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Volumn 12, Issue 9, 2012, Pages 1015-1024

Colon adenocarcinoma multidrug resistance reverted by Euphorbia diterpenes: Structure-activity relationships and pharmacophore modeling

Author keywords

Docking; Euphorbia; Euphorbiaceae; Jatrophane; Lathyrane; Macrocyclic diterpenes; Multidrug resistance; P glycoprotein; Pharmacophore

Indexed keywords

1 BETA,5 ALPHA,14 ALPHA,17 ALPHA TETRAACETOXY 3 BETA BENZOYLOXY 15 BETA HYDROXY 9 OXO PARALIANE; 1,5,14 TRIACETOXY 3 BENZOYLOXY SEGETALOL; 5 ACETOXY 3 BENZOYLOXY SEGETALOL; DITERPENE; DOXORUBICIN; EUPHOPORTLANDOL B; EUPHOPUBESCENE; EUPHOPUBESCENOL; LATI1AGASCENE B; LATI1AGASCENE D; LATI1AGASCENE H; LATI1AGASCENE I; MULTIDRUG RESISTANCE PROTEIN; PEPLUANIN D; PUBESCENE A; PUBESCENE C; PUBESCENE D; RHODAMINE 123; TUCKEYANOL A; TUCKEYANOL B; UNCLASSIFIED DRUG;

EID: 84872231481     PISSN: 18715206     EISSN: 18755992     Source Type: Journal    
DOI: 10.2174/187152012803529655     Document Type: Article
Times cited : (23)

References (35)
  • 1
    • 33745736603 scopus 로고    scopus 로고
    • Multidrug resistance: Retrospect and prospects in anti-cancer drug treatment
    • Perez-Tomas, R. Multidrug resistance: retrospect and prospects in anti-cancer drug treatment. Curr. Med. Chem., 2006, 13, 1859-1876.
    • (2006) Curr. Med. Chem. , vol.13 , pp. 1859-1876
    • Perez-Tomas, R.1
  • 3
    • 0037358040 scopus 로고    scopus 로고
    • Overcoming multidrug resistance in cancer: An update on the clinical strategy of inhibiting pglycoprotein
    • Thomas, H.; Coley, H.M. Overcoming multidrug resistance in cancer: an update on the clinical strategy of inhibiting pglycoprotein. Cancer Control., 2003, 10, (2), 159-165.
    • (2003) Cancer Control. , vol.10 , Issue.2 , pp. 159-165
    • Thomas, H.1    Coley, H.M.2
  • 4
    • 33749488939 scopus 로고    scopus 로고
    • Human Multidrug Resistance ABCB and ABCG Transporters: Participation in a Chemoimmunity Defense System
    • Sarkadi, B.; Homolya, L.; Szakács, G.; Váradi, A. Human Multidrug Resistance ABCB and ABCG Transporters: Participation in a Chemoimmunity Defense System. Physiol. Rev., 2006, 86, 1179-1236.
    • (2006) Physiol. Rev. , vol.86 , pp. 1179-1236
    • Sarkadi, B.1    Homolya, L.2    Szakács, G.3    Váradi, A.4
  • 5
    • 0036364467 scopus 로고    scopus 로고
    • Multidrug Resistance in Cancer: Role of ATP-Dependent Transporters
    • Gottesman, M.M.; Fojo, T.; Bates, S.E. Multidrug Resistance in Cancer: Role of ATP-Dependent Transporters. Nat. Rev. Cancer., 2002, 2, 48-58.
    • (2002) Nat. Rev. Cancer. , vol.2 , pp. 48-58
    • Gottesman, M.M.1    Fojo, T.2    Bates, S.E.3
  • 6
    • 67649786798 scopus 로고    scopus 로고
    • Recent advances in the development of P-gp inhibitors
    • Baumert, C.; Hilgeroth, A., Recent advances in the development of P-gp inhibitors. Anti Cancer Agents Med. Chem., 2009, 9, 415-436.
    • (2009) Anti Cancer Agents Med. Chem. , vol.9 , pp. 415-436
    • Baumert, C.1    Hilgeroth, A.2
  • 8
    • 77958099641 scopus 로고    scopus 로고
    • Multiple drug resistance mechanisms in cancer
    • Baguley, B.C. Multiple drug resistance mechanisms in cancer. Mol. Biotechnol., 2010, 46, 308-316.
    • (2010) Mol. Biotechnol. , vol.46 , pp. 308-316
    • Baguley, B.C.1
  • 9
    • 0037204543 scopus 로고    scopus 로고
    • Progress in understanding the structure-activity relationships of P-glycoprotein
    • Stouch, T.R.; Gudmundsson, O. Progress in understanding the structure-activity relationships of P-glycoprotein. Adv. Drug. Deliv. Rev., 2002, 54, 315-328.
    • (2002) Adv. Drug. Deliv. Rev. , vol.54 , pp. 315-328
    • Stouch, T.R.1    Gudmundsson, O.2
  • 10
    • 77952667227 scopus 로고    scopus 로고
    • Impact of the recent Mouse PGlycoprotein Structure for Structure-Based Ligand Design
    • Klepsch, F.; Ecker, G.F. Impact of the recent Mouse PGlycoprotein Structure for Structure-Based Ligand Design. Mol. Inf., 2010, 29, 276-286.
    • (2010) Mol. Inf. , vol.29 , pp. 276-286
    • Klepsch, F.1    Ecker, G.F.2
  • 11
    • 73649111071 scopus 로고    scopus 로고
    • Understanding polyspecificity of multidrug ABC transporters: Closing in on the gaps in ABCB1
    • Gutmann, D.A.P.; Ward, A.; Urbatsch, I.L.; Chang, G.; van Veen, H.W. Understanding polyspecificity of multidrug ABC transporters: closing in on the gaps in ABCB1. Trends Biochem. Sci., 2010, 35, 36-42.
    • (2010) Trends Biochem. Sci. , vol.35 , pp. 36-42
    • Gutmann, D.A.P.1    Ward, A.2    Urbatsch, I.L.3    Chang, G.4    van Veen, H.W.5
  • 13
    • 79959764016 scopus 로고    scopus 로고
    • Toward a Better Pharmacophore Description of PGlycoprotein Modulators, Based on Macrocyclic Diterpenes fromEuphorbiaSpecies
    • Ferreira, R.J.; dos Santos, D.J.V.A.; Ferreira, M.-J.U.; Guedes, R.C. Toward a Better Pharmacophore Description of PGlycoprotein Modulators, Based on Macrocyclic Diterpenes fromEuphorbiaSpecies. J. Chem. Inf. Model., 2011, 51, 1315-1324.
    • (2011) J. Chem. Inf. Model. , vol.51 , pp. 1315-1324
    • Ferreira, R.J.1    dos Santos, D.J.V.A.2    Ferreira, M.-J.U.3    Guedes, R.C.4
  • 14
    • 1242320318 scopus 로고    scopus 로고
    • Pubescenes, jatrophane diterpenes, from Euphorbia pubescens, with multidrug resistance reversing activity on mouse lymphoma cells
    • Valente, C.; Ferreira, M.J.; Abreu, P.M.; Gyemant, N.; Ugocsai, K.; Hohmann, J.; Molnar, J. Pubescenes, jatrophane diterpenes, from Euphorbia pubescens, with multidrug resistance reversing activity on mouse lymphoma cells. Planta Med., 2004, 70, 81-84.
    • (2004) Planta Med. , vol.70 , pp. 81-84
    • Valente, C.1    Ferreira, M.J.2    Abreu, P.M.3    Gyemant, N.4    Ugocsai, K.5    Hohmann, J.6    Molnar, J.7
  • 15
    • 33644534548 scopus 로고    scopus 로고
    • New macrocyclic lathyrane diterpenes, from Euphorbia lagascae, as inhibitors of multidrug resistance of tumour cells
    • Duarte, N.; Gyemant, N.; Abreu, P.M.; Molnar, J.; Ferreira, M.J. New macrocyclic lathyrane diterpenes, from Euphorbia lagascae, as inhibitors of multidrug resistance of tumour cells. Planta Med., 2006, 72, 162-168.
    • (2006) Planta Med. , vol.72 , pp. 162-168
    • Duarte, N.1    Gyemant, N.2    Abreu, P.M.3    Molnar, J.4    Ferreira, M.J.5
  • 16
    • 33750953574 scopus 로고    scopus 로고
    • Apoptosis induction and modulation of P-glycoprotein mediated multidrug resistance by new macrocyclic lathyrane-type diterpenoids
    • Duarte, N.; Varga, A.; Cherepnev, G.; Radics, R.; Molnar, J.; Ferreira, M.J. Apoptosis induction and modulation of P-glycoprotein mediated multidrug resistance by new macrocyclic lathyrane-type diterpenoids. Bioorg. Med. Chem., 2007, 15, 546-554.
    • (2007) Bioorg. Med. Chem. , vol.15 , pp. 546-554
    • Duarte, N.1    Varga, A.2    Cherepnev, G.3    Radics, R.4    Molnar, J.5    Ferreira, M.J.6
  • 17
    • 53249105258 scopus 로고    scopus 로고
    • Synergistic interaction between P-glycoprotein modulators and epirubicine on resistant cancer cells
    • Duarte, N.; Jardanhazy, A.; Molnar, J.; Hilgeroth, A.; Ferreira, M.J. Synergistic interaction between P-glycoprotein modulators and epirubicine on resistant cancer cells. Bioorg. Med. Chem., 2008, 16, 9323-9330.
    • (2008) Bioorg. Med. Chem. , vol.16 , pp. 9323-9330
    • Duarte, N.1    Jardanhazy, A.2    Molnar, J.3    Hilgeroth, A.4    Ferreira, M.J.5
  • 18
    • 1242320327 scopus 로고    scopus 로고
    • Rearranged jatrophane-type diterpenes from euphorbia species. Evaluation of their effects on the reversal of multidrug resistance
    • Madureira, A.M.; Ferreira, M.J.; Gyemant, N.; Ugocsai, K.; Ascenso, J.R.; Abreu, P.M.; Hohmann, J.; Molnar, J. Rearranged jatrophane-type diterpenes from euphorbia species. Evaluation of their effects on the reversal of multidrug resistance. Planta Med., 2004, 70, 45-49.
    • (2004) Planta Med. , vol.70 , pp. 45-49
    • Madureira, A.M.1    Ferreira, M.J.2    Gyemant, N.3    Ugocsai, K.4    Ascenso, J.R.5    Abreu, P.M.6    Hohmann, J.7    Molnar, J.8
  • 19
    • 33746566150 scopus 로고    scopus 로고
    • Euphoportlandols A and B, tetracylic diterpene polyesters from Euphorbia portlandica and their anti-MDR effects in cancer cells
    • Madureira, A.M.; Gyemant, N.; Ascenso, J.R.; Abreu, P.M.; Molnar, J.; Ferreira, M.J. Euphoportlandols A and B, tetracylic diterpene polyesters from Euphorbia portlandica and their anti-MDR effects in cancer cells. J. Nat. Prod., 2006, 69, 950-953.
    • (2006) J. Nat. Prod. , vol.69 , pp. 950-953
    • Madureira, A.M.1    Gyemant, N.2    Ascenso, J.R.3    Abreu, P.M.4    Molnar, J.5    Ferreira, M.J.6
  • 20
    • 1842536353 scopus 로고    scopus 로고
    • Euphopubescenol and euphopubescene, two new jatrophane polyesters, and lathyrane-type diterpenes from Euphorbia pubescens
    • Valente, C.; Pedro, M.; Ascenso, J.R.; Abreu, P.M.; Nascimento, M.S.; Ferreira, M.J. Euphopubescenol and euphopubescene, two new jatrophane polyesters, and lathyrane-type diterpenes from Euphorbia pubescens. Planta Med., 2004, 70, 244-249.
    • (2004) Planta Med. , vol.70 , pp. 244-249
    • Valente, C.1    Pedro, M.2    Ascenso, J.R.3    Abreu, P.M.4    Nascimento, M.S.5    Ferreira, M.J.6
  • 21
    • 39149087948 scopus 로고    scopus 로고
    • Three new jatrophane polyesters and antiproliferative constituents from Euphorbia tuckeyana
    • Duarte, N.; Lage, H.; Ferreira, M.J. Three new jatrophane polyesters and antiproliferative constituents from Euphorbia tuckeyana. Planta Med., 2008, 74, 61-68.
    • (2008) Planta Med. , vol.74 , pp. 61-68
    • Duarte, N.1    Lage, H.2    Ferreira, M.J.3
  • 22
    • 0031670143 scopus 로고    scopus 로고
    • A Tetracyclic diterpene and triterpenes from Euphorbia segetalis
    • Ferreira, M.-J.U.; Madureira, A.M.; Ascenso, J.R. A Tetracyclic diterpene and triterpenes from Euphorbia segetalis. Phytochemistry, 1998, 49, 179-183.
    • (1998) Phytochemistry , vol.49 , pp. 179-183
    • Ferreira, M.-J.U.1    Madureira, A.M.2    Ascenso, J.R.3
  • 23
    • 76549129820 scopus 로고    scopus 로고
    • Drug Combination Studies and Their Synergy Quantification Using the Chou-Talalay Method
    • Chou, T.C. Drug Combination Studies and Their Synergy Quantification Using the Chou-Talalay Method. Cancer Res., 2010, 70, 440-446.
    • (2010) Cancer Res. , vol.70 , pp. 440-446
    • Chou, T.C.1
  • 26
    • 84855757480 scopus 로고    scopus 로고
    • MOE v2010.10; Chemical Computing Group: Montreal, Canada
    • Molecular Operating Environment, MOE v2010.10; Chemical Computing Group: Montreal, Canada, 2010.
    • (2010) Molecular Operating Environment
  • 28
    • 84906467630 scopus 로고    scopus 로고
    • Protein-Ligand Docking and Virtual Screening with GOLD
    • in, editors Shoichet, B. and Alvarez, J., Taylor & Francis CRC Press, Boca Raton, Florida, USA
    • Cole, J.C.; Nissink, J.W.M.; Taylor, R. Protein-Ligand Docking and Virtual Screening with GOLD in Virtual Screening in Drug Discovery, editors Shoichet, B. and Alvarez, J., Taylor & Francis CRC Press, Boca Raton, Florida, USA, 2005.
    • (2005) Virtual Screening in Drug Discovery
    • Cole, J.C.1    Nissink, J.W.M.2    Taylor, R.3
  • 30
    • 34249939511 scopus 로고    scopus 로고
    • Structure-activity relationships of novel N-acyloxy-1,4-dihydropyridines as Pglycoprotein inhibitors
    • Voigt, B.; Coburger, C.; Monár, J.; Hilgeroth, A. Structure-activity relationships of novel N-acyloxy-1,4-dihydropyridines as Pglycoprotein inhibitors. Bioorg. Med. Chem., 2007, 15, 5110-5113.
    • (2007) Bioorg. Med. Chem. , vol.15 , pp. 5110-5113
    • Voigt, B.1    Coburger, C.2    Monár, J.3    Hilgeroth, A.4
  • 31
    • 0035047222 scopus 로고    scopus 로고
    • Structure-activity relationships of multidrug resistance reversers
    • Wiese, M.; Pajeva, I.K. Structure-activity relationships of multidrug resistance reversers. Curr. Med. Chem., 2001, 8, 685-713.
    • (2001) Curr. Med. Chem. , vol.8 , pp. 685-713
    • Wiese, M.1    Pajeva, I.K.2
  • 32
    • 33644892767 scopus 로고    scopus 로고
    • Recent advances in molecular modeling and medicinal chemistry aspects of phospho-glycoprotein
    • Srinivas, E.; Murthy, J.N.; Rao, A.R.; Sastry, G.N. Recent advances in molecular modeling and medicinal chemistry aspects of phospho-glycoprotein. Curr. Drug Metab., 2006, 7, 205-217.
    • (2006) Curr. Drug Metab. , vol.7 , pp. 205-217
    • Srinivas, E.1    Murthy, J.N.2    Rao, A.R.3    Sastry, G.N.4
  • 34
    • 0030943029 scopus 로고    scopus 로고
    • Structure-Activity Relationship of Newly Synthesized Quinoline Derivatives for Reversal of Multidrug Resistance in Cancer
    • Suzuki, T.; Fukazawa, N.; San-nohe, K.; Sato, W.; Yano, O.; Tsuruo, T. Structure-Activity Relationship of Newly Synthesized Quinoline Derivatives for Reversal of Multidrug Resistance in Cancer. J. Med. Chem., 1997, 40, 2047-2052.
    • (1997) J. Med. Chem. , vol.40 , pp. 2047-2052
    • Suzuki, T.1    Fukazawa, N.2    San-nohe, K.3    Sato, W.4    Yano, O.5    Tsuruo, T.6


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