Synthesis of natural product-inspired inhibitors of Mycobacterium tuberculosis mycothiol-associated enzymes: The first inhibitors of GlcNAc-Ins deacetylase

Journal of Medicinal Chemistry

Volumn 50, Issue 25, 2007, Pages 6326-6336

  Metaferia, Belhu B ^a   Fetterolf, Brandon J ^a   Shazad ul Hussan, Syed ^a   Moravec, Matthew ^a   Smith, Jeremy A ^a   Ray, Satyajit ^a   Gutierrez Lugo, Maria Teresa ^a   Bewley, Carole A ^a  

^a NATIONAL INSTITUTE OF DIABETES AND DIGESTIVE AND KIDNEY DISEASES   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

2 AMINO N [2 (CYCLOHEXYLTHIO) 4,5 DIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 3 YL] 4 HYDROXYBUTANAMIDE; 3 [2 (CYCLOHEXYLSULFONYL)TETRAHYDRO 4,5 DIHYDROXY 6 (HYDROXYMETHYL) 2H PYRAN 3 YLCARBAMOYL] 3 AMINOPROPANOIC ACID; 5 (4 CHLOROPHENYL) N [2 (CYCLOHEXYLTHIO) 4,5 DIHYDROXY 6 (HYDROXYMETHYL) 2H PYRAN 3 YL]FURAN 2 CARBOXAMIDE; 5 (4 CHLOROPHENYL) N [2 (CYCLOHEXYLTHIO) 4,5 DIHYDROXY 6 (HYDROXYMETHYL) 2H PYRAN 3 YL]ISOXAZOLE 3 CARBOXAMIDE; 5 [5 CHLORO 2 (TRIFLUOROMETHYL)PHENYL] N [2 (CYCLOHEXYLTHIO) 4,5 DIHYDROXY 6 (HYDROXYMETHYL) 2H PYRAN 3 YL]FURAN 2 CARBOXAMIDE; ACYLTRANSFERASE; AMIDASE; ENZYME INHIBITOR; MYCOTHIOL; N [2 (CYCLOHEXYLTHIO) 4,5 DIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 3 YL] 2 (3 FLUOROPHENYL) 4,5 DIHYDROOXAZOLE 4 CARBOXAMIDE; N [2 (CYCLOHEXYLTHIO) 4,5 DIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 3 YL] 2 (3 FLUOROPHENYL) 5,6 DIHYDRO 4H 1,3 OXAZINE 4 CARBOXAMIDE; N [2 (CYCLOHEXYLTHIO) 4,5 DIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 3 YL] 2 (METHYLSULFONAMIDO) 4 PHENYLBUTANAMIDE; N [2 (CYCLOHEXYLTHIO) 4,5 DIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 3 YL] 2 PHENYLETHANESULFONAMIDE; N [2 (CYCLOHEXYLTHIO) 4,5 DIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 3 YL] 2 PHENYLETHENESULFONAMIDE; N [2 (CYCLOHEXYLTHIO) 4,5 DIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 3 YL] 2,2,2 TRIFLUOROACETAMIDE; N [2 (CYCLOHEXYLTHIO) 4,5 DIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 3 YL] 3 PHENYLBUT 1 ENE 1 SULFONAMIDE; N [2 (CYCLOHEXYLTHIO) 4,5 DIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 3 YL] 4 METHYLBENZENESULFONAMIDE; N [2 (CYCLOHEXYLTHIO) 4,5 DIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 3 YL] 4 PHENYL 2 (2,2,2 TRIFLUOROACETAMIDO)BUTANAMIDE; N [2 (CYCLOHEXYLTHIO) 4,5 DIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 3 YL] 4 PHENYLBUTANE 1 SULFONAMIDE; N [2 (CYCLOHEXYLTHIO) 4,5 DIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 3 YL]METHANESULFONAMIDE; N ACETYL 1 DEXTRO MYO INOSITYL 2 AMINO 2 DEOXY ALPHA DEXTRO GLUCOPYRANOSIDE DEACETYLASE; N' ACETYL N [2 (CYCLOHEXYLTHIO) 4,5 DIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 3 YL] 4 PHENYLBUTANEHYDRAZIDE; NATURAL PRODUCT; TERT BUTYL 1 [2 (CYCLOHEXYLTHIO) 4,5 DIHYDROXY 6 (HYDROXYMETHYL)TETRAHYDRO 2H PYRAN 3 YLAMINO] 1 OXO 4 PHENYLBUTAN 2 YLCARBAMATE; THIOL DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; BIOLOGICAL ACTIVITY; DRUG SYNTHESIS; ENZYME ACTIVE SITE; ENZYME INHIBITION; ENZYME SUBSTRATE; MOLECULAR DOCKING; MYCOBACTERIUM TUBERCULOSIS;

AMIDOHYDROLASES; BACTERIAL PROTEINS; BINDING SITES; CYSTEINE; FURANS; GLYCOPEPTIDES; INOSITOL; ISOXAZOLES; MODELS, MOLECULAR; MYCOBACTERIUM TUBERCULOSIS; OXAZINES; OXAZOLES; PROTEIN BINDING; PYRANS; STEREOISOMERISM; SULFONAMIDES; THIOGLYCOSIDES;

EID: 37049001071     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm070669h     Document Type: Article

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