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Volumn 5, Issue 1, 2013, Pages 1-12

Docking and in silico ADMET studies of noraristeromycin, curcumin and its derivatives with Plasmodium falciparum SAH hydrolase: A molecular drug target against malaria

Author keywords

ADMET; anti malarial; curcumin; docking; malaria; noraristeromycin; pfSAHH

Indexed keywords

PLASMODIUM FALCIPARUM;

EID: 84883287025     PISSN: 19132751     EISSN: 18671462     Source Type: Journal    
DOI: 10.1007/s12539-013-0147-z     Document Type: Article
Times cited : (41)

References (42)
  • 1
    • 41849143794 scopus 로고    scopus 로고
    • Synthesis of 4′-modified noraristeromycins to clarify the effect of the 4′-hydroxyl groups for inhibitory activity against Sadenosyl-l-homocysteine hydrolase
    • Ando, T., Kojima, K., Chahota, P., Kozaki, A., Milind, N. D., Kitade, Y. 2008. Synthesis of 4′-modified noraristeromycins to clarify the effect of the 4′-hydroxyl groups for inhibitory activity against Sadenosyl-l-homocysteine hydrolase. Bioorg Med Chem Lett 18, 2615-2618.
    • (2008) Bioorg Med Chem Lett , vol.18 , pp. 2615-2618
    • Ando, T.1    Kojima, K.2    Chahota, P.3    Kozaki, A.4    Milind, N.D.5    Kitade, Y.6
  • 2
    • 1442326738 scopus 로고    scopus 로고
    • Structure-based approaches to the development of novel anti-malarials
    • Brady, R. L., Cameron, A. 2004. Structure-based approaches to the development of novel anti-malarials. Curr Drug Targets, 137-149.
    • (2004) Curr Drug Targets , pp. 137-149
    • Brady, R.L.1    Cameron, A.2
  • 3
    • 80051887433 scopus 로고    scopus 로고
    • Cytotoxic activity of secondary metabolites derived from Artemisia annua L. towards cancer cells in comparison to its designated active constituent artemisinin
    • Efferth, T., Herrmann, F., Tahrani, A., Wink, M. 2011. Cytotoxic activity of secondary metabolites derived from Artemisia annua L. towards cancer cells in comparison to its designated active constituent artemisinin. Phytomedicine 18, 959-969.
    • (2011) Phytomedicine , vol.18 , pp. 959-969
    • Efferth, T.1    Herrmann, F.2    Tahrani, A.3    Wink, M.4
  • 4
    • 0034609833 scopus 로고    scopus 로고
    • Fast calculation of molecular polar surface area as a sum of fragment based contributions and its application to the prediction of drug transport properties
    • Ertl, P., Rohde, B., Selzer, P. 2000. Fast calculation of molecular polar surface area as a sum of fragment based contributions and its application to the prediction of drug transport properties. J Med Chem 43, 3714-3417.
    • (2000) J Med Chem , vol.43 , pp. 3417-3714
    • Ertl, P.1    Rohde, B.2    Selzer, P.3
  • 5
    • 69749102711 scopus 로고    scopus 로고
    • Docking studies of structurally diverse antimalarial drugs targeting PfATP6: No correlation between in silico binding affinity and in vitro antimalarial activity
    • Garah, F. B., Stigliani, J. L., Cosldan, F., Meunier, B., Robert, A. 2009. Docking studies of structurally diverse antimalarial drugs targeting PfATP6: No correlation between in silico binding affinity and in vitro antimalarial activity. ChemMedChem 4, 1469-1479.
    • (2009) ChemMedChem , vol.4 , pp. 1469-1479
    • Garah, F.B.1    Stigliani, J.L.2    Cosldan, F.3    Meunier, B.4    Robert, A.5
  • 6
    • 64249157259 scopus 로고    scopus 로고
    • Interactions of curcumin with the PfATP6 model and the implications for its antimalarial mechanism
    • Ji, H. F., Shen, L. 2009. Interactions of curcumin with the PfATP6 model and the implications for its antimalarial mechanism. Bioorg Med Chem Lett 19, 2453-2455.
    • (2009) Bioorg Med Chem Lett , vol.19 , pp. 2453-2455
    • Ji, H.F.1    Shen, L.2
  • 7
    • 0000970112 scopus 로고    scopus 로고
    • BOSS - Biochemical and organic simulation system
    • P. V. R. Schleyer (Ed.), Athens, USA: John Wiley & Sons Ltd
    • Jorgensen, W. L. 1998. BOSS - Biochemical and organic simulation system. In: Schleyer, P. V. R. (Ed.) The Encyclopedia of Computational Chemistry, John Wiley & Sons Ltd., Athens, USA, 3281-3285.
    • (1998) The Encyclopedia of Computational Chemistry , pp. 3281-3285
    • Jorgensen, W.L.1
  • 8
    • 19944376149 scopus 로고    scopus 로고
    • 2+-ATPase (PfATP6) and docking of artemisinin derivatives to PfATP6
    • 2+-ATPase (PfATP6) and docking of artemisinin derivatives to PfATP6. Bioorg Med Chem Lett 15, 2994-2997.
    • (2005) Bioorg Med Chem Lett , vol.15 , pp. 2994-2997
    • Jung, M.1    Kim, H.2    Nam, K.Y.3    No, K.T.4
  • 9
    • 84864709838 scopus 로고    scopus 로고
    • Pharmacophore, QSAR and ADME based semi-synthesis and in-vitro evaluation of ursolic acid analogs for anti-cancer activity
    • Kalani, K., Yadav, D. K., Khan, F., Srivastava, S. K., Suri, N. 2011. Pharmacophore, QSAR and ADME based semi-synthesis and in-vitro evaluation of ursolic acid analogs for anti-cancer activity. J Mol Model 8, 3389-3413.
    • (2011) J Mol Model , vol.8 , pp. 3389-3413
    • Kalani, K.1    Yadav, D.K.2    Khan, F.3    Srivastava, S.K.4    Suri, N.5
  • 10
    • 0141670269 scopus 로고    scopus 로고
    • Synthesis of carbocyclic nucleosides and their SAH hydrolase inhibitory activities
    • Kitade, Y., Kozaki, A., Miwa, T., Nakanishi, M., Yatome, C. 2000. Synthesis of carbocyclic nucleosides and their SAH hydrolase inhibitory activities. Nucleic Acids Symp Ser 44, 111-112.
    • (2000) Nucleic Acids Symp Ser , vol.44 , pp. 111-112
    • Kitade, Y.1    Kozaki, A.2    Miwa, T.3    Nakanishi, M.4    Yatome, C.5
  • 11
    • 0242365644 scopus 로고    scopus 로고
    • Synthesis of 2-fluoronoraristeromycin and its inhibitory activity against Plasmodium falciparum S-adenosyl-L-homocysteine hydrolase
    • Kitade, Y., Kojima, H., Zulfiqur, F., Kim, H. S., Wataya, Y. 2003a. Synthesis of 2-fluoronoraristeromycin and its inhibitory activity against Plasmodium falciparum S-adenosyl-L-homocysteine hydrolase. Bioorg Med Chem Lett 13, 3963-3965.
    • (2003) Bioorg Med Chem Lett , vol.13 , pp. 3963-3965
    • Kitade, Y.1    Kojima, H.2    Zulfiqur, F.3    Kim, H.S.4    Wataya, Y.5
  • 12
    • 0142243323 scopus 로고    scopus 로고
    • Synthesis of carbocyclic and acyclic nucleosides possessing 2-fluoroadenine derivatives and their inhibitory activities against Plasmodium falciparum SAH hydrolase
    • Kitade, Y., Kojima, H., Zulfiqur, F., Yabe, S., Yamagiwa, D., Ito, Y., Nakanishi, M., Ueno, Y., Kim, H. S., Wataya, Y. 2003b. Synthesis of carbocyclic and acyclic nucleosides possessing 2-fluoroadenine derivatives and their inhibitory activities against Plasmodium falciparum SAH hydrolase. Nucl Acid Res (Suppl. 3), 5-6.
    • (2003) Nucl Acid Res (Suppl. 3) , pp. 5-6
    • Kitade, Y.1    Kojima, H.2    Zulfiqur, F.3    Yabe, S.4    Yamagiwa, D.5    Ito, Y.6    Nakanishi, M.7    Ueno, Y.8    Kim, H.S.9    Wataya, Y.10
  • 13
    • 0041818073 scopus 로고    scopus 로고
    • Synthesis of noraristeromycin analogues possessing SAH hydrolase inhibitory activity for the development of antimalaria agents
    • Kojima, H., Yamaguchi, T., Kozaki, A., Nakanishi, M., Ueno, Y., Kitade, Y. 2002. Synthesis of noraristeromycin analogues possessing SAH hydrolase inhibitory activity for the development of antimalaria agents. Nucl Acid Res (Suppl. 2), 141-142.
    • (2002) Nucl Acid Res (Suppl. 2) , pp. 141-142
    • Kojima, H.1    Yamaguchi, T.2    Kozaki, A.3    Nakanishi, M.4    Ueno, Y.5    Kitade, Y.6
  • 14
    • 0035289779 scopus 로고    scopus 로고
    • Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings
    • Lipinski, C. A., Lombardo, F., Dominy, B. W., Fenney, P. J. 2001. Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Adv Drug Deliv Rev 46, 3-26.
    • (2001) Adv Drug Deliv Rev , vol.46 , pp. 3-26
    • Lipinski, C.A.1    Lombardo, F.2    Dominy, B.W.3    Fenney, P.J.4
  • 15
    • 77957730873 scopus 로고    scopus 로고
    • Predicting phospholipidosis using machine learning
    • Lowe, R., Glen, R., Mitchell, J. B. O. 2010. Predicting phospholipidosis using machine learning. Mol Pharm 7, 1708-1714.
    • (2010) Mol Pharm , vol.7 , pp. 1708-1714
    • Lowe, R.1    Glen, R.2    Mitchell, J.B.O.3
  • 16
    • 8844287955 scopus 로고    scopus 로고
    • Assessment of the health effects of chemicals in humans: I. QSAR estimation of the maximum recommended therapeutic dose (MRTD) and no effect level (NOEL) of organic chemicals based on clinical trial data
    • Matthews, E. J., Kruhlak, N. L., Benz, R. D., Contrera, J. F. 2004a. Assessment of the health effects of chemicals in humans: I. QSAR estimation of the maximum recommended therapeutic dose (MRTD) and no effect level (NOEL) of organic chemicals based on clinical trial data. Curr Drug Disc Tech 1, 61-76.
    • (2004) Curr Drug Disc Tech , vol.1 , pp. 61-76
    • Matthews, E.J.1    Kruhlak, N.L.2    Benz, R.D.3    Contrera, J.F.4
  • 19
    • 79952746854 scopus 로고    scopus 로고
    • The plant-based immunomodulator curcumin as a potential candidate for the development of an adjunctive therapy for cerebral malaria
    • Mimche, P. N., Taramelli, D., Vivas, L. 2011. The plant-based immunomodulator curcumin as a potential candidate for the development of an adjunctive therapy for cerebral malaria. Malar J 15, 10Suppl 1, S10.
    • (2011) Malar J 15 , vol.10 , Issue.SUPPL. 1
    • Mimche, P.N.1    Taramelli, D.2    Vivas, L.3
  • 20
    • 0030003789 scopus 로고    scopus 로고
    • Estimation of the increase in solubility of drugs as a function of bile salt concentration
    • Mithani, S. D., Bakatselou, V., TenHoor, C. N., Dressman, J. B. 1996. Estimation of the increase in solubility of drugs as a function of bile salt concentration. Pharm Res 13, 163-167.
    • (1996) Pharm Res , vol.13 , pp. 163-167
    • Mithani, S.D.1    Bakatselou, V.2    TenHoor, C.N.3    Dressman, J.B.4
  • 22
    • 23944454094 scopus 로고    scopus 로고
    • Mutational analyses of Plasmodium falciparum and human Sadenosylhomocysteine hydrolases
    • Nakanishi, M., Yabe, S., Tanaka, N., Ito, Y., Nakamura, K. T., Kitade, Y. 2005. Mutational analyses of Plasmodium falciparum and human Sadenosylhomocysteine hydrolases. Mol Biochem Parasitol 143, 146-151.
    • (2005) Mol Biochem Parasitol , vol.143 , pp. 146-151
    • Nakanishi, M.1    Yabe, S.2    Tanaka, N.3    Ito, Y.4    Nakamura, K.T.5    Kitade, Y.6
  • 23
  • 24
    • 70449714688 scopus 로고    scopus 로고
    • Combined pharmacophore modeling, docking, and 3D QSAR studies of ABCB1 and ABCC1 transporter inhibitors
    • Pajeva, I. K., Globisch, C., Wiese, M. 2009. Combined pharmacophore modeling, docking, and 3D QSAR studies of ABCB1 and ABCC1 transporter inhibitors. Chem Med Chem 4, 1883-1896.
    • (2009) Chem Med Chem , vol.4 , pp. 1883-1896
    • Pajeva, I.K.1    Globisch, C.2    Wiese, M.3
  • 25
    • 79952758442 scopus 로고    scopus 로고
    • Whole plant extracts versus single compounds for the treatment of malaria: Synergy and positive interactions
    • Rasoanaivo, P., Wright, C. W., Willcox, M. L., Gilbert, B. 2011. Whole plant extracts versus single compounds for the treatment of malaria: Synergy and positive interactions. Malar J 15, 10 Suppl 1, S4.
    • (2011) Malar J , vol.15 , Issue.10 SUPPL. 1
    • Rasoanaivo, P.1    Wright, C.W.2    Willcox, M.L.3    Gilbert, B.4
  • 27
    • 0028466540 scopus 로고
    • Comparison of automatic three-dimensional model builders using 639 X-ray structures
    • Sadowski, J., Gasteiger, J., Klebe, G. 1994. Comparison of automatic three-dimensional model builders using 639 X-ray structures. J Chem Inf Comput Sci 34, 1000-1008.
    • (1994) J Chem Inf Comput Sci , vol.34 , pp. 1000-1008
    • Sadowski, J.1    Gasteiger, J.2    Klebe, G.3
  • 28
    • 33645317063 scopus 로고    scopus 로고
    • hERG potassium channels and cardiac arrhythmia
    • Sanguinetti, M. C., Tristani-Firouzi, M. 2006. hERG potassium channels and cardiac arrhythmia. Nature 440, 463-469.
    • (2006) Nature , vol.440 , pp. 463-469
    • Sanguinetti, M.C.1    Tristani-Firouzi, M.2
  • 29
    • 0242580787 scopus 로고    scopus 로고
    • Identification, characterization, and inhibition of Plasmodium falciparum beta-hydroxyacylacyl carrier protein dehydratase (FabZ)
    • Sharma, S. K., Kapoor, M., Ramya, T. N., Kumar, S., Kumar, G., Modak, R., Sharma, S., Surolia, N., Surolia, A. 2003. Identification, characterization, and inhibition of Plasmodium falciparum beta-hydroxyacylacyl carrier protein dehydratase (FabZ). J Biol Chem 278, 45661-45671.
    • (2003) J Biol Chem , vol.278 , pp. 45661-45671
    • Sharma, S.K.1    Kapoor, M.2    Ramya, T.N.3    Kumar, S.4    Kumar, G.5    Modak, R.6    Sharma, S.7    Surolia, N.8    Surolia, A.9
  • 31
    • 84864701522 scopus 로고    scopus 로고
    • Molecular modeling and computational simulation of the photosystem-II reaction center to address isoproturon resistance in Phalaris minor
    • Singh, D. V., Agarwal, S., Kesharwani, R. K., Misra, K. 2012. Molecular modeling and computational simulation of the photosystem-II reaction center to address isoproturon resistance in Phalaris minor. J Mol Model 18, 3903-3913.
    • (2012) J Mol Model , vol.18 , pp. 3903-3913
    • Singh, D.V.1    Agarwal, S.2    Kesharwani, R.K.3    Misra, K.4
  • 32
    • 84888284638 scopus 로고    scopus 로고
    • Comparative docking and ADMET study of some curcumin derivatives and herbal congeners targeting β-amyloid
    • Singh, D. B., Gupta, M. K., Kesharwani, R. K., Misra, K. 2013. Comparative docking and ADMET study of some curcumin derivatives and herbal congeners targeting β-amyloid. Netw Model Anal Health Inform Bioinforma 2, 13-27.
    • (2013) Netw Model Anal Health Inform Bioinforma , vol.2 , pp. 13-27
    • Singh, D.B.1    Gupta, M.K.2    Kesharwani, R.K.3    Misra, K.4
  • 33
    • 0035179157 scopus 로고    scopus 로고
    • Antiparasitic properties of medicinal plants and other naturally occurring products
    • Tagboto, S., Townson, S. 2001. Antiparasitic properties of medicinal plants and other naturally occurring products. Adv Parasitol 50, 199-295.
    • (2001) Adv Parasitol , vol.50 , pp. 199-295
    • Tagboto, S.1    Townson, S.2
  • 34
    • 5144234233 scopus 로고    scopus 로고
    • Crystal structure of S-adenosyl-L-homocysteine hydrolase from the human malaria parasite Plasmodium falciparum
    • Tanaka, N., Nakanishi, M., Kusakabe, Y., Shiraiwa, K., Yabe, S., Ito, Y., Kitade, Y., Nakamura, K. T. 2004. Crystal structure of S-adenosyl-L-homocysteine hydrolase from the human malaria parasite Plasmodium falciparum. J Mol Biol 343, 1007-1017.
    • (2004) J Mol Biol , vol.343 , pp. 1007-1017
    • Tanaka, N.1    Nakanishi, M.2    Kusakabe, Y.3    Shiraiwa, K.4    Yabe, S.5    Ito, Y.6    Kitade, Y.7    Nakamura, K.T.8
  • 35
    • 33744826819 scopus 로고    scopus 로고
    • MolDock: A new technique for high-accuracy molecular docking
    • Thomsen, R., Christensen, M. H. 2006. MolDock: A new technique for high-accuracy molecular docking. J Med Chem 49, 3315-3321.
    • (2006) J Med Chem , vol.49 , pp. 3315-3321
    • Thomsen, R.1    Christensen, M.H.2
  • 37
    • 69249141066 scopus 로고    scopus 로고
    • Comprehensive assessment of ADME risks in drug discovery
    • Wang, J. 2009. Comprehensive assessment of ADME risks in drug discovery. Curr Pharm 15, 2195-2219.
    • (2009) Curr Pharm , vol.15 , pp. 2195-2219
    • Wang, J.1
  • 38
    • 84864658770 scopus 로고    scopus 로고
    • Pharmacophore modeling, molecular docking, QSAR, and in silico ADMET studies of gallic acid derivatives for immunomodulatory activity
    • Yadav, D. K., Khan, F., Negi, A. S. 2011. Pharmacophore modeling, molecular docking, QSAR, and in silico ADMET studies of gallic acid derivatives for immunomodulatory activity. J Mol Model 18, 2513-2525.
    • (2011) J Mol Model , vol.18 , pp. 2513-2525
    • Yadav, D.K.1    Khan, F.2    Negi, A.S.3
  • 40
    • 1842532062 scopus 로고    scopus 로고
    • GEMDOCK: A generic evolutionary method for molecular docking
    • Yang, J., Chen, C. 2004. GEMDOCK: A generic evolutionary method for molecular docking. Proteins 55, 288-304.
    • (2004) Proteins , vol.55 , pp. 288-304
    • Yang, J.1    Chen, C.2
  • 41
    • 0037465432 scopus 로고    scopus 로고
    • Catalytic strategy of S-adenosyl-L-homocysteine hydrolase: Transition-state stabilization and the avoidance of abortive reactions
    • Yang, X., Hu, Y., Yin, D. H., Turner, M. A., Wang, M., Borchardt, R. T., Howell, P. L., Kuczera, K., Schowen, R. L. 2003. Catalytic strategy of S-adenosyl-L-homocysteine hydrolase: Transition-state stabilization and the avoidance of abortive reactions. Biochemistry 42, 1900-1909.
    • (2003) Biochemistry , vol.42 , pp. 1900-1909
    • Yang, X.1    Hu, Y.2    Yin, D.H.3    Turner, M.A.4    Wang, M.5    Borchardt, R.T.6    Howell, P.L.7    Kuczera, K.8    Schowen, R.L.9
  • 42
    • 0032872067 scopus 로고    scopus 로고
    • Recent advances in S-adenosyl-L-homocysteine hydrolase inhibitors and their potential clinical applications
    • Yuan, C. S., Saso, Y., Lazarides, E., Borchardt, R. T., Robins, M. J. 1999. Recent advances in S-adenosyl-L-homocysteine hydrolase inhibitors and their potential clinical applications. Expert Opin Ther Patents 9, 1197-1206.
    • (1999) Expert Opin Ther Patents , vol.9 , pp. 1197-1206
    • Yuan, C.S.1    Saso, Y.2    Lazarides, E.3    Borchardt, R.T.4    Robins, M.J.5


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