta protect neurons against amyloid beta-peptide toxicity: evidence for involvement of a kappa B-binding factor and attenuation of peroxide and Ca2+ accumulation. Proc Natl Acad Sci USA. 92:9328–9332.
  • Barger SW, Mattson MP. 1996. Induction of neuroprotective kappa B-dependent transcription by secreted forms of the Alzheimer's beta-amyloid precursor. Brain Res Mol Brain Res. 40:116–126.
  • Barzilai J, Borwein JM. 1988. Two-point step size gradient methods. IMA J Numer Anal. 8:141–148.
  • Castello MA, Jeppson JD, Soriano S. 2014. Moving beyond anti-amyloid therapy for the prevention and treatment of Alzheimer's disease. BMC Neurol. 14:169.
  • Cleren C, Calingasan NY, Chen J, Beal MF. 2005. Celastrol protects against MPTP- and 3-nitropropionic acid-induced neurotoxicity. J Neurochem. 94:995–1004.
  • Fiala M, Lin J, Ringman J, Kermani-Arab V, Tsao G, Patel A, Lossinsky AS, Graves MC, Gustavson A, Sayre J. 2005. Ineffective phagocytosis of amyloid-beta by macrophages of Alzheimer's disease patients. J Alzheimers Dis. 7:221–232.
  • Ganesan A. 2008. The impact of natural products upon modern drug discovery. Curr Opin Chem Biol. 12:306–317.
  • Giacobini E, Gold G. 2013. Alzheimer disease therapy-moving from amyloid-β to tau. Nat Rev Neurol. 9:677–686.
  • Gilmore TD. 2006. Introduction to NF-kappaB: players, pathways, perspectives. Oncogene. 25:6680–6684.
  • Glass CK, Saijo K, Winner B, Marchetto MC, Gage FH. 2010. Mechanisms underlying inflammation in neurodegeneration. Cell. 140:918–934.
  • Granic I, Dolga AM, Nijholt IM, van Dijk G, Eisel UL. 2009. Inflammation and NF-kappaB in Alzheimer's disease and diabetes. J Alzheimers Dis. 16:809–821.
  • Hardy J, Selkoe DJ. 2002. The amyloid hypothesis of Alzheimer's disease: progress and problems on the road to therapeutics. Science. 297:353–356.
  • Harvey AL. 2008. Natural products in drug discovery. Drug Discov Today. 13:894–901.
  • Hayden M, West A, Ghosh S. 2006. NF-kappaB and the immune response. Oncogene. 25:6758–6780.
  • Hickman SE, Allison EK, El Khoury J. 2008. Microglial dysfunction and defective beta-amyloid clearance pathways in aging Alzheimer's disease mice. J Neurosci. 28:8354–8360.
  • Hou T, Wang J, Zhang W, Wang W, Xu X. 2006. Recent advances in computational prediction of drug absorption and permeability in drug discovery. Curr Med Chem. 13:2653–2667.
  • Kannaiyan R, Shanmugam MK, Sethi G. 2011. Molecular targets of celastrol derived from Thunder of God Vine: potential role in the treatment of inflammatory disorders and cancer. Cancer Lett. 303:9–20.
  • Kiaei M, Kipiani K, Petri S, Chen J, Calingasan NY, Beal MF. 2005. Celastrol blocks neuronal cell death and extends life in transgenic mouse model of amyotrophic lateral sclerosis. Neurodegener Dis. 2:246–254.
  • Lagunin A, Filimonov D, Poroikov V. 2010. Multi-targeted natural products evaluation based on biological activity prediction with PASS. Curr Pharm Des. 16:1703–1717.
  • Lee J-H, Koo TH, Yoon H, Jung HS, Jin HZ, Lee K, Hong Y-S, Lee JJ. 2006. Inhibition of NF-kappa B activation through targeting I kappa B kinase by celastrol, a quinone methide triterpenoid. Biochem Pharmacol. 72:1311–1321.
  • Lipinski CA. 2004. Lead- and drug-like compounds: the rule-of-five revolution. Drug Discov Today Technol. 1:337–341.
  • Liu S, Misquitta YR, Olland A, Johnson MA, Kelleher KS, Kriz R, Lin LL, Stahl M, Mosyak L. 2013. Crystal structure of a human IκB kinase β asymmetric dimer. J Biol Chem. 288:22758–22767.
  • Lucin KM, Wyss-Coray T. 2009. Immune activation in brain aging and neurodegeneration: too much or too little? Neuron. 64:110–122.
  • Mattson MP, Camandola S. 2001. NF-kappaB in neuronal plasticity and neurodegenerative disorders. J Clin Invest. 107:247–254.
  • Moroy G, Martiny VY, Vayer P, Villoutreix BO, Miteva MA. 2012. Toward in silico structure-based ADMET prediction in drug discovery. Drug Discov Today. 17:44–55.
  • Mushtaq G, Khan JA, Kumosani TA, Kamal MA. 2015. Alzheimer's disease and type 2 diabetes via chronic inflammatory mechanisms. Saudi J Biol Sci. 22:4–13.
  • Paris D, Ganey NJ, Laporte V, Patel NS, Beaulieu-Abdelahad D, Bachmeier C, March A, Ait-Ghezala G, Mullan MJ. 2010. Reduction of beta-amyloid pathology by celastrol in a transgenic mouse model of Alzheimer's disease. J Neuroinflammation. 7:17.
  • Perkins ND. 2007. Integrating cell-signalling pathways with NF-kappaB and IKK function. Nat Rev Mol Cell Biol. 8:49–62.
  • Poroikov VV, Filimonov DA, Ihlenfeldt WD, Gloriozova TA, Lagunin AA, Borodina YV, Stepanchikova AV, Nicklaus MC. 2003. PASS biological activity spectrum predictions in the enhanced open NCI database browser. J Chem Inf Comput Sci. 43:228–236.
  • Raja SM, Clubb RJ, Ortega-Cava C, Williams SH, Bailey TA, Duan L, Zhao X, Reddi AL, Nyong AM, Natarajan A, et al. 2011. Anticancer activity of celastrol in combination with ErbB2-targeted therapeutics for treatment of ErbB2-overexpressing breast cancers. Cancer Biol Ther. 11:263–276.
  • Rappe AK, Casewit CJ, Colwell KS, Goddard WA, Skiff WM. 1992. UFF, a full periodic table force field for molecular mechanics and molecular dynamics simulations. J Am Chem Soc. 114:10024–10035.
  • Sastre M, Walter J, Gentleman SM. 2008. Interactions between APP secretases and inflammatory mediators. J Neuroinflammation. 5:25
  • Serrano-Pozo A, Frosch MP, Masliah E, Hyman BT. 2011. Neuropathological alterations in Alzheimer disease. Cold Spring Harb Perspect Med. 1(1):a006189.
  • Siraj FM, Natarajan S, Kim YJ, Chun Yang D. 2015. In silico screening of ginsenoside Rh1 with PPARγ and in vitro analysis on 3T3-L1 cell line. Mol Simulation. 41:1219–1226.
  • Sterck HD. 2013. Steepest descent preconditioning for nonlinear GMRES optimization. Numer. Linear Algebra Appl. 20:453–471.
  • Sun H, Xu L, Yu P, Jiang J, Zhang G, Wang Y. 2010. Synthesis and preliminary evaluation of neuroprotection of celastrol analogues in PC12 cells. Bioorg Med Chem Lett. 20:3844–3847.
  • Tang K, Huang Q, Zeng J, Wu G, Huang J, Pan J, Lu W. 2014. Design, synthesis and biological evaluation of C6-modified celastrol derivatives as potential antitumor agents. Molecules. 19:10177–10188.
  • Tang WJ, Wang J, Tong X, Shi JB, Liu XH, Li J. 2015. Design and synthesis of celastrol derivatives as anticancer agents. Eur J Med Chem. 95:166–173.
  • Trott O, Olson AJ. 2010. AutoDock Vina: improving the speed and accuracy of docking with a new scoring function, efficient optimization, and multithreading. J Comput Chem. 31:455–461.
  • Vehmas AK, Kawas CH, Stewart WF, Troncoso JC. 2003. Immune reactive cells in senile plaques and cognitive decline in Alzheimer's disease. Neurobiol Aging. 24:321–331.
  • Wan Y, Xu J, Meng F, Bao Y, Ge Y, Lobo N, Vizcaychipi MP, Zhang D, Gentleman SM, Maze M. 2010. Cognitive decline following major surgery is associated with gliosis, β-amyloid accumulation, and τ phosphorylation in old mice. Crit Care Med. 38:2190–2198.
  • Wang R, Lai L, Wang S. 2002. Further development and validation of empirical scoring functions for structure-based binding affinity prediction. J Comput Aided Mol Des. 16:11–26.
  • Wang W-Y, Tan M-S, Yu J-T, Tan L. 2015. Role of pro-inflammatory cytokines released from microglia in Alzheimer's disease. Ann Transl Med. 3:136.
  • Wolber G, Langer T. 2005. LigandScout: 3-D pharmacophores derived from protein-bound ligands and their use as virtual screening filters. J Chem Inf Model. 45:160–169.
  • Wolf LK. 2009. Digital briefs. Chem Eng News. 87:48.
  • Yamamoto M, Kiyota T, Walsh SM, Liu J, Kipnis J, Ikezu T. 2008. Cytokine-mediated inhibition of fibrillar amyloid-beta peptide degradation by human mononuclear phagocytes. J Immunol. 181:3877–3886.
  • Zelcer N, Khanlou N, Clare R, Jiang Q, Reed-Geaghan EG, Landreth GE, Vinters HV, Tontonoz P. 2007. Attenuation of neuroinflammation and Alzheimer's disease pathology by liver x receptors. Proc Natl Acad Sci USA. 104:10601–10606.
  • Zhao Y, Zhao H, Lobo N, Guo X, Gentleman SM, Ma D. 2014. Celastrol enhances cell viability and inhibits amyloid-β production induced by lipopolysaccharide in vitro. J Alzheimers Dis. 41:835–844.
  • Zotova E, Nicoll JA, Kalaria R, Holmes C, Boche D. 2010. Inflammation in Alzheimer's disease: relevance to pathogenesis and therapy. Alzheimers Res Ther. 2:1.