Design and synthesis of a series of piperazine-1-carboxamidine derivatives with antifungal activity resulting from accumulation of endogenous reactive oxygen species

ChemMedChem

Volumn 4, Issue 10, 2009, Pages 1714-1721

  François, Isabelle E ^a   Thevissen, Karin ^a   Pellens, Klaartje ^a   Meert, Els M ^a   Heeres, Jan ^b   Freyne, Eddy ^c   Coesemans, Erwin ^c   Viellevoye, Marcel ^c   Deroose, Frederik ^c   Martinez Gonzalez, Sonia ^d   Pastor, Joaquin ^d   Corens, David ^c   Meerpoel, Lieven ^c   Borgers, Marcel ^e,f   Ausma, Jannie ^e   Dispersyn, Gerrit D ^e   Cammue, Bruno P ^a  

^a UNIVERSITY OF LEUVEN   (Belgium)

^b JANSSEN RESEARCH FOUNDATION   (Belgium)

^c JANSSEN RESEARCH AND DEVELOPMENT   (Belgium)

^d JOHNSON AND JOHNSON   (United States)

^e Barrier Therapeutics NV   (Belgium)

^f MAASTRICHT UNIVERSITY   (Netherlands)

Author keywords

Antifungal agents; Candida albicans; Piperazine 1 carboxamidines; Reactive oxygen species; Structure activity relationships

Indexed keywords

1 [2 [(4 BROMO PHENYL)PHENYL METHYL]THIO]PYRIDIN 3 YLMETHYL]PIPERAZINE; 2 [[(4 BROMOPHENYL)PHENYLMETHYL]THIO] 3 CHLOROMETHYL PYRIDINE; 2 [[(4 BROMOPHENYL)PHENYLMETHYL]THIO] 3 PYRIDINE METHANOL; 2 [[(4 BROMOPHENYL)PHENYLMETHYL]THIO] 3 PYRIDINECARBOXYLIC ACID; 2 [[(4 CHLOROPHENYL)METHYL]THIO] 3 PYRIDINE METHANOL; 2 [[(4 CHLOROPHENYL)METHYL]THIO] 3 PYRIDINE METHYLCHLORIDE; 4 [2 [(4 BROMO PHENYL)PHENYL METHYL]THIO]PYRIDIN 3 YLMETHYL]PIPERAZINE 1 CARBOXYLIC ACID TERT BUTYL ESTER; 4 [[2 [[(4 CHLOROPHENYL)METHYL]THIO] 3 PYRIDINYL]METHYL] 1 PIPERAZINECARBOXIMIDAMIDE TRIFLUOROACETATE; 4[(2 MERCAPTO 3 PYRIDINYL)METHYL] 1 PIPERAZINECARBOXIMIDAMIDE TRIFLUOROACETATE; AMIDINE; ANTIFUNGAL AGENT; BIS(1,1 DIMETHYLETHYL)[[4 [[2 [[(4 BROMOPHENYL)PHENYLMETHYL]THIO] 3 PYRIDINYL]METHYL] 1 PIPERAZINYL]METHYLIDYNE]BISCARBAMATE; BIS(1,1 DIMETHYLETHYL)[[4 [[2 [[(4 CHLOROPHENYL)METHYL]THIO] 3 PYRIDINYL]METHYL] 1 PIPERAZINYL]METHYLIDYNE]BISCARBAMATE; METHYL 2 [[(4 CHLOROPHENYL)METHYL]THIO] 3 PYRIDINECARBOXYLATE; PIPERAZINE 1 CARBOXAMIDINE DERIVATIVE; REACTIVE OXYGEN METABOLITE; UNCLASSIFIED DRUG;

ANTIFUNGAL ACTIVITY; ARTICLE; CANDIDA ALBICANS; CONTROLLED STUDY; CYTOTOXICITY; DRUG DESIGN; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; FUNGICIDAL ACTIVITY; HUMAN; HUMAN CELL; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN; PRIORITY JOURNAL; STRUCTURE ACTIVITY RELATION;

ANTIFUNGAL AGENTS; CANDIDA ALBICANS; DRUG DESIGN; PIPERAZINES; REACTIVE OXYGEN SPECIES; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 70349771958     PISSN: 18607179     EISSN: 18607187     Source Type: Journal    
DOI: 10.1002/cmdc.200900249     Document Type: Article

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