Thiorhodamines containing amide and thioamide functionality as inhibitors of the ATP-binding cassette drug transporter P-glycoprotein (ABCB1)

Bioorganic and Medicinal Chemistry

Volumn 20, Issue 14, 2012, Pages 4290-4302

  Orchard, Alexandra ^a   Schamerhorn, Gregory A ^a   Calitree, Brandon D ^a   Sawada, Geri A ^b   Loo, Tip W ^c   Claire Bartlett, M ^c   Clarke, David M ^c   Detty, Michael R ^a  

^a UNIVERSITY AT BUFFALO   (United States)

^b ELI LILLY AND COMPANY   (United States)

^c UNIVERSITY OF TORONTO   (Canada)

Author keywords

ATPase stimulation; Multidrug resistance; P glycoprotein; thiorhodamine; transport inhibition

Indexed keywords

1,4,4 TRIMETHYL 1,2,3,4 TETRAHYDROQUINOLINE; 1,4,4 TRIMETHYL 1,2,3,4 TETRAHYDROQUINOLINE 6 CARBALDEHYDE; 12 (DIMETHYLAMINO) 2,3,6,7 TETRAHYDRO 9 (N PIPERIDYL 2 THIENYL 5 CARBOXAMIDO) 1H,5H THIOXANTHENO[2,3,4 IJ]QUINOLIZIN 14 IUM HEXAFLUOROPHOSPHATE; 12 (DIMETHYLAMINO) 2,3,6,7 TETRAHYDRO 9 [5 (DIETHYLCARBAMOTHIOYL)THIOPHEN 2 YL] 1H,5H THIOXANTHENO[2,3,4 IJ]QUINOLIZIN 14 IUM HEXAFLUOROPHOSPHATE; 12 (DIMETHYLAMINO) 2,3,6,7 TETRAHYDRO 9 [5 (DIETHYLCARBAMOYL)THIOPHEN 2 YL] 1H,5H THIOXANTHENO[2,3,4 IJ]QUINOLIZIN 14 IUM HEXAFLUOROPHOSPHATE; 3,6 BIS(DIMETHYLAMINO) 9 [5 (DIETHYLCARBAMOTHIOYL)THIOPHEN 2 YL]THIOXANTHYLIUM HEXAFLUOROPHOSPHATE; 3,6 BIS(DIMETHYLAMINO) 9 [5 (DIETHYLCARBAMOYL)THIOPHEN 2 YL]THIOXANTHYLIUM HEXAFLUOROPHOSPHATE; 3,6 BIS(DIMETHYLAMINO) 9 [5 (PIPERIDINE 1 CARBONYL)THIOPHEN 2 YL]THIOXANTHYLIUM HEXAFLUOROPHOSPHATE; 4 [(1A,6,10B) 1,1 DICHLORO 1,1A,6,10B TETRAHYDRODIBENZO[A,E] CYCLOPROPA[C]CYCLOHEPTEN 6 YL] [(5 QUINOLINYLOXY)METHYL] 1 PIPERAZINEETHANOL; 6 [5 (DIETHYLCARBAMOTHIOYL)THIOPHEN 2 YL] 9 (DIMETHYLAMINO) 1,4,4 TRIMETHYL 2,3,4,6 TETRAHYDRO 1H THIOCHROMENO[3,2 G]QUINOLIN 6 YLIUM HEXAFLUOROPHOSPHATE; 6 [5 (DIETHYLCARBAMOYL)THIOPHEN 2 YL] 9 (DIMETHYLAMINO) 1,4,4 TRIMETHYL 2,3,4,6 TETRAHYDRO 1H THIOCHROMENO[3,2 G]QUINOLIN 6 YLIUM HEXAFLUOROPHOSPHATE; 9 (DIMETHYLAMINO) 1,4,4 TRIMETHYL 3,4 DIHYDRO 1H THIOCHROMENO[3,2 G]QUINOLIN 6(2H) ONE; 9 (DIMETHYLAMINO) 1,4,4 TRIMETHYL 6 [5 (PIPERIDINE 1 CARBONOTHIOYL)THIOPHEN 2 YL] 2,3,4,6 TETRAHYDRO 1H THIOCHROMENO[3,2 G]QUINOLIN 6 YLIUM HEXAFLUOROPHOSPHATE; 9 (DIMETHYLAMINO) 1,4,4 TRIMETHYL 6 [5 (PIPERIDINE 1 CARBONYL)THIOPHEN 2 YL] 2,3,4,6 TETRAHYDRO 1H THIOCHROMENO[3,2 G]QUINOLIN 6 YLIUM HEXAFLUOROPHOSPHATE; 9 (DIMETHYLAMINO) 1,4,4 TRIMETHYL 6 [5 (PIPERIDINE 1 CARBONYL)THIOPHEN 2 YL] 3,4 DIHYDRO 2H THIOCHROMENO[3,2 G]QUINOLIN 1 IUM HEXAFLUOROPHOSPHATE; [7 [3 (DIMETHYLAMINO)PHENYLTHIO] 1,4,4 TRIMETHYL 1,2,3,4 TETRAHYDROQUINOLINE 6 YL](PIPERIDIN 1 YL)METHANONE; ABC TRANSPORTER A1; ENZYME INHIBITOR; LSN 335979; LSN 335984; N METHYL N (3 METHYLBUT 2 ENYL)ANILINE; N,N DIETHYLTHIOPHENE 2 CARBOTHIOAMIDE; PIPERIDIN 1 YL(1,4,4 TRIMETHYL 1,2,3,4 TETRAHYDROQUINOLINE 6 YL)METHANETHIONE; PIPERIDIN 1 YL(1,4,4 TRIMETHYL 1,2,3,4 TETRAHYDROQUINOLINE 6 YL)METHANONE; THIORHODAMINE DERIVATIVE; UNCLASSIFIED DRUG; VERAPAMIL; ZOSUQUIDAR;

ANIMAL CELL; ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; CRYSTALLIZATION; CYCLIZATION; DRUG ACTIVITY; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME ACTIVITY; ENZYME INHIBITION; HYDROLYSIS; HYDROPHOBICITY; LIPOPHILICITY; NONHUMAN; OXIDATION; PROTON TRANSPORT; SPECTROPHOTOMETRY;

AMIDES; BIOLOGICAL TRANSPORT; CELL LINE, TUMOR; DRUG RESISTANCE, NEOPLASM; FLUORESCEINS; HUMANS; P-GLYCOPROTEIN; RHODAMINES; STRUCTURE-ACTIVITY RELATIONSHIP; THIOAMIDES; VINBLASTINE;

EID: 84863201795     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2012.05.075     Document Type: Article

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