Tetrazole-based deoxyamodiaquines: Synthesis, ADME/PK profiling and pharmacological evaluation as potential antimalarial agents

Bioorganic and Medicinal Chemistry

Volumn 21, Issue 17, 2013, Pages 4904-4913

  Tukulula, Matshawandile ^a,d   Njoroge, Mathew ^a   Mugumbate, Grace C ^a   Gut, Jiri ^a   Rosenthal, Philip J ^b   Barteau, Samuel ^c   Streckfuss, Judith ^c   Heudi, Olivier ^c   Kameni Tcheudji, Jacques ^c   Chibale, Kelly ^a  

^a UNIVERSITY OF CAPE TOWN   (South Africa)

^b UNIVERSITY OF SAN FRANCISCO   (United States)

^c NOVARTIS PHARMA AG   (Switzerland)

^d DSI CSIR Nanotechnology Innovation Centre   (South Africa)

Author keywords

Antiplasmodial; Cytochrome P450; Deoxyamodiaquine; Multi component reaction; Pharmacokinetics

Indexed keywords

7 CHLORO N [3 [(DIMETHYLAMINO)(1 (2 MORPHOLINOETHYL) 1H TETRAZOL 5 YL)METHYL]PHENYL]QUINOLIN 4 AMINE; 7 CHLORO N [3 [1 (2 MORPHOLINOETHYL) (1H TETRAZOL 5 YL)(PYRROLIDIN 1 YL)METHYL]PHENYL]QUINOLIN 4 AMINE; AMODIAQUINE; ANTIMALARIAL AGENT; CHLOROQUINE; CYTOCHROME P450 3A4; DEOXYAMODIAQUINE DERIVATIVE; DRUG METABOLITE; N [3 [(1 TERT BUTYL 1H TETRAZOL 5 YL)(DIMETHYLAMINO)METHYL]PHENYL] 7 CHLOROQUINOLIN 4 AMINE; N [3 [(1 TERT BUTYL 1H TETRAZOL 5 YL)(MORPHOLINO)METHYL]PHENYL] 7 CHLOROQUINOLIN 4 AMINE; N [3 [(1 TERT BUTYL 1H TETRAZOL 5 YL)(PIPERIDIN 1 YL)METHYL]PHENYL] 7 CHLOROQUINOLIN 4 AMINE; N [3 [(1 TERT BUTYL 1H TETRAZOL 5 YL)(PYRROLIDIN 1 YL)METHYL]PHENYL] 7 CHLOROQUINOLIN 4 AMINE; N [3 [(DIETHYLAMINO)(1 TERT BUTYL 1H TETRAZOL 5 YL)METHYL]PHENYL] 7 CHLOROQUINOLIN 4 AMINE; N [3 [(DIMETHYLAMINO)(1 (2 MORPHOLINOETHYL) 1H TETRAZOL 5 YL)METHYL]PHENYL] 7 CHLOROQUINOLIN 4 AMINE; N [3 [(DIMETHYLAMINO)(1 (2 MORPHOLINOETHYL) 1H TETRAZOL 5 YL)METHYL]PHENYL]QUINOLIN 4 AMINE; N [3 [(MORPHOLINO) (1H TETRAZOL 5 YL)METHYL]PHENYL] 7 CHLOROQUINOLIN 4 AMINE; NITROGEN; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL EXPERIMENT; ANTIMALARIAL ACTIVITY; ANTIMALARIAL DRUG RESISTANCE; AREA UNDER THE CURVE; ARTICLE; COMPUTER MODEL; CONTROLLED STUDY; DISTRIBUTION VOLUME; DRUG BIOAVAILABILITY; DRUG CLEARANCE; DRUG METABOLISM; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME INHIBITION; HUMAN; IC 50; IN VITRO STUDY; IN VIVO STUDY; LIQUID CHROMATOGRAPHY; LIVER MICROSOME; MALE; MASS SPECTROMETRY; MAXIMUM PLASMA CONCENTRATION; MOLECULAR DOCKING; NONHUMAN; PLASMODIUM FALCIPARUM; RAT; TIME TO MAXIMUM PLASMA CONCENTRATION;

PLASMODIUM FALCIPARUM; RATTUS;

ABSORPTION DISTRIBUTION METABOLISM EXCRETION; ADME; ANTIPLASMODIAL; CYTOCHROME P450; DEOXYAMODIAQUINE; HIGH PRESSURE LIQUID CHROMATOGRAPHY; HPLC; LC-MS; LIQUID CHROMATOGRAPHY MASS SPECTROMETRY; LORA; LOW OXYGEN RECOVERY ASSAY; MABA; MICROPLATE ALAMAR BLUE ASSAY; MULTI-COMPONENT REACTION; PHARMACOKINETICS; TMSN(3); TRIMETHYLSILYL AZIDE;

AMINOQUINOLINES; AMODIAQUINE; ANIMALS; ANTIMALARIALS; BINDING SITES; CELL SURVIVAL; CHO CELLS; CRICETINAE; CRICETULUS; CYTOCHROME P-450 CYP3A; DRUG RESISTANCE; HALF-LIFE; HUMANS; MICROSOMES, LIVER; MOLECULAR DOCKING SIMULATION; PLASMODIUM FALCIPARUM; PROTEIN STRUCTURE, TERTIARY; RATS; STRUCTURE-ACTIVITY RELATIONSHIP; TETRAZOLES;

EID: 84881370928     PISSN: 09680896     EISSN: 14643391     Source Type: Journal    
DOI: 10.1016/j.bmc.2013.06.067     Document Type: Article

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