3,5-Dibenzoyl-4-(3-phenoxyphenyl)-1,4-dihydro-2,6-dimethylpyridine (DP7) as a new multidrug resistance reverting agent devoid of effects on vascular smooth muscle contractility

British Journal of Pharmacology

Volumn 141, Issue 3, 2004, Pages 415-422

  Saponara, Simona ^a   Kawase, Masami ^b   Shah, Anamik ^c   Motohashi, Noboru ^d   Molnar, Joseph ^e   Ugocsai, Katalin ^e   Sgaragli, Giampietro ^a   Fusi, Fabio ^a  

^a UNIVERSITY OF SIENA   (Italy)

^b JOSAI UNIVERSITY   (Japan)

^c SAURASHTRA UNIVERSITY   (India)

^d MEIJI PHARMACEUTICAL UNIVERSITY   (Japan)

^e UNIVERSITY OF SZEGED   (Hungary)

Author keywords

Dihydropyridines; L type Ca 2+ channel inhibitor; MDR reverter; Mouse T lymphoma cell; Rat aorta ring; Rat tail artery smooth muscle; Rhodamine 123; Whole cell patch clamp

Indexed keywords

2,5 DI TERT BUTYL 1,4 BENZOHYDROQUINONE; 3,5 DIACETYL 4 (2 CHLOROPHENYL) 1,4 DIHYDRO 2,6 DIMETHYLPYRIDINE; 3,5 DIACETYL 4 (2 NITROPHENYL) 1,4 DIHYDRO 2,6 DIMETHYLPYRIDINE; 3,5 DIACETYL 4 (3 CHLOROPHENYL) 1,4 DIHYDRO 2,6 DIMETHYLPYRIDINE; 3,5 DIACETYL 4 (3 PHENOXYPHENYL) 1,4 DIHYDRO 2,6 DIMETHYLPYRIDINE; 3,5 DIACETYL 4 (4 CHLOROPHENYL) 1,4 DIHYDRO 2,6 DIMETHYLPYRIDINE; 3,5 DIBENZOYL 4 (2 CHLOROPHENYL) 1,4 DIHYDRO 2,6 DIMETHYLPYRIDINE; 3,5 DIBENZOYL 4 (2 NITROPHENYL) 1,4 DIHYDRO 2,6 DIMETHYLPYRIDINE; 3,5 DIBENZOYL 4 (3 CHLOROPHENYL) 1,4 DIHYDRO 2,6 DIMETHYLPYRIDINE; 3,5 DIBENZOYL 4 (3 PHENOXYPHENYL) 1,4 DIHYDRO 2,6 DIMETHYLPYRIDINE; 3,5 DIBENZOYL 4 (4 CHLOROPHENYL) 1,4 DIHYDRO 2,6 DIMETHYLPYRIDINE; 3,5 DIBENZOYL 4 PHENYL 1,4 DIHYDRO 2,6 DIMETHYLPYRIDINE; ADENOSINE TRIPHOSPHATASE (CALCIUM); ADENOSINE TRIPHOSPHATASE INHIBITOR; CALCIUM CHANNEL L TYPE; CALCIUM ION; CROMAKALIM; DIHYDROPYRIDINE DERIVATIVE; DP 1; DP 10; DP 11; DP 2; DP 3; DP 4; DP 5; DP 6; DP 7; DP 8; DP 9; NICKEL; NIFEDIPINE; PHENYLEPHRINE; POTASSIUM CHANNEL STIMULATING AGENT; QUINONE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL CELL; ARTICLE; CALCIUM CURRENT; CHEMOSENSITIVITY; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG SCREENING; ELECTROPHYSIOLOGY; ENDOPLASMIC RETICULUM; GENETIC TRANSFECTION; MALE; MULTIDRUG RESISTANCE; MUSCLE CELL; NONHUMAN; PRIORITY JOURNAL; RAT; SMOOTH MUSCLE CONTRACTILITY; T LYMPHOCYTE; TAIL ARTERY; VASCULAR RING; VASCULAR SMOOTH MUSCLE;

ANIMALS; AORTA, THORACIC; CELL LINE, TUMOR; DIHYDROPYRIDINES; DOSE-RESPONSE RELATIONSHIP, DRUG; DRUG RESISTANCE, MULTIPLE; LEUKEMIA L5178; MICE; MUSCLE, SMOOTH, VASCULAR; RATS; VASOCONSTRICTION;

EID: 1542299767     PISSN: 00071188     EISSN: None     Source Type: Journal    
DOI: 10.1038/sj.bjp.0705635     Document Type: Article

References (27)

1. BATES, S.E., REGIS, J.I., ROBEY, R.W., ZHAN, Z., SCALA, S. & MEADOWS, B.J. (1994). Chemoresistance in the clinic: overview. Bull. Cancer, 81 (Suppl 2), 55-61.
2. BELLAMY, W.T. (1996). P-glycoproteins and multidrug resistance. Annu. Rev. Pharmacol. Toxicol., 36, 161-183.
3. FARRELL, R.J., MURPHY, A., LONG, A., DONNELLY, S., CHERIKURI, A., O'TOOLE, D., MAHMUD, N., KEELING, P.W., WEIR, D.G. & KELLEHER, D. (2000). High multidrug resistance (P-glycoprotein 170) expression in inflammatory bowel disease patients who fail medical therapy. Gastroenterology, 118, 279-288.
4. FORD, J.M. (1996). Experimental reversal of P-glycoprotein-mediated multidrug resistance by pharmacological chemosensitisers. Eur. J. Cancer, 32A, 991-1001.
5. FUSI, F., GORELLI, B., VALOTI, M., MARAZOVA, K. & SGARAGLI, G.P. (1998). Effects of 2,5-di-t-butyl-1,4-benzohydroquinone (BHQ) on rat aorta smooth muscle. Eur. J. Pharmacol., 346, 237-243.
6. 2+ channel via superoxide anion generation. Br. J. Pharmacol., 133, 988-996.
7. GOTTESMAN, M.M., FOJO, T. & BATES, S.E. (2002). Multidrug resistance in cancer: role of ATP-dependent transporters. Nat. Rev. Cancer, 2, 48-58.
8. GURNEY, A. (1994). Mechanisms of drug-induced vasodilation. J. Pharm. Pharmacol., 46, 242-251.
9. HAMILL, O.P., MARTY, A., NEHER, E., SAKMANN, B. & SIGWORTH, F.J. (1981). Improved patch-clamp techniques for high-resolution current recording from cells and cell-free membrane patches. Pflügers Arch., 391, 85-100.
10. HOLLT, V., KOUBA, M., DIETEL, M. & VOGT, G. (1992). Stereoisomers of calcium antagonists which differ markedly in their potencies as calcium blockers are equally effective in modulating drug transport by P-glycoprotein. Biochem. Pharmacol., 43, 2601-2608.
11. 2+ channel antagonists. J. Med. Chem., 26, 775-785.
12. KARAKI, H. (1987). Use of tension measurements to delineate the mode of action of vasodilators. J. Pharmacol. Methods, 18, 1-21.
13. KAWASE, M. & MOTOHASHI, N. (2003). New multidrug reversal agents. Curr. Drug Targets, 4, 31-43.
14. KAWASE, M., SHAH, A., GAVERIYA, H., MOTOHASHI, N., SAKAGAMI, H., VARGA, A. & MOLNAR, J. (2002). 3,5-Dibenzoyl-1,4-dihydropyridines: synthesis and MDR reversal in tumor cells. Bioorg. Med. Chem., 10, 1051-1055.
15. KRISHNA, R. & MAYER, L.D. (2000). 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., 11, 265-283.
16. LLORENTE, L., RICHAUD-PATIN, Y., DIAZ-BORJON, A., ALVARADO DE LA BARRERA, C., JAKEZ-OCAMPO, J., DE LA FUENTE, H., GONZALEZ-AMARO, R. & DIAZ-JOUANEN, E. (2000). Multidrug resistance-1 (MDR-1) in rheumatic autoimmune disorders. Part I: Increased P-glycoprotein activity in lymphocytes from rheumatoid arthritis patients might influence disease outcome. Joint Bone Spine, 67, 30-39.
17. LOEV, B., GOODMAN, M.M., SNADER, K.M., TEDESCHI, R. & MACKO, E. (1974). 'Hantzsch-type' dihydropyridine hypotensive agents. J. Med. Chem., 17, 956-965.
18. 2+ sequestration. FEBS Lett., 224, 331-336.
19. NORMAN, N.R., TOOMBS, C.F., KHAN, S.A., BUCHANAN, L.V., CIMINI, M.G., GIBSON, J.K., MEISHERI, K.D. & SHEBUSKI, R.J. (1994). Comparative effects of the potassium channel openers cromakalin and pinacidil and the cromakalin analog U-89232 on isolated vascular and cardiac tissue. Pharmacology, 49, 86-95.
20. PASTAN, I., GOTTESMAN, M.M., UEDA, K., LOVELACE, E., RUTHERFORD, A.V. & WILLINGHAM, M.C. (1988). Proc. Natl. Acad. Sci. U.S.A., 85, 4486-4490.
21. SAFAK, C., SAHIN, I. & SUNAL, R. (1990). Synthesis of some 1,4-dihydropyridine derivates and their calcium antagonistic activity. Arzneimittelforschung, 40, 119-122.
22. SHAH, A., GAVERIYA, H., MOTOHASHI, N., KAWASE, M., SAITO, S., SAKAGAMI, H., SATOH, K., TADA, Y., SOLYMOSI, A., WALFARD, K. & MOLNAR, J. (2000). 3,5-Diacetyl-1,4-dihydropyridines: synthesis and MDR reversal in tumor cells. Anticancer Res., 20, 373-378.
23. SIDDIQUI, A., KERB, R., WEALE, M.E., BRINKMANN, U., SMITH, A., GOLDSTEIN, D.B., WOOD, N.W. & SISODIYA, S.M. (2003). Association of multidrug resistance in epilepsy with a polymorphism in the drug-transporter gene ABCB1. N. Engl. J. Med., 348, 1442-1448.
24. STANSFELD, C. & MATHIE, A. (1993). Recording membrane currents of peripheral neurones in short-term culture. In Electrophysiology. A practical approach., ed. Wallis, D.I. pp. 3-28. Oxford: IRL Press.
25. TOFFOLI, G., SIMONE, F., CORONA, G., RASCHACK, M., CAPPELLETTO, B., GIGANTE, M. & BOIOCCHI, M. (1995). Structure-activity relationship of verapamil analogs and reversal of multidrug resistance. Biochem. Pharmacol., 50, 1245-1255.
26. TSURUO, T. (1986). Acquired vs innate multidrug resistance and the effect of calcium channel blockers. Prog. Clin. Biol. Res., 223, 203-216.
27. WEAVER, J.L., SZABO, G., PINE, P.S., GOTTESMANN, M.M., GOLDENBERG, S. & ASZALOS, A. (1993). The effect of ion channel blockers, immunosuppressive agents, and other drugs on the activity of the multi-drug transporter. Int. J. Cancer, 54, 456-461.