메뉴 건너뛰기




Volumn 39, Issue 18, 1996, Pages 3483-3490

Effects of multidrug resistance (MDR1) P-glycoprotein expression levels and coordination metal on the cytotoxic potency of multidentate (N4O2) (ethylenediamine)bis[propyl(R-benzylimino)]metal(III) cations

Author keywords

[No Author keywords available]

Indexed keywords

ALUMINUM; ANTINEOPLASTIC AGENT; CATION; ETHYLENEDIAMINE DERIVATIVE; GALLIUM; GLYCOPROTEIN P; INDIUM; IRON; LIGAND; METAL DERIVATIVE;

EID: 0029844272     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm950823c     Document Type: Article
Times cited : (60)

References (49)
  • 1
    • 0343932680 scopus 로고
    • Use of a lipophilic cation for determination of membrane potential in neuroblastoma-glioma hybrid cell suspensions
    • Lichtshtein, D.; Kaback, H. R.; Blume, A. J. Use of a lipophilic cation for determination of membrane potential in neuroblastoma-glioma hybrid cell suspensions. Proc. Natl. Acad. Sci. U.S.A., 1979, 76, 650-654.
    • (1979) Proc. Natl. Acad. Sci. U.S.A. , vol.76 , pp. 650-654
    • Lichtshtein, D.1    Kaback, H.R.2    Blume, A.J.3
  • 2
    • 0007574262 scopus 로고
    • Localization of mitochondria in living cells with rhodamine 123
    • Johnson, L.; Walsh, M.; Chen, L. Localization of mitochondria in living cells with rhodamine 123. Proc. Natl. Acad. Sci. U.S.A., 1980, 77, 990-994.
    • (1980) Proc. Natl. Acad. Sci. U.S.A. , vol.77 , pp. 990-994
    • Johnson, L.1    Walsh, M.2    Chen, L.3
  • 3
    • 0022344345 scopus 로고
    • Mitochondrial and plasma-membrane potentials cause unusual accumulation and retention of rhodamine-123 by human breast adenocarcinoma-derived MCF-7 cells
    • Davis, S.; Weiss, M.; Wong, J.; Lampidis, T.; Chen, L. Mitochondrial and plasma-membrane potentials cause unusual accumulation and retention of rhodamine-123 by human breast adenocarcinoma-derived MCF-7 cells. J. Biol. Chem. 1985, 260, 13844-13850.
    • (1985) J. Biol. Chem. , vol.260 , pp. 13844-13850
    • Davis, S.1    Weiss, M.2    Wong, J.3    Lampidis, T.4    Chen, L.5
  • 4
    • 0020680904 scopus 로고
    • Chronic Parkinsonism in humans due to a product of meperidine-analog synthesis
    • Langston, J. W.; Ballard, P.; Tetrud, J. W.; Irwin, I. Chronic Parkinsonism in humans due to a product of meperidine-analog synthesis. Science 1983, 219, 979-980.
    • (1983) Science , vol.219 , pp. 979-980
    • Langston, J.W.1    Ballard, P.2    Tetrud, J.W.3    Irwin, I.4
  • 6
    • 0025011908 scopus 로고
    • Uptake and retention of hexakis (2-methoxy isobutyl isonitrile) technetium(I) in cultured chick myocardial cells: Mitochondrial and plasma membrane potential dependence
    • Piwnica-Worms, D.; Kronauge, J. F.; Chiu, M. L. Uptake and retention of hexakis (2-methoxy isobutyl isonitrile) technetium(I) in cultured chick myocardial cells: mitochondrial and plasma membrane potential dependence. Circulation 1990, 82, 1826-1838.
    • (1990) Circulation , vol.82 , pp. 1826-1838
    • Piwnica-Worms, D.1    Kronauge, J.F.2    Chiu, M.L.3
  • 8
    • 0027455483 scopus 로고
    • Effect of mitochondrial viability and metabolism on technetium-99m-sestamibi myocardial retention
    • Crane, P.; Laliberte, R.; Heminway, S.; Thoolen, M.; Orlandi, C. Effect of mitochondrial viability and metabolism on technetium-99m-sestamibi myocardial retention. Eur. J. Nucl. Med. 1993, 20, 20-25.
    • (1993) Eur. J. Nucl. Med. , vol.20 , pp. 20-25
    • Crane, P.1    Laliberte, R.2    Heminway, S.3    Thoolen, M.4    Orlandi, C.5
  • 10
    • 0021318045 scopus 로고
    • A critical assessment of the use of lipophilic cations as membrane potential probes
    • Ritchie, R. J. A critical assessment of the use of lipophilic cations as membrane potential probes. Prog. Biophys. Mol. Biol. 1984, 43, 1-32.
    • (1984) Prog. Biophys. Mol. Biol. , vol.43 , pp. 1-32
    • Ritchie, R.J.1
  • 11
    • 0027528575 scopus 로고
    • Membrane potential determination in large unilamellar vesicles with hexakis(2-methoxyisobutyl isonitrile)technetium(I)
    • Chernoff, D. M.; Strichartz, G. R.; Piwnica-Worms, D. Membrane potential determination in large unilamellar vesicles with hexakis(2-methoxyisobutyl isonitrile)technetium(I). Biochim. Biophys. Acta 1993, 1147, 262-266.
    • (1993) Biochim. Biophys. Acta , vol.1147 , pp. 262-266
    • Chernoff, D.M.1    Strichartz, G.R.2    Piwnica-Worms, D.3
  • 12
    • 0027965971 scopus 로고
    • Characterization of the inhibitory mechanism of 1-methyl-4-phenylpyridinium and 4-phenylpyridine analogs in inner membrane preparations
    • Gluck, M.; Krueger, M.; Ramsay, R.; Sablin, S.; Singer, T.; Nicklas, W. Characterization of the inhibitory mechanism of 1-methyl-4-phenylpyridinium and 4-phenylpyridine analogs in inner membrane preparations. J. Biol. Chem. 1994, 269, 3167-3174.
    • (1994) J. Biol. Chem. , vol.269 , pp. 3167-3174
    • Gluck, M.1    Krueger, M.2    Ramsay, R.3    Sablin, S.4    Singer, T.5    Nicklas, W.6
  • 13
    • 0024582126 scopus 로고
    • Tc-99m-hexakis 2-methoxy isobutlisonitrile:human biodistribution, dosimetry, safety and preliminary comparison to thallium-201 for myocardial perfusion imaging
    • Wackers, F. J.; Berman, D.; Maddahi, J.; Beller, G.; Straus, H.; Boucher, C.; Picard, M.; Holman, B.; Fridrich, R. Tc-99m-hexakis 2-methoxy isobutlisonitrile:human biodistribution, dosimetry, safety and preliminary comparison to thallium-201 for myocardial perfusion imaging. J. Nucl. Med. 1989, 30, 301-309.
    • (1989) J. Nucl. Med. , vol.30 , pp. 301-309
    • Wackers, F.J.1    Berman, D.2    Maddahi, J.3    Beller, G.4    Straus, H.5    Boucher, C.6    Picard, M.7    Holman, B.8    Fridrich, R.9
  • 14
    • 0024148694 scopus 로고
    • Mitochondrial membrane potential in living cells
    • Chen, L. B. Mitochondrial membrane potential in living cells. Annu. Rev. Cell Biol. 1988, 4, 155-181.
    • (1988) Annu. Rev. Cell Biol. , vol.4 , pp. 155-181
    • Chen, L.B.1
  • 15
    • 0030064081 scopus 로고    scopus 로고
    • MKT-077, a novel rhodacyanine dye in clinical trials, exhibits anticarcinoma activity in preclinical studies based on selective mitochondrial accumulation
    • Koya, K.; Li, Y.; Wang, H.; Ukai, T.; Tatsuta, N.; Kawakami, M.; Shishido, T.; Chen, L. MKT-077, a novel rhodacyanine dye in clinical trials, exhibits anticarcinoma activity in preclinical studies based on selective mitochondrial accumulation. Cancer Res. 1996, 56, 538-543.
    • (1996) Cancer Res. , vol.56 , pp. 538-543
    • Koya, K.1    Li, Y.2    Wang, H.3    Ukai, T.4    Tatsuta, N.5    Kawakami, M.6    Shishido, T.7    Chen, L.8
  • 17
    • 0022628436 scopus 로고
    • Environmental chemical influences on behaviour and mentation
    • Bryce-Smith, D. Environmental chemical influences on behaviour and mentation. Chem. Soc. Rev. 1986, 15, 93-123.
    • (1986) Chem. Soc. Rev. , vol.15 , pp. 93-123
    • Bryce-Smith, D.1
  • 18
    • 0020671529 scopus 로고
    • The present status of chelating agents in medicine
    • May, P. M.; Bulman, R. A. The present status of chelating agents in medicine. Prog. Med. Chem. 1983, 20, 225-336.
    • (1983) Prog. Med. Chem. , vol.20 , pp. 225-336
    • May, P.M.1    Bulman, R.A.2
  • 20
    • 6044249967 scopus 로고
    • Paramagnetic metal complexes as water proton relaxation agents for NMR imaging: Theory and design
    • Lauffer, R. Paramagnetic metal complexes as water proton relaxation agents for NMR imaging: theory and design. Chem. Rev. 1987, 87, 901-927.
    • (1987) Chem. Rev. , vol.87 , pp. 901-927
    • Lauffer, R.1
  • 21
    • 79957486880 scopus 로고
    • Macrocyclic polyaminocarboxylate complexes of lanthanides as magnetic resonance imaging contrast agents
    • Kumar, K.; Tweedle, M. F. Macrocyclic polyaminocarboxylate complexes of lanthanides as magnetic resonance imaging contrast agents. Pure Appl. Chem. 1993, 65, 515.
    • (1993) Pure Appl. Chem. , vol.65 , pp. 515
    • Kumar, K.1    Tweedle, M.F.2
  • 22
    • 0029329191 scopus 로고
    • Gadolinium complex of tris[(3-hydroxy-1-methyl-2-oxo-1,2-didehydropyridine-4-carboxamido)ethyl]-amine: A new class of gadolinium magnetic resonance relaxation agents
    • Xu, J.; Franklin, S. J.; Whisenhunt, D. W.; Raymond, K. N. Gadolinium complex of tris[(3-hydroxy-1-methyl-2-oxo-1,2-didehydropyridine-4-carboxamido)ethyl]-amine: a new class of gadolinium magnetic resonance relaxation agents. J. Am. Chem. Soc. 1995, 117, 7245-7246.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 7245-7246
    • Xu, J.1    Franklin, S.J.2    Whisenhunt, D.W.3    Raymond, K.N.4
  • 23
    • 0027218815 scopus 로고
    • Metal compounds in therapy and diagnosis
    • Abrams, M.; Murrer, B. Metal compounds in therapy and diagnosis. Science 1993, 261, 725-730.
    • (1993) Science , vol.261 , pp. 725-730
    • Abrams, M.1    Murrer, B.2
  • 24
    • 85047668659 scopus 로고
    • Low temperature assymmetric epoxidation of unfunctionalzed olefins catalyzed by (salen)Mn(III) complexes
    • Palucki, M.; McCormick, G. J.; Jacobsen, E. N. Low temperature assymmetric epoxidation of unfunctionalzed olefins catalyzed by (salen)Mn(III) complexes. Tetrahedron Lett. 1995, 36, 5457-5460.
    • (1995) Tetrahedron Lett. , vol.36 , pp. 5457-5460
    • Palucki, M.1    McCormick, G.J.2    Jacobsen, E.N.3
  • 25
    • 0000651632 scopus 로고
    • Preparation of schiff base complexes of lanthanides(III) ions
    • Isobe, T.; Kida, S.; Misumi, S. Preparation of schiff base complexes of lanthanides(III) ions. Bull. Chem. Soc. Jpn. 1967, 40, 1862-1863.
    • (1967) Bull. Chem. Soc. Jpn. , vol.40 , pp. 1862-1863
    • Isobe, T.1    Kida, S.2    Misumi, S.3
  • 27
    • 37049086397 scopus 로고
    • Water soluble hexadentate schiffbase ligands as sequestrating agents for iron(III) and gallium(III)
    • Evans, D. F.; Jakubovic, D. A. Water soluble hexadentate schiffbase ligands as sequestrating agents for iron(III) and gallium(III). J. Chem. Soc. Dalton Trans. 1988, 2927-2933.
    • (1988) J. Chem. Soc. Dalton Trans. , pp. 2927-2933
    • Evans, D.F.1    Jakubovic, D.A.2
  • 28
    • 33845803065 scopus 로고
    • The stereochemistry of metal complexes with polydentate ligands. Part I
    • Sarma, B. D.; Bailar, J. C. The stereochemistry of metal complexes with polydentate ligands. Part I. J . Am. Chem. Soc. 1955, 77, 5476-5480.
    • (1955) J . Am. Chem. Soc. , vol.77 , pp. 5476-5480
    • Sarma, B.D.1    Bailar, J.C.2
  • 29
    • 33947487994 scopus 로고
    • The stereochemistry of metal chelates with multidentate ligands. Part II
    • Sarma, B. D.; Ray, K. R.; Sievers, R. E.; Bailar, J. C. The stereochemistry of metal chelates with multidentate ligands. Part II. J. Am. Chem. Soc. 1964, 86, 14-16.
    • (1964) J. Am. Chem. Soc. , vol.86 , pp. 14-16
    • Sarma, B.D.1    Ray, K.R.2    Sievers, R.E.3    Bailar, J.C.4
  • 30
    • 33847798243 scopus 로고
    • Variable spin iron(III) chelates with hexadentate ligands derived from triethylenetetramine and various salicyaldehydes
    • Tweedle, M. F.; Wilson, L. J. Variable spin iron(III) chelates with hexadentate ligands derived from triethylenetetramine and various salicyaldehydes. J. Am. Chem. Soc. 1976, 98, 4824-4834.
    • (1976) J. Am. Chem. Soc. , vol.98 , pp. 4824-4834
    • Tweedle, M.F.1    Wilson, L.J.2
  • 34
    • 0021225772 scopus 로고
    • Synthesis and crystallographic characterization of a gallium salicylaldimine complex of radiopharmaceutical interest
    • Green, M. A.; Welch, M. J.; Huffman, J. C. Synthesis and crystallographic characterization of a gallium salicylaldimine complex of radiopharmaceutical interest. J. Am. Chem. Soc. 1984, 106, 3689-3691.
    • (1984) J. Am. Chem. Soc. , vol.106 , pp. 3689-3691
    • Green, M.A.1    Welch, M.J.2    Huffman, J.C.3
  • 36
    • 0028580431 scopus 로고
    • Structure-distribution relationship for metal-labelled myocardial imaging agents: Comparison of a series of cationic gallium(III) complexes with hexadentate bis(salicylaldimine) ligands
    • Tsang, B. W,; Mathias, C. J.; Fanwick, P. E.; Green, M. A. Structure-distribution relationship for metal-labelled myocardial imaging agents: Comparison of a series of cationic gallium(III) complexes with hexadentate bis(salicylaldimine) ligands. J. Med. Chem. 1994, 37, 4400-4406.
    • (1994) J. Med. Chem. , vol.37 , pp. 4400-4406
    • Tsang, B.W.1    Mathias, C.J.2    Fanwick, P.E.3    Green, M.A.4
  • 37
    • 84944648082 scopus 로고
    • Revised effective ionic radii and systematic studies of interatomic distances in halides and chalcogenides
    • Shannon, R. D. Revised effective ionic radii and systematic studies of interatomic distances in halides and chalcogenides. Acta Crystallogr. 1976, A32, 751-767.
    • (1976) Acta Crystallogr. , vol.A32 , pp. 751-767
    • Shannon, R.D.1
  • 38
    • 0001813985 scopus 로고
    • The use of conductivity measurements in organic solvents for the characterization of coordination compounds
    • Geary, W. J. The use of conductivity measurements in organic solvents for the characterization of coordination compounds. Coord. Chem. Rev. 1971, 7, 81-122.
    • (1971) Coord. Chem. Rev. , vol.7 , pp. 81-122
    • Geary, W.J.1
  • 39
    • 0001536972 scopus 로고
    • 2 spheres incorporating hexadentate amideamine-phenolate coordination
    • 2 spheres incorporating hexadentate amideamine-phenolate coordination. Inorg. Chem. 1992, 31, 760-765.
    • (1992) Inorg. Chem. , vol.31 , pp. 760-765
    • Chandra, S.K.1    Chakravorty, A.2
  • 40
    • 0007728470 scopus 로고
    • A chelate ring size effect on spin states of iron(III) complexes with hexadentate ligands derived from salicylaldehyde and 4,8-diazaundecane-1,11-diamine (3,3,3-tet) or 4,7-diazadecane-1,10-diamine (3,2,3-tet) and their X-ray structures
    • Ito, T.; Sugimoto, M.; Ito, H.; Toriumi, K.; Nakayama, H.; Mori, W.; Sekizaki, M. A chelate ring size effect on spin states of iron(III) complexes with hexadentate ligands derived from salicylaldehyde and 4,8-diazaundecane-1,11-diamine (3,3,3-tet) or 4,7-diazadecane-1,10-diamine (3,2,3-tet) and their X-ray structures. Chem. Lett. 1983, 121-124.
    • (1983) Chem. Lett. , pp. 121-124
    • Ito, T.1    Sugimoto, M.2    Ito, H.3    Toriumi, K.4    Nakayama, H.5    Mori, W.6    Sekizaki, M.7
  • 41
    • 0242560411 scopus 로고    scopus 로고
    • Effects of the central coordination metal on recognition of ethylenediamine-N,N′-bispropyl(R-benzylimino)]metal(III) cations by multidrug resistance (MDR1) p-glycoprotein
    • Sharma, V.; Reichert, D.; Crankshaw, C.; Welch, M. J.; Piwnica-Worms, D. Effects of the central coordination metal on recognition of ethylenediamine-N,N′-bis(propyl(R-benzylimino)]metal(III) cations by multidrug resistance (MDR1) p-glycoprotein. J. Nucl. Med. 1996, 37, 71P.
    • (1996) J. Nucl. Med. , vol.37
    • Sharma, V.1    Reichert, D.2    Crankshaw, C.3    Welch, M.J.4    Piwnica-Worms, D.5
  • 42
    • 0023006005 scopus 로고
    • Isolation and expression of a complementary DNA that confers multidrug resistance
    • Gros, P.; Ben Neriah, Y.; Croop, J. M.; Housman, D. E. Isolation and expression of a complementary DNA that confers multidrug resistance. Nature 1986, 323, 728-731.
    • (1986) Nature , vol.323 , pp. 728-731
    • Gros, P.1    Ben Neriah, Y.2    Croop, J.M.3    Housman, D.E.4
  • 43
    • 0022457103 scopus 로고
    • Human multidrug-resistant cell lines: Increased mdr1 expression can precede gene amplification
    • Shen, D. W.; Fojo, A.; Chin, J. E.; Roninson, I. B.; Richert, N.; Pastan, I.; Gottesman, M. M. Human multidrug-resistant cell lines: increased mdr1 expression can precede gene amplification. Science 1986, 232, 643-645.
    • (1986) Science , vol.232 , pp. 643-645
    • Shen, D.W.1    Fojo, A.2    Chin, J.E.3    Roninson, I.B.4    Richert, N.5    Pastan, I.6    Gottesman, M.M.7
  • 44
    • 0027218689 scopus 로고
    • Biochemistry of multidrug resistance mediated by the multidrug transporter
    • Gottesman, M. M.; Pastan, I. Biochemistry of multidrug resistance mediated by the multidrug transporter. Annu. Rev. Biochem. 1993, 62, 385-427.
    • (1993) Annu. Rev. Biochem. , vol.62 , pp. 385-427
    • Gottesman, M.M.1    Pastan, I.2
  • 45
    • 0025007511 scopus 로고
    • Pharmacology of drugs that alter multidrug resistance in cancer
    • Ford, J. M.; Hait, W. N. Pharmacology of drugs that alter multidrug resistance in cancer. Pharmacol. Rev. 1990, 42, 155-199.
    • (1990) Pharmacol. Rev. , vol.42 , pp. 155-199
    • Ford, J.M.1    Hait, W.N.2
  • 46
    • 0021905666 scopus 로고
    • Isolation and genetic characterization of human KB cell lines resistant to multiple drugs
    • Akiyama, S. I.; Fojo, A.; Hanover, J. A.; Pastan, I.; Gottesman, M. M. Isolation and genetic characterization of human KB cell lines resistant to multiple drugs. Somatic Cell. Mol. Genet. 1985, 11, 117-126.
    • (1985) Somatic Cell. Mol. Genet. , vol.11 , pp. 117-126
    • Akiyama, S.I.1    Fojo, A.2    Hanover, J.A.3    Pastan, I.4    Gottesman, M.M.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.