메뉴 건너뛰기




Volumn 77, Issue 4, 2010, Pages 678-686

Antagonist selective modulation of adenosine A1 and A 3 receptor pharmacology by the food dye brilliant black BN: Evidence for allosteric interactions

Author keywords

[No Author keywords available]

Indexed keywords

8 [4 (2 AMINOETHYLCARBAMOYL)METHOXYPHENYL] 1,3 DIPROPYLXANTHINE; 8 CYCLOPENTYL 1,3 DIPROPYLXANTHINE; 9 CHLORO 2 (2 FURYL) 5 PHENYLACETYLAMINO 1,2,4 TRIAZOLO[1,5 C]QUINAZOLINE; ADENOSINE 5' (N ETHYLCARBOXAMIDE); ADENOSINE A1 RECEPTOR ANTAGONIST; ADENOSINE A3 RECEPTOR ANTAGONIST; ADENOSINE RECEPTOR STIMULATING AGENT; BRILLIANT BLACK FOOD DYE; FOOD DYE; UNCLASSIFIED DRUG; XAC X BY 630;

EID: 77950286098     PISSN: 0026895X     EISSN: 15210111     Source Type: Journal    
DOI: 10.1124/mol.109.063065     Document Type: Article
Times cited : (32)

References (40)
  • 2
    • 67650756920 scopus 로고    scopus 로고
    • Allosteric modulators of the adenosine A1 receptor: Synthesis and pharmacological evaluation of 4-substituted 2-amino-3-benzoylthiophenes
    • Aurelio L, Valant C, Flynn BL, Sexton PM, Christopoulos A, and Scammells PJ (2009) Allosteric modulators of the adenosine A1 receptor: synthesis and pharmacological evaluation of 4-substituted 2-amino-3-benzoylthiophenes. J Med Chem 52:4543-4547.
    • (2009) J Med Chem , vol.52 , pp. 4543-4547
    • Aurelio, L.1    Valant, C.2    Flynn, B.L.3    Sexton, P.M.4    Christopoulos, A.5    Scammells, P.J.6
  • 3
    • 67349176066 scopus 로고    scopus 로고
    • Australian Department of Health and Ageing Department of Health and Ageing, Therapeutic Goods Administration, Symonston, Australia. Available at
    • Australian Department of Health and Ageing (2007) Substances that may be used in listed medicines in Australia, Department of Health and Ageing, Therapeutic Goods Administration, Symonston, Australia. Available at http://www.tga.gov.au/cm/listsubs.pdf.
    • (2007) Substances That May Be Used in Listed Medicines in Australia
  • 4
    • 33845888870 scopus 로고    scopus 로고
    • A comparison of the antagonist affinities for the Gi- And Gs-coupled states of the human adenosine A1-receptor
    • Baker JG and Hill SJ (2007) A comparison of the antagonist affinities for the Gi- and Gs-coupled states of the human adenosine A1-receptor. J Pharmacol Exp Ther 320:218-228.
    • (2007) J Pharmacol Exp Ther , vol.320 , pp. 218-228
    • Baker, J.G.1    Hill, S.J.2
  • 5
    • 77249109385 scopus 로고    scopus 로고
    • Influence of fluorophore and linker composition on the pharmacology of fluorescent adenosine A1 receptor ligands
    • doi: 10.1111/j.1476-5381.2009.00488.x
    • Baker JG, Middleton R, Adams L, May LT, Briddon SJ, Kellam B, and Hill SJ (2010) Influence of fluorophore and linker composition on the pharmacology of fluorescent adenosine A1 receptor ligands. Br J Pharmacol doi: 10.1111/j.1476-5381.2009.00488.x.
    • (2010) Br J Pharmacol
    • Baker, J.G.1    Middleton, R.2    Adams, L.3    May, L.T.4    Briddon, S.J.5    Kellam, B.6    Hill, S.J.7
  • 8
    • 41149167193 scopus 로고    scopus 로고
    • Paradoxical behavior of neuromedin U in isolated smooth muscle cells and intact tissue
    • Brighton PJ, Wise A, Dass NB, and Willars GB (2008) Paradoxical behavior of neuromedin U in isolated smooth muscle cells and intact tissue. J Pharmacol Exp Ther 325:154-164.
    • (2008) J Pharmacol Exp Ther , vol.325 , pp. 154-164
    • Brighton, P.J.1    Wise, A.2    Dass, N.B.3    Willars, G.B.4
  • 9
    • 0025603686 scopus 로고
    • Allosteric enhancement of adenosine A1 receptor binding and function by 2-amino-3-benzoylthiophenes
    • Bruns RF and Fergus JH (1990) Allosteric enhancement of adenosine A1 receptor binding and function by 2-amino-3-benzoylthiophenes. Mol Pharmacol 38:939-949.
    • (1990) Mol Pharmacol , vol.38 , pp. 939-949
    • Bruns, R.F.1    Fergus, J.H.2
  • 10
    • 0033680583 scopus 로고    scopus 로고
    • P2 purinergic receptors: Modulation of cell function and therapeutic potential
    • Burnstock G and Williams M (2000) P2 purinergic receptors: modulation of cell function and therapeutic potential. J Pharmacol Exp Ther 295:862-869.
    • (2000) J Pharmacol Exp Ther , vol.295 , pp. 862-869
    • Burnstock, G.1    Williams, M.2
  • 11
    • 0032436491 scopus 로고    scopus 로고
    • Assessing the distribution of parameters in models of ligand-receptor interaction: To log or not to log
    • Christopoulos A (1998) Assessing the distribution of parameters in models of ligand-receptor interaction: to log or not to log. Trends Pharmacol Sci 19:351-357.
    • (1998) Trends Pharmacol Sci , vol.19 , pp. 351-357
    • Christopoulos, A.1
  • 12
    • 0036258990 scopus 로고    scopus 로고
    • G protein-coupled receptor allosterism and complexing
    • Christopoulos A and Kenakin T (2002) G protein-coupled receptor allosterism and complexing. Pharmacol Rev 54:323-374.
    • (2002) Pharmacol Rev , vol.54 , pp. 323-374
    • Christopoulos, A.1    Kenakin, T.2
  • 13
    • 42249092518 scopus 로고    scopus 로고
    • Adenosine: Trigger and mediator of cardioprotection
    • Cohen MV and Downey JM (2008) Adenosine: trigger and mediator of cardioprotection. Basic Res Cardiol 103:203-215.
    • (2008) Basic Res Cardiol , vol.103 , pp. 203-215
    • Cohen, M.V.1    Downey, J.M.2
  • 14
    • 40449125151 scopus 로고    scopus 로고
    • Agonist-occupied A3 adenosine receptors exist within heterogeneous complexes in membrane microdomains of individual living cells
    • Cordeaux Y, Briddon SJ, Alexander SP, Kellam B, and Hill SJ (2008) Agonist-occupied A3 adenosine receptors exist within heterogeneous complexes in membrane microdomains of individual living cells. FASEB J 22:850-860.
    • (2008) FASEB J , vol.22 , pp. 850-860
    • Cordeaux, Y.1    Briddon, S.J.2    Alexander, S.P.3    Kellam, B.4    Hill, S.J.5
  • 15
    • 0033788831 scopus 로고    scopus 로고
    • Influence of receptor number on functional responses elicited by agonists acting at the human adenosine A(1) receptor: Evidence for signaling pathway-dependent changes in agonist potency and relative intrinsic activity
    • Cordeaux Y, Briddon SJ, Megson AE, McDonnell J, Dickenson JM, and Hill SJ (2000) Influence of receptor number on functional responses elicited by agonists acting at the human adenosine A(1) receptor: evidence for signaling pathway-dependent changes in agonist potency and relative intrinsic activity. Mol Pharmacol 58:1075-1084.
    • (2000) Mol Pharmacol , vol.58 , pp. 1075-1084
    • Cordeaux, Y.1    Briddon, S.J.2    Megson, A.E.3    McDonnell, J.4    Dickenson, J.M.5    Hill, S.J.6
  • 16
    • 33746921271 scopus 로고    scopus 로고
    • Evidence that phospholipase-C-dependent, calcium-independent mechanisms are required for directional migration of T-lymphocytes in response to the CCR4 ligands CCL17 and CCL22
    • Cronshaw DG, Kouroumalis A, Parry R, Webb A, Brown Z, and Ward SG (2006) Evidence that phospholipase-C-dependent, calcium-independent mechanisms are required for directional migration of T-lymphocytes in response to the CCR4 ligands CCL17 and CCL22. J Leukoc Biol 79:1369-1380.
    • (2006) J Leukoc Biol , vol.79 , pp. 1369-1380
    • Cronshaw, D.G.1    Kouroumalis, A.2    Parry, R.3    Webb, A.4    Brown, Z.5    Ward, S.G.6
  • 17
    • 0035209620 scopus 로고    scopus 로고
    • International Union of Pharmacology. XXV. Nomenclature and classification of adenosine receptors
    • Fredholm BB, IJzerman AP, Jacobson KA, Klotz KN, and Linden J (2001) International Union of Pharmacology. XXV. Nomenclature and classification of adenosine receptors. Pharmacol Rev 53:527-552.
    • (2001) Pharmacol Rev , vol.53 , pp. 527-552
    • Fredholm, B.B.1    Ijzerman, A.P.2    Jacobson, K.A.3    Klotz, K.N.4    Linden, J.5
  • 18
    • 1842662390 scopus 로고    scopus 로고
    • Effects of the allosteric modulator SCH-202676 on adenosine and P2Y receptors
    • Gao ZG, Gross AS, and Jacobson KA (2004) Effects of the allosteric modulator SCH-202676 on adenosine and P2Y receptors. Life Sci 74:3173-3180.
    • (2004) Life Sci , vol.74 , pp. 3173-3180
    • Gao, Z.G.1    Gross, A.S.2    Jacobson, K.A.3
  • 19
    • 0037441369 scopus 로고    scopus 로고
    • Differential allosteric modulation by amiloride analogues of agonist and antagonist binding at A(1) and A(3) adenosine receptors
    • Gao ZG, Melman N, Erdmann A, Kim SG, Mü ller CE, IJzerman AP, and Jacobson KA (2003) Differential allosteric modulation by amiloride analogues of agonist and antagonist binding at A(1) and A(3) adenosine receptors. Biochem Pharmacol 65:525-534.
    • (2003) Biochem Pharmacol , vol.65 , pp. 525-534
    • Gao, Z.G.1    Melman, N.2    Erdmann, A.3    Kim, S.G.4    Müller, C.E.5    Ijzerman, A.P.6    Jacobson, K.A.7
  • 21
    • 33744807197 scopus 로고    scopus 로고
    • Structure-activity relationships of new 1H-imidazo[4,5-c]quinolin-4-amine derivatives as allosteric enhancers of the A3 adenosine receptor
    • Göblyös A, Gao ZG, Brussee J, Connestari R, Santiago SN, Ye K, Ijzerman AP, and Jacobson KA (2006) Structure-activity relationships of new 1H-imidazo[4,5-c]quinolin-4-amine derivatives as allosteric enhancers of the A3 adenosine receptor. J Med Chem 49:3354-3361.
    • (2006) J Med Chem , vol.49 , pp. 3354-3361
    • Göblyös, A.1    Gao, Z.G.2    Brussee, J.3    Connestari, R.4    Santiago, S.N.5    Ye, K.6    Ijzerman, A.P.7    Jacobson, K.A.8
  • 22
    • 67650370117 scopus 로고    scopus 로고
    • FLIPR assays of intracellular calcium in GPCR drug discovery
    • B and Bräuner-Osborne H (2009) FLIPR assays of intracellular calcium in GPCR drug discovery. Methods Mol Biol 552:269-278.
    • (2009) Methods Mol Biol , vol.552 , pp. 269-278
    • Hansen, K.B.1    Bräuner-Osborne, H.2
  • 23
    • 0028294723 scopus 로고
    • Coupling of a transfected human brain A1 adenosine receptor in CHO-K1 cells to calcium mobilisation via a pertussis toxin-sensitive mechanism
    • Iredale PA, Alexander SP, and Hill SJ (1994) Coupling of a transfected human brain A1 adenosine receptor in CHO-K1 cells to calcium mobilisation via a pertussis toxin-sensitive mechanism. Br J Pharmacol 111:1252-1256.
    • (1994) Br J Pharmacol , vol.111 , pp. 1252-1256
    • Iredale, P.A.1    Alexander, S.P.2    Hill, S.J.3
  • 24
    • 0035144599 scopus 로고    scopus 로고
    • Modulation of BzATP and formalin induced nociception: Attenuation by the P2X receptor antagonist, TNP ATP and enhancement by the P2X(3) allosteric modulator, cibacron blue
    • Jarvis MF, Wismer CT, Schweitzer E, Yu H, van Biesen T, Lynch KJ, Burgard EC, and Kowaluk EA (2001) Modulation of BzATP and formalin induced nociception: attenuation by the P2X receptor antagonist, TNP ATP and enhancement by the P2X(3) allosteric modulator, cibacron blue. Br J Pharmacol 132:259-269.
    • (2001) Br J Pharmacol , vol.132 , pp. 259-269
    • Jarvis, M.F.1    Wismer, C.T.2    Schweitzer, E.3    Yu, H.4    Van Biesen, T.5    Lynch, K.J.6    Burgard, E.C.7    Kowaluk, E.A.8
  • 26
    • 0027170155 scopus 로고
    • Estimation of competitive antagonist affinity from functional inhibition curves using the Gaddum, Schild and Cheng-Prusoff equations
    • Lazareno S and Birdsall NJ (1993) Estimation of competitive antagonist affinity from functional inhibition curves using the Gaddum, Schild and Cheng-Prusoff equations. Br J Pharmacol 109:1110-1119.
    • (1993) Br J Pharmacol , vol.109 , pp. 1110-1119
    • Lazareno, S.1    Birdsall, N.J.2
  • 27
    • 34547697181 scopus 로고    scopus 로고
    • Analysis of second messenger pathways stimulated by different chemokines acting at the chemokine receptor CCR5
    • Leach K, Charlton SJ, and Strange PG (2007) Analysis of second messenger pathways stimulated by different chemokines acting at the chemokine receptor CCR5. Biochem Pharmacol 74:881-890.
    • (2007) Biochem Pharmacol , vol.74 , pp. 881-890
    • Leach, K.1    Charlton, S.J.2    Strange, P.G.3
  • 28
    • 2342424836 scopus 로고    scopus 로고
    • The evaluation of the genotoxicity of two commonly used food colors: Quinoline Yellow (E 104) and Brilliant Black BN (E 151)
    • Macioszek VK and Kononowicz AK (2004) The evaluation of the genotoxicity of two commonly used food colors: Quinoline Yellow (E 104) and Brilliant Black BN (E 151). Cell Mol Biol Lett 9:107-122.
    • (2004) Cell Mol Biol Lett , vol.9 , pp. 107-122
    • Macioszek, V.K.1    Kononowicz, A.K.2
  • 31
    • 0034927336 scopus 로고    scopus 로고
    • Regulation of phosphoinositide-specific phospholipase C
    • Rhee SG (2001) Regulation of phosphoinositide-specific phospholipase C. Annu Rev Biochem 70:281-312.
    • (2001) Annu Rev Biochem , vol.70 , pp. 281-312
    • Rhee, S.G.1
  • 34
    • 0036841034 scopus 로고    scopus 로고
    • Signaling pathway from the human adenosine A(3) receptor expressed in Chinese hamster ovary cells to the extracellular signal-regulated kinase 1/2
    • Schulte G and Fredholm BB (2002) Signaling pathway from the human adenosine A(3) receptor expressed in Chinese hamster ovary cells to the extracellular signal-regulated kinase 1/2. Mol Pharmacol 62:1137-1146.
    • (2002) Mol Pharmacol , vol.62 , pp. 1137-1146
    • Schulte, G.1    Fredholm, B.B.2
  • 37
    • 1642499664 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of 2,3,5-substituted [1,2,4]thiadiazoles as allosteric modulators of adenosine receptors
    • van den Nieuwendijk AM, Pietra D, Heitman L, Göblyös A, and IJzerman AP (2004) Synthesis and biological evaluation of 2,3,5-substituted [1,2,4]thiadiazoles as allosteric modulators of adenosine receptors. J Med Chem 47:663-672.
    • (2004) J Med Chem , vol.47 , pp. 663-672
    • Van Den Nieuwendijk, A.M.1    Pietra, D.2    Heitman, L.3    Göblyös, A.4    Ijzerman, A.P.5
  • 38
    • 0033539111 scopus 로고    scopus 로고
    • Allosteric modulation of the adenosine A(1) receptor. Synthesis and biological evaluation of novel 2-amino-3-benzoylthiophenes as allosteric enhancers of agonist binding
    • van der Klein PA, Kourounakis AP, and IJzerman AP (1999) Allosteric modulation of the adenosine A(1) receptor. Synthesis and biological evaluation of novel 2-amino-3-benzoylthiophenes as allosteric enhancers of agonist binding. J Med Chem 42:3629-3635.
    • (1999) J Med Chem , Issue.42 , pp. 3629-3635
    • Van Der Klein, P.A.1    Kourounakis, A.P.2    Ijzerman, A.P.3
  • 39
    • 0347627795 scopus 로고    scopus 로고
    • Adenosine receptor agonists: From basic medicinal chemistry to clinical development
    • Yan L, Burbiel JC, Maass A, and Mü ller CE (2003) Adenosine receptor agonists: from basic medicinal chemistry to clinical development. Expert Opin Emerg Drugs 8:537-576.
    • (2003) Expert Opin Emerg Drugs , vol.8 , pp. 537-576
    • Yan, L.1    Burbiel, J.C.2    Maass, A.3    Müller, C.E.4
  • 40
    • 38349106453 scopus 로고    scopus 로고
    • Determination of 40 synthetic food colors in drinks and candies by high-performance liquid chromatography using a short column with photodiode array detection
    • Yoshioka N and Ichihashi K (2008) Determination of 40 synthetic food colors in drinks and candies by high-performance liquid chromatography using a short column with photodiode array detection. Talanta 74:1408-1413.
    • (2008) Talanta , vol.74 , pp. 1408-1413
    • Yoshioka, N.1    Ichihashi, K.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.