Second-generation sulfonamide inhibitors of d-glutamic acid-adding enzyme: Activity optimisation with conformationally rigid analogues of d-glutamic acid

European Journal of Medicinal Chemistry

Volumn 46, Issue 7, 2011, Pages 2880-2894

  Sosič, Izidor ^a   Barreteau, Hélne ^b   Simčič, Mihael ^c   Šink, Roman ^a   Cesar, Jožko ^a   Zega, Anamarija ^a   Grdadolnik, Simona Golič ^c,d   Contreras Martel, Carlos ^e   Dessen, Andréa ^e   Amoroso, Ana ^f   Joris, Bernard ^f   Blanot, Didier ^b   Gobec, Stanislav ^a  

^a UNIVERSITY OF LJUBLJANA   (Slovenia)

^b INSTITUTE FOR INTEGRATIVE BIOLOGY OF THE CELL I2BC   (France)

^c NATIONAL INSTITUTE OF CHEMISTRY   (Slovenia)

^d EN FIST CENTRE OF EXCELLENCE   (Slovenia)

^e INSTITUT DE BIOLOGIE STRUCTURALE   (France)

^f UNIVERSITY OF LIÈGE   (Belgium)

Author keywords

Co crystal structure; D Glutamic acid adding enzyme; MurD inhibitors; Optimisation; Rigidisation

Indexed keywords

1 (6 BUTOXYNAPHTHALEN 2 YLSULFONYL)PIPERIDINE 4 CARBOXYLIC ACID; 1 [6 (4 CYANO 2 FLUOROBENZYLOXY)NAPHTHALEN 2 YLSULFONYL]PIPERIDINE 4 CARBOXYLIC ACID; 2 (6 BUTOXYNAPHTHALENE 2 SULFONAMIDO) 5 HYDROXYBENZOIC ACID; 2 (6 BUTOXYNAPHTHALENE 2 SULFONAMIDO)CYCLOHEXANECARBOXYLIC ACID; 2 (6 BUTOXYNAPHTHALENE 2 SULFONAMIDO)TEREPHTHALIC ACID; 2 [4 (6 BUTOXYNAPHTHALENE 2 SULFONAMIDO)PHENYL]ACETIC ACID; 2 [4 [6 (4 CYANO 2 FLUOROBENZYLOXY)NAPHTHALENE 2 SULFONAMIDO]PHENYL]ACETIC ACID; 2 [6 (4 CYANO 2 FLUOROBENZYLOXY)NAPHTHALENE 2 SULFONAMIDO] 5 HYDROXYBENZOIC ACID; 2 [6 (4 CYANO 2 FLUOROBENZYLOXY)NAPHTHALENE 2 SULFONAMIDO]TEREPHTHALIC ACID; 2 [6 (4 CYANO 2 FLUOROBENZYLOXY)NAPHTHALENE 2 SULSULFONAMIDO]CYCLOHEXANECARBOXYLIC ACID; 4 (6 BUTOXYNAPHTHALENE 2 SULFONAMIDO)CYCLOHEXANE 1,3 DICARBOXYLIC ACID; 4 (6 BUTOXYNAPHTHALENE 2 SULFONAMIDO)ISOPHTHALIC ACID; 4 [6 (4 CYANO 2 FLUOROBENZYLOXY)NAPHTHALENE 2 SULFONAMIDO]CYCLOHEXANE 1,3 DICARBOXYLIC ACID; 4 [6 (4 CYANO 2 FLUOROBENZYLOXY)NAPHTHALENE 2 SULFONAMIDO]ISOPHTHALIC ACID; 5 (6 BUTOXYNAPHTHALENE 2 SULFONAMIDO)ISOPHTHALIC ACID; 5 [6 (4 CYANO 2 FLUOROBENZYLOXY)NAPHTHALENE 2 SULFONAMIDO]ISOPHTHALIC ACID; DEXTRO GLUTAMIC ACID; LIGASE; LIGASE INHIBITOR; MUR D ENZYME; SULFONAMIDE; UNCLASSIFIED DRUG; ANTIINFECTIVE AGENT; CYCLOHEXANE DERIVATIVE; ENZYME INHIBITOR; GLUTAMIC ACID; PEPTIDE SYNTHASE; PROTEIN BINDING; UDP-N-ACETYLMURAMOYLALANINE-D-GLUTAMATE LIGASE;

ANTIBACTERIAL ACTIVITY; ARTICLE; CRYSTAL STRUCTURE; DRUG ACTIVITY; DRUG BINDING; DRUG SYNTHESIS; ENZYME ACTIVE SITE; IC 50; NONHUMAN; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; X RAY CRYSTALLOGRAPHY; ANTAGONISTS AND INHIBITORS; BINDING SITE; CHEMISTRY; CONFORMATION; ENZYMOLOGY; ESCHERICHIA COLI; MOLECULAR DOCKING; MOLECULAR MIMICRY; STRUCTURE ACTIVITY RELATION; SYNTHESIS;

ANTI-BACTERIAL AGENTS; BINDING SITES; CRYSTALLOGRAPHY, X-RAY; CYCLOHEXANES; ENZYME INHIBITORS; ESCHERICHIA COLI; GLUTAMIC ACID; MOLECULAR CONFORMATION; MOLECULAR DOCKING SIMULATION; MOLECULAR MIMICRY; PEPTIDE SYNTHASES; PROTEIN BINDING; STRUCTURE-ACTIVITY RELATIONSHIP; SULFONAMIDES;

EID: 79957530373     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2011.04.011     Document Type: Article

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