Design and synthesis of human ABCB1 (P-glycoprotein) inhibitors by peptide coupling of diverse chemical scaffolds on carboxyl and amino termini of (S)-valine-derived thiazole amino acid

Journal of Medicinal Chemistry

Volumn 57, Issue 10, 2014, Pages 4058-4072

  Singh, Satyakam ^a   Prasad, Nagarajan Rajendra ^b,c   Chufan, Eduardo E ^b   Patel, Bhargav A ^a   Wang, Yi Jun ^a   Chen, Zhe Sheng ^a   Ambudkar, Suresh V ^b   Talele, Tanaji T ^a  

^a ST JOHN'S UNIVERSITY   (United States)

^b NATIONAL CANCER INSTITUTE   (United States)

^c ANNAMALAI UNIVERSITY   (India)

Author keywords

[No Author keywords available]

Indexed keywords

2 [(S) 2 METHYL 1 (3,4,5 TRIMETHOXYBENZOYLAMINO)PROPYL]THIAZOLE 4 CARBOXYLIC ACID; 2 [(S) 2 METHYL 1 (3,4,5 TRIMETHOXYBENZOYLAMINO)PROPYL]THIAZOLE 4 CARBOXYLIC ACID (2 BENZOYLPHENYL)AMIDE; 2 [(S) 2 METHYL 1 (3,4,5 TRIMETHOXYBENZOYLAMINO)PROPYL]THIAZOLE 4 CARBOXYLIC ACID (2 PYRIDIN 2 YL ETHYL)AMIDE; 2 [(S) 2 METHYL 1 (3,4,5 TRIMETHOXYBENZOYLAMINO)PROPYL]THIAZOLE 4 CARBOXYLIC ACID (3,4,5 TRIMETHOXYPHENYL)AMIDE; 2 [(S) 2 METHYL 1 (3,4,5 TRIMETHOXYBENZOYLAMINO)PROPYL]THIAZOLE 4 CARBOXYLIC ACID (3,5 DIMETHOXYPHENYL)AMIDE; 2 [(S) 2 METHYL 1 (3,4,5 TRIMETHOXYBENZOYLAMINO)PROPYL]THIAZOLE 4 CARBOXYLIC ACID (4 BENZOYLPHENYL)AMIDE; 2 [(S) 2 METHYL 1 (3,4,5 TRIMETHOXYBENZOYLAMINO)PROPYL]THIAZOLE 4 CARBOXYLIC ACID (BENZO[1,3]DIOXOL 5 YLMETHYL)AMIDE; 2 [(S) 2 METHYL 1 (3,4,5 TRIMETHOXYBENZOYLAMINO)PROPYL]THIAZOLE 4 CARBOXYLIC ACID (BIPHENYL 4 YLMETHYL)AMIDE; 2 [(S) 2 METHYL 1 (3,4,5 TRIMETHOXYBENZOYLAMINO)PROPYL]THIAZOLE 4 CARBOXYLIC ACID 3,4,5 TRIMETHOXYBENZYLAMIDE; 2 [(S) 2 METHYL 1 (3,4,5 TRIMETHOXYBENZOYLAMINO)PROPYL]THIAZOLE 4 CARBOXYLIC ACID BENZO[1,3]DIOXOL 5 YLAMIDE; 2 [(S) 2 METHYL 1 (3,4,5 TRIMETHOXYBENZOYLAMINO)PROPYL]THIAZOLE 4 CARBOXYLIC ACID INDAN 2 YLAMIDE; 2 [(S) 2 METHYL 1 (3,4,5 TRIMETHOXYBENZOYLAMINO)PROPYL]THIAZOLE 4 CARBOXYLIC ACID [2 (4 FLUOROBENZOYL)PHENYL]AMIDE; 2 [(S) 2 METHYL 1 ({2 [ (S) 2 METHYL 1 (3,4,5 TRIMETHOXYBENZOYLAMINO)PROPYL]THIAZOLE 4 CARBONYL}AMINO)PROPYL]THIAZOLE 4 CARBOXYLIC ACID ETHYL ESTER; 2 [1 ({2 [1 (3,4 DIMETHOXYBENZOYLAMINO) (S) 2 METHYLPROPYL]THIAZOL 4 CARBONYL}AMINO) (S) 2 METHYLPROPYL]THIAZOLE 4 CARBOXYLIC ACID ETHYL ESTER; 2 [2 METHYL 1 (3,4,5 TRIMETHOXYBENZOYLAMINO)PROPYL]THIAZOLE 4 CARBOXYLIC ACID ETHYL ESTER; 2 {1 [3 (3,4 DIMETHOXYPHENYL)ACRYLOYLAMINO] (S) 2 METHYLPROPYL}THIAZOLE 4 CARBOXYLIC ACID ETHYL ESTER; 2 {2 METHYL 1 [(QUINOLINE 3 CARBONYL)AMINO]PROPYL}THIAZOLE 4 CARBOXYLIC ACID ESTER; AMIDE; GLYCOPROTEIN P INHIBITOR; MULTIDRUG RESISTANCE PROTEIN 1; N {1 [4 (6,7 DIMETHOXY 3,4 DIHYDRO 1H ISOQUINOLINE 2 CARBONYL)THIAZOL 2 YL] (S) 2 METHYLPROPYL) 3,4,5 TRIMETHOXY BENZAMIDE; PACLITAXEL; THIAZOLE DERIVATIVE; UNCLASSIFIED DRUG; VALINE; [1 (4 (4 (5,6 DIMETHOXY 1 OXO 2,3 DIHYDRO 1H INDEN 2 YL)METHYL)PIPERIDINE 1 CABONYL)THIAZOL 2 YL] (S) 2 METHYLPROPYLCARBAMIC ACID TERT BUTYL ESTER; [1 (4 {1 [4 (2,4 DIMETHOXYPHENYLCARBAMOYL)THIAZOL 2 YL] (S) 2 METHYLPROPYLCARBOMYL}THIAZOL 2 YL) (S) 2 METHYLPROPYL]CARBAMIC ACID TERT BUTYL ESTER; [2 METHYL 1 (4 {2 METHYL 1 [4 (3,4,5 TRIMETHOXYPHENYLCARBAMOYL)THIAZOL 2 YL] (S) PROPYLCARBAMOYL}THIAZOL 2 YL (S) PROPYL]CARBAMIC ACID TERT BUTYL ESTER;

ARTICLE; CELL LINE; CYTOTOXICITY ASSAY; DRUG BINDING SITE; DRUG DESIGN; DRUG HYDROLYSIS; DRUG STRUCTURE; DRUG SYNTHESIS; FEMALE; HEK293 CELL LINE; HELA CELL LINE; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; HUMAN CELL; HYDROGEN BOND; IC 50; LIPOPHILICITY; MTT ASSAY; PHOTOAFFINITY LABELING; PROTON NUCLEAR MAGNETIC RESONANCE; STATIC ELECTRICITY; STRUCTURE ACTIVITY RELATION;

AMINO ACIDS; DRUG DESIGN; HUMANS; MOLECULAR DOCKING SIMULATION; P-GLYCOPROTEIN; THIAZOLES; VALINE;

EID: 84901253672     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm401966m     Document Type: Article

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