메뉴 건너뛰기




Volumn 52, Issue 2, 2009, Pages 259-266

Inhibition of MDR1 activity in vitro by a novel class of diltiazem analogues: Toward new candidates

Author keywords

[No Author keywords available]

Indexed keywords

1,2,4 OXADIAZOLE DERIVATIVE; 5 METHYL 8H [1,4]THIAZINO[3.4 C][1,2,4]OXADIZOL 3 ONE DERIVATIVE; 8H [1,4]THIAZINO[3.4 C][1,2,4]OXADIAZOL 3 ONE DERIVATIVE; ABC TRANSPORTER; ANTINEOPLASTIC AGENT; CALCIUM CHANNEL BLOCKING AGENT; DILTIAZEM; DILTIAZEM DERIVATIVE; DOXORUBICIN; GLYCOPROTEIN P; MULTIDRUG RESISTANCE PROTEIN 1; P GLYCOPROTEIN 170; UNCLASSIFIED DRUG; DRUG DERIVATIVE;

EID: 60549092933     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm801195k     Document Type: Article
Times cited : (35)

References (38)
  • 2
    • 20544437870 scopus 로고    scopus 로고
    • Overview of Tumor Cell Chemoresistance Mechanisms
    • Gatti, L.; Zunino, F. Overview of Tumor Cell Chemoresistance Mechanisms. Methods Mol. Med. 2005, 111, 127-148.
    • (2005) Methods Mol. Med , vol.111 , pp. 127-148
    • Gatti, L.1    Zunino, F.2
  • 3
    • 0344393780 scopus 로고    scopus 로고
    • Resistance to Antifolates
    • Zhao, R.; Goldman, I. D. Resistance to Antifolates. Oncogene 2003, 22, 7431-7457.
    • (2003) Oncogene , vol.22 , pp. 7431-7457
    • Zhao, R.1    Goldman, I.D.2
  • 4
    • 0034947674 scopus 로고    scopus 로고
    • From MDR to MXR: New Understanding of Multidrug Resistance Systems, Their Properties and Clinical Significance
    • Litman, T.; Druley, T. E.; Stein, W. D.; Bates, S. E. From MDR to MXR: New Understanding of Multidrug Resistance Systems, Their Properties and Clinical Significance. Cell. Mol. Life Sci. 2001, 58. 931-959.
    • (2001) Cell. Mol. Life Sci , vol.58 , pp. 931-959
    • Litman, T.1    Druley, T.E.2    Stein, W.D.3    Bates, S.E.4
  • 5
    • 16844368698 scopus 로고    scopus 로고
    • Tumour Stem Cells and Drug Resistance
    • Dean, M.; Fojo, T.; Bates, S. Tumour Stem Cells and Drug Resistance. Nat. Rev. Cancer 2005, 5, 275-284.
    • (2005) Nat. Rev. Cancer , vol.5 , pp. 275-284
    • Dean, M.1    Fojo, T.2    Bates, S.3
  • 6
    • 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
  • 7
    • 35148834736 scopus 로고    scopus 로고
    • Drug-Drug Interactions Affected by the Transporter Protein, P-Glycoprotein (ABCB1, MDR1) II. Clinical Aspects
    • Aszalos, A. Drug-Drug Interactions Affected by the Transporter Protein, P-Glycoprotein (ABCB1, MDR1) II. Clinical Aspects. Drug Discovery Today 2007, 12, 838-843.
    • (2007) Drug Discovery Today , vol.12 , pp. 838-843
    • Aszalos, A.1
  • 9
    • 33947417310 scopus 로고    scopus 로고
    • Shedding Light on Drug Transport: Structure and Function of the P-Glycoprotein Multidrug Transporter (ABCB1)
    • Sharom, F. J. Shedding Light on Drug Transport: Structure and Function of the P-Glycoprotein Multidrug Transporter (ABCB1). Biochem. Cell Biol. 2006, 84, 979-992.
    • (2006) Biochem. Cell Biol , vol.84 , pp. 979-992
    • Sharom, F.J.1
  • 10
    • 0345599865 scopus 로고    scopus 로고
    • Pumping of Drugs by P-Glycoprotein: A Two-Step Process
    • Litman, T.; Skovsgaard, T.; Stein, W. D. Pumping of Drugs by P-Glycoprotein: A Two-Step Process. J. Pharmacol. Exp. Ther. 2003, 307, 846-853.
    • (2003) J. Pharmacol. Exp. Ther , vol.307 , pp. 846-853
    • Litman, T.1    Skovsgaard, T.2    Stein, W.D.3
  • 11
    • 33745736603 scopus 로고    scopus 로고
    • Multidrug Resistance: Retrospect and Prospects in Anti-Cancer Drug Treatment
    • Pérez-Tomás, 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
    • Pérez-Tomás, R.1
  • 12
    • 0348140861 scopus 로고    scopus 로고
    • Multidrug Resistance in Hematological Malignancy
    • Hirose, M.; Hosoi, E.; Hamano, S.; Jalili, A. Multidrug Resistance in Hematological Malignancy. J. Med. Invest. 2003, 50, 126-135.
    • (2003) J. Med. Invest , vol.50 , pp. 126-135
    • Hirose, M.1    Hosoi, E.2    Hamano, S.3    Jalili, A.4
  • 13
    • 0034030184 scopus 로고    scopus 로고
    • Multidrug Resistance in Haematological Malignancies
    • Sonneveld, P. Multidrug Resistance in Haematological Malignancies. J. Intern. Med. 2000, 247, 521-534.
    • (2000) J. Intern. Med , vol.247 , pp. 521-534
    • Sonneveld, P.1
  • 14
    • 0032692162 scopus 로고    scopus 로고
    • Multidrug Resistance in Non-Small-Cell Lung Cancer
    • Scagliotti, G. V.; Novello, S.; Selvaggi, G. Multidrug Resistance in Non-Small-Cell Lung Cancer. Ann. Oncol. 1999, 10 (Suppl 5), S83-S86.
    • (1999) Ann. Oncol , vol.10 , Issue.SUPPL. 5
    • Scagliotti, G.V.1    Novello, S.2    Selvaggi, G.3
  • 15
    • 0031728267 scopus 로고    scopus 로고
    • Multidrug Resistance: Clinical Relevance in Solid Tumours and Strategies for Circumvention
    • Kaye, S. B. Multidrug Resistance: Clinical Relevance in Solid Tumours and Strategies for Circumvention. Curr. Opin. Oncol. 1998, 10 (Suppl 1), S15-19.
    • (1998) Curr. Opin. Oncol , vol.10 , Issue.SUPPL. 1
    • Kaye, S.B.1
  • 16
    • 0031936939 scopus 로고    scopus 로고
    • Levels of Multidrug Resistance (MDR1) P-Glycoprotein Expression by Human Breast Cancer Correlate with In Vitro Resistance to Taxol and Doxorubicin
    • Mechetner, E.; Kyshtoobayeva, A.; Zonis, S.; Kim, H.; Stroup, R.; Garcia, R.; Parker, R. J.; Fruehauf, J. P. Levels of Multidrug Resistance (MDR1) P-Glycoprotein Expression by Human Breast Cancer Correlate with In Vitro Resistance to Taxol and Doxorubicin. Clin. Cancer Res. 1998, 4, 389-398.
    • (1998) Clin. Cancer Res , vol.4 , pp. 389-398
    • Mechetner, E.1    Kyshtoobayeva, A.2    Zonis, S.3    Kim, H.4    Stroup, R.5    Garcia, R.6    Parker, R.J.7    Fruehauf, J.P.8
  • 17
    • 0027538652 scopus 로고
    • Molecular Targets in Oncology: Implications of the Multidrug Resistance Gene
    • Lum, B. L.; Gosland, M. P.; Kaubisch, S.; Sikic, B. I. Molecular Targets in Oncology: Implications of the Multidrug Resistance Gene. Pharmacotherapy 1993, 13, 88-109.
    • (1993) Pharmacotherapy , vol.13 , pp. 88-109
    • Lum, B.L.1    Gosland, M.P.2    Kaubisch, S.3    Sikic, B.I.4
  • 18
    • 0036224915 scopus 로고    scopus 로고
    • Inhibitors of Multidrug Resistance to Antitumour Agents (MDR)
    • Avedaño, C.; Menéndez, J. C. Inhibitors of Multidrug Resistance to Antitumour Agents (MDR). Curr. Med. Chem. 2002, 9, 159-193.
    • (2002) Curr. Med. Chem , vol.9 , pp. 159-193
    • Avedaño, C.1    Menéndez, J.C.2
  • 20
    • 0033799839 scopus 로고    scopus 로고
    • Multidrug Resistance (MDR) in Cancer. Mechanisms, Reversal Using Modulators of MDR, and the Role of MDR Modulators in Influencing the Pharmacokinetics of Anticancer Drugs
    • Krishna, R.; Mayer, L. D. Multidrug Resistance (MDR) in Cancer. Mechanisms, Reversal Using Modulators of MDR, and the Role of MDR Modulators in Influencing the Pharmacokinetics of Anticancer Drugs. Eur. J. Pharm. Sci. 2000, 11, 265-283.
    • (2000) Eur. J. Pharm. Sci , vol.11 , pp. 265-283
    • Krishna, R.1    Mayer, L.D.2
  • 21
    • 14844295815 scopus 로고    scopus 로고
    • Does Inhibition of P-Glycoprotein Lead to Drug-Drug Interactions?
    • Balayssac, D.; Authier, N.; Cayre, A.; Coudore, F. Does Inhibition of P-Glycoprotein Lead to Drug-Drug Interactions? Toxicol. Lett. 2005, 156, 319-329.
    • (2005) Toxicol. Lett , vol.156 , pp. 319-329
    • Balayssac, D.1    Authier, N.2    Cayre, A.3    Coudore, F.4
  • 22
    • 0036682190 scopus 로고    scopus 로고
    • Budriesi, R.; Cosimelli, B.; Ioan, P.; Lanza, C. Z.; Spinelli, D.; Chiarini, A. Cardiovascular Characterization of [1,4]Thiazino[3,4-c][1,2,4] oxadiazol- 1-one Derivatives: Selective Myocardial Calcium Channel Modulators. J. Med. Chem. 2002, 45, 3475-3481.
    • Budriesi, R.; Cosimelli, B.; Ioan, P.; Lanza, C. Z.; Spinelli, D.; Chiarini, A. Cardiovascular Characterization of [1,4]Thiazino[3,4-c][1,2,4] oxadiazol- 1-one Derivatives: Selective Myocardial Calcium Channel Modulators. J. Med. Chem. 2002, 45, 3475-3481.
  • 23
    • 17144392908 scopus 로고    scopus 로고
    • A New Class of Selective Myocardial Calcium Channel Modulators. 2. Role of the Acetal Chain in Oxadiazol-3-one Derivatives
    • Budriesi, R.; Carosati, E.; Chiarini, A.; Cosimelli, B.; Cruciani, G.; Ioan, P.; Spinelli, D.; Spisani, R. A New Class of Selective Myocardial Calcium Channel Modulators. 2. Role of the Acetal Chain in Oxadiazol-3-one Derivatives. J. Med. Chem. 2005, 48, 2445-2456.
    • (2005) J. Med. Chem , vol.48 , pp. 2445-2456
    • Budriesi, R.1    Carosati, E.2    Chiarini, A.3    Cosimelli, B.4    Cruciani, G.5    Ioan, P.6    Spinelli, D.7    Spisani, R.8
  • 25
    • 0030001001 scopus 로고    scopus 로고
    • Clinical Trials of P-Glycoprotein Reversal in Solid Tumors
    • Ferry, D. R.; Traunecker, H.; Kerr, D. J. Clinical Trials of P-Glycoprotein Reversal in Solid Tumors. Eur. J. Cancer 1996, 32A, 1070-1081.
    • (1996) Eur. J. Cancer , vol.32 A , pp. 1070-1081
    • Ferry, D.R.1    Traunecker, H.2    Kerr, D.J.3
  • 27
    • 0345411341 scopus 로고    scopus 로고
    • P-Glycoprotein and Cytochrome P-450 3A Inhibition: Dissociation of Inhibitory Potencies
    • Wandel, C.; Kim, R. B.; Kajiji, S.; Guengerich, P.; Wilkinson, G. R.; Wood, A. J. P-Glycoprotein and Cytochrome P-450 3A Inhibition: Dissociation of Inhibitory Potencies. Cancer Res. 1999, 59, 3944-3948.
    • (1999) Cancer Res , vol.59 , pp. 3944-3948
    • Wandel, C.1    Kim, R.B.2    Kajiji, S.3    Guengerich, P.4    Wilkinson, G.R.5    Wood, A.J.6
  • 28
    • 0036275206 scopus 로고    scopus 로고
    • Function and Mechanism of Pyronaridine: A New Inhibitor of P-Glycoprotein- Mediated Multidrug Resistance
    • Qi, J.; Yang, C. Z.; Wang, C. Y.; Wang, S. B.; Yang, M.; Wang, J. H. Function and Mechanism of Pyronaridine: a New Inhibitor of P-Glycoprotein- Mediated Multidrug Resistance. Acta Pharmacol. Sin. 2002, 23, 544-550.
    • (2002) Acta Pharmacol. Sin , vol.23 , pp. 544-550
    • Qi, J.1    Yang, C.Z.2    Wang, C.Y.3    Wang, S.B.4    Yang, M.5    Wang, J.H.6
  • 29
    • 0026501892 scopus 로고
    • Photoaffinity Substrates for P-Glycoprotein
    • Beck, W. T.; Qian, X. D. Photoaffinity Substrates for P-Glycoprotein. Biochem. Pharmacol. 1992, 43, 89-93.
    • (1992) Biochem. Pharmacol , vol.43 , pp. 89-93
    • Beck, W.T.1    Qian, X.D.2
  • 31
    • 0035289779 scopus 로고    scopus 로고
    • Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings
    • Lipinski, C. A.; Lombardo, B.; Dominy, B. W.; Feeney, P. J. Experimental and computational approaches to estimate solubility and permeability in drug discovery and development settings. Adv. Drug Delivery Rev. 2001, 46, 3-26.
    • (2001) Adv. Drug Delivery Rev , vol.46 , pp. 3-26
    • Lipinski, C.A.1    Lombardo, B.2    Dominy, B.W.3    Feeney, P.J.4
  • 32
    • 0026739513 scopus 로고
    • A New Ring Transformation: Conversion of 6-p-Clorophenyl-3-methyl-5- nitrosoimidazo[2,1-b]thiazole into 6-p-Chlorophenyl-8-hydroxy-5- methyl-3-oxo-1,2,4-oxadiazolo[3,4-c][1,4]thiazine by the Action of Mineral Acids
    • Spinelli, D.; Mugnoli, A.; Andreani, A.; Rambaldi, M.; Frascari, S. A New Ring Transformation: Conversion of 6-p-Clorophenyl-3-methyl-5- nitrosoimidazo[2,1-b]thiazole into 6-p-Chlorophenyl-8-hydroxy-5- methyl-3-oxo-1,2,4-oxadiazolo[3,4-c][1,4]thiazine by the Action of Mineral Acids. Chem. Soc. Chem. Commun. 1992, 1394-1395.
    • (1992) Chem. Soc. Chem. Commun , pp. 1394-1395
    • Spinelli, D.1    Mugnoli, A.2    Andreani, A.3    Rambaldi, M.4    Frascari, S.5
  • 33
    • 0001682335 scopus 로고    scopus 로고
    • Ring- ring interconversion: The rearrangement of 6(4-chlorophenyl)-3-methyl-5-nitrosoimidazo[2,1-b][1,3]thiazole into 8-(4-chlorophenyl)-8-hydroxy-5-methyl-8H -[1,4]thiazino[3,4-c][1,2,4] oxadiazol-3-one. Elucidation of the reaction product through spectroscopic and X-ray crystal structure analysis
    • Andreani, A.; Billi, R.; Cosimelli, B.; Mugnoli, A.; Rambaldi, M.; Spinelli, D. Ring- ring interconversion: the rearrangement of 6(4-chlorophenyl)-3-methyl-5-nitrosoimidazo[2,1-b][1,3]thiazole into 8-(4-chlorophenyl)-8-hydroxy-5-methyl-8H -[1,4]thiazino[3,4-c][1,2,4] oxadiazol-3-one. Elucidation of the reaction product through spectroscopic and X-ray crystal structure analysis. J. Chem. Soc., Perkin Trans. 2 1997, 2407-2419.
    • (1997) J. Chem. Soc., Perkin Trans. 2 , pp. 2407-2419
    • Andreani, A.1    Billi, R.2    Cosimelli, B.3    Mugnoli, A.4    Rambaldi, M.5    Spinelli, D.6
  • 34
    • 0033597377 scopus 로고    scopus 로고
    • Billi, R.; Cosimelli, B.; Spinelli, D.; Rambaldi, M. Ring-ring Interconversions. Part 2. Effect of the Substituent on the Rearrangement of 6-Aryl-3-methyl-5-nitrosoimidazo[2,1-b][1,3]thiazoles into 8-Aryl-8-hydroxy-5-methyl-8H-[1,4]thiazino[3,4-c][1,2,4] oxadiazol-3-ones. Tetrahedron 1999, 55, 5433-5440.
    • Billi, R.; Cosimelli, B.; Spinelli, D.; Rambaldi, M. Ring-ring Interconversions. Part 2. Effect of the Substituent on the Rearrangement of 6-Aryl-3-methyl-5-nitrosoimidazo[2,1-b][1,3]thiazoles into 8-Aryl-8-hydroxy-5-methyl-8H-[1,4]thiazino[3,4-c][1,2,4] oxadiazol-3-ones. Tetrahedron 1999, 55, 5433-5440.
  • 36
    • 34250797932 scopus 로고    scopus 로고
    • Determination of the Absolute Configuration of a Chiral Oxadiazol-3-one Calcium Channel Blocker, Resolved Using Chiral Chromatography, via Concerted Density Functional Theory Calculations of Its Vibrational Circular Dicroism, Electronic Circular Dicroism, and Optical Rotation
    • Stephens, P. J.; Devlin, F. J.; Gasparrini, F.; Ciogli, A.; Spinelli, D.; Cosimelli, B. Determination of the Absolute Configuration of a Chiral Oxadiazol-3-one Calcium Channel Blocker, Resolved Using Chiral Chromatography, via Concerted Density Functional Theory Calculations of Its Vibrational Circular Dicroism, Electronic Circular Dicroism, and Optical Rotation. J. Org. Chem. 2007, 72, 4707-4715.
    • (2007) J. Org. Chem , vol.72 , pp. 4707-4715
    • Stephens, P.J.1    Devlin, F.J.2    Gasparrini, F.3    Ciogli, A.4    Spinelli, D.5    Cosimelli, B.6
  • 37
    • 0027531682 scopus 로고
    • A New Approach for Measurement of Cytotoxicity Using Colorimetric Assay
    • Hussain, R. F.; Nouri, A. M. E.; Oliver, R. T. D. A New Approach for Measurement of Cytotoxicity Using Colorimetric Assay. J. Immunol. Methods 1993, 160, 89-96.
    • (1993) J. Immunol. Methods , vol.160 , pp. 89-96
    • Hussain, R.F.1    Nouri, A.M.E.2    Oliver, R.T.D.3
  • 38
    • 0028177656 scopus 로고
    • P-Glycoprotein Epitope Mapping. I. Identification of A Linear Human-Specific Epitope in the Fourth Loop of the P-Glycoprotein Extracellular Domain by MM4.17 Murine Monoclonal Antibody to Human Multi-Drug-Resistant Cells
    • Cianfriglia, M.; Willingham, M. C.; Tombesi, M.; Scagliotti, G. V.; Frasca, G.; Chersi, A. P-Glycoprotein Epitope Mapping. I. Identification of A Linear Human-Specific Epitope in the Fourth Loop of the P-Glycoprotein Extracellular Domain by MM4.17 Murine Monoclonal Antibody to Human Multi-Drug-Resistant Cells. Int. J. Cancer 1994, 56, 153-160.
    • (1994) Int. J. Cancer , vol.56 , pp. 153-160
    • Cianfriglia, M.1    Willingham, M.C.2    Tombesi, M.3    Scagliotti, G.V.4    Frasca, G.5    Chersi, A.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.