Ultrasound-assisted synthesis of novel 1,2,3-triazoles coupled diaryl sulfone moieties by the CuAAC reaction, and biological evaluation of them as antioxidant and antimicrobial agents

European Journal of Medicinal Chemistry

Volumn 84, Issue , 2014, Pages 433-443

  Mady, Mohamed F ^a,b   Awad, Ghada E A ^b   Jørgensen, Kåre B ^a  

^a UNIVERSITY OF STAVANGER   (Norway)

^b NATIONAL RESEARCH CENTRE   (Egypt)

Author keywords

Antimicrobial activity; Antioxidant activity; Click chemistry; Diaryl sulfone; One pot reaction; Sonication

Indexed keywords

1 (1 BENZYL 1H 1,2,3 TRIAZOL 4 YL) 2 (4 (PHENYLSULFONYL)PHENYL)PROPAN 2 OL; 1 (4 BROMOPHENYL) 2 (4 (2 HYDROXY 2 (4 (PHENYL SULFONYL)PHENYL)ETHYL) 1H 1,2,3 TRIAZOL 1 YL)ETHANONE; 1 (4 BROMOPHENYL) 2 (4 (2 HYDROXY 2 (4 (PHENYL SULFONYL)PHENYL)PROPYL) 1H 1,2,3 TRIAZOL 1 YL)ETHANONE; 1 (4 BROMOPHENYL) 2 (4 [[[1 (1 (2 (4 BROMOPHENYL) 2 OCOETHYL) 1H 1,2,3 TRIAZOL 4 YL) 1 (4 (PHENYLSULFONYL)PHENYL)PROPAM 2 YL)OXY]METHYL] 1H 1,2,3 TRIAZOL ]ETHANONE; 1 (4 BROMOPHENYL) 2 [4 [[2 (1 (2 (4 BROMOPHENYL) 2OXOETHYL) 1H 1,2,3 TRIAZOL 4 YL) 1 (4 (PHENYLSULFONYL)PHENYL)ETHOXY]METHYL 1H 1,2,3 TRIAZOL 1 YL]ETHANONE; 1 (4 FLUOROPHENYL) 2 (4 (2 HYDROXY 2 (4 (PHENYL SULFONYL)PHENYL)ETHYL) 1H 1,2,3 TRIAZOLE 1 YL)ETHANONE; 1 (4 FLUOROPHENYL) 2 (4 (2 HYDROXY 2 (4 (PHENYL SULFONYL)PHENYL)PROPYL) 1H 1,2,3 TRIAZOL 1 YL)ETHANONE; 1 (4 FLUOROPHENYL) 2 [4 [[2 (1 (2 (4 FLUOROPHENYL) 2 OXOETHYL) 1H 1,2,3 TRIAZOL 4 YL) 1 (4 (PHENYLSULFONYL)PHENYL)ETHOXY]METHYL]1H 1,2,3 TRIAZOL 1 YL]ETHANONE; 1 (4 FLUOROPHENYL) 2 [4 [[[1 (1 (2 (4 FLUOROPHENYL) 2 OXOETHYL) 1H 1,2,3 TRIAZOL 4 YL) 2 (4 PHENYLSULFONYL)PHENYL]PROPAN 2 YL]OXY]METHYL]1H 1,2,3 TRIAZOL 1 YL]ETHANONE; 1 BENZYL 4 [(2 (1 BENZYL 1H 1,2,3-TRIAZOL 4 YL) 1 (4 (PHENYLSULFONYL)PHENYL)ETHOXY)METHYL] 1H 1,2,3 TRIZOLE; 1 BENZYL 4 [[(1 (1 BENZYL 1H 1,2,3 TRIAZOL 4 YL) 2 (4 PHENYLSULFONYL)PHENYL)PROPAN 2 YL)OXY]METHYL] 1H 1,2,3 TRIAZOLE; 1,2,3 TRIAZOLE DERIVATIVE; 2 (1 BENZYL 1H 1,2,3 TRIAZOL 4 YL) 1 (4 (PHENYLSULFONYL) PHENYL)ETHANOL; 2 [4 (2 HYDROXY 2 (4 (PHENYLSULFONYL)PHENYL)ETHYL] 1H 1,2,3 TRIAZOL 1 YL)PHENYLETHANONE; 2 [4 (2 HYDROXY 2 (4 (PHENYLSULFONYL)PHENYL)PROPYL) 1H 1,2,3 TRIAZOL 1 YL] 1 (4(PHENYLSULFONYL)PHENYL)ETHANONE; 2 [4 (2 HYDROXY 2 (4 (PHENYLSULFONYL)PHENYL)PROPYL)1H 1,2,3 TRIAZOL 1 YL]1 PHENYLETHANONE; 2 [4 [2 HYDROXY 2 (4 (PHENYLSULFONYL)PHENYL)ETHYL]1H 1,2,3 TRIAZOL 1 YLL] 1 (4 (PHENYL SULFONYL)PHENYL)ETHANONE; 2 [4 [[(1 (1 (2 OXO 2 (4 (PHENYLSULFONYL)PHENYL)ETHYL) 1H1,2,3 TRIAZOL 4 YL) 2 (4(PHENYLSULFONYL)PHENYL)PROPAN 2 YL)OXY]METHYL] 1H 1,2,3 TRIAZOL 1 YL] 1 (4 (PHENYLSULFONYL)PHENYL)ETHANONE; 2 [4 [[2 (1 (2 OXO 2 (4 (PHENYLSULFONYL)PHENYL)ETHYL) 1H 1,2,3 TRIAZOL 4 YL) 1 (4 (PHENYLSULFONYL)PHENYL)ETOXY]METHYL] 1H 1,2,3 TRIAZOL 1 YL] 1 (4 (PHENYLSULFONYL)PHENYL)ETHANONE; 2 [4 [[2 (1 (2 OXO 2 PHENYLETHYL) 1H 1,2,3 TRIAZOL 4YL) 1 (4 (PHENYLSULFONYL)PHENYL)ETHOXY]METHYL] 1H 1,2,3 TRIAZOL 1 YL] 1 PHENYLETHANONE; 2 [4 [[[1 (1 (2 OXO 2 PHENYLETHYL) 1H 1,2,3 TRIAZOL 4YL) 2 (4 (PHENYLSULFONYL)PHENYL)PROPAN 2 YL]OXY]METHYL] 1H 1,2,3 TRIAZOL 1 YL]; ANTIFUNGAL AGENT; ANTIINFECTIVE AGENT; ANTIOXIDANT; UNCLASSIFIED DRUG; ALKYNE; AZIDE; COPPER; SULFONE; TRIAZOLE DERIVATIVE; 1 (4 BROMOPHENYL) 2 [4 [2 HYDROXY 2 [4 (PHENYL SULFONYL)PHENYL]ETHYL] 1H 1,2,3 TRIAZOL 1 YL]ETHANONE; 1 (4 BROMOPHENYL) 2 [4 [2 HYDROXY 2 [4 (PHENYL SULFONYL)PHENYL]PROPYL] 1H 1,2,3 TRIAZOL 1 YL]ETHANONE; 1 (4 BROMOPHENYL) 2 [4 [[2 [1 [2 (4 BROMOPHENYL) 2 OXOETHYL] 1H 1,2,3 TRIAZOL 4 YL] 1 [4 (PHENYLSULFONYL)PHENYL]ETHOXY] METHYL] 1H 1,2,3 TRIAZOL 1 YL]ETHANONE; 1 (4 BROMOPHENYL) 2 [4 [[[1 [1 [2 (4 BROMOPHENYL) 2 OXOETHYL] 1H 1,2,3 TRIAZOL 4 YL] 2 [4 (PHENYLSULFONYL)PHENYL] PROPAN 2 YL]OXY]METHYL] 1H 1,2,3 TRIAZOL 1 YL]ETHANONE; 1 (4 FLUOROPHENYL) 2 [4 [2 HYDROXY 2 [4 (PHENYL SULFONYL)PHENYL]ETHYL] 1H 1,2,3 TRIAZOL 1 YL]ETHANONE; 1 (4 FLUOROPHENYL) 2 [4 [2 HYDROXY 2 [4 (PHENYL SULFONYL)PHENYL]PROPYL] 1H 1,2,3 TRIAZOL 1 YL]ETHANONE; 1 (4 FLUOROPHENYL) 2 [4 [[2 [1 [2 (4 FLUOROPHENYL) 2 OXOETHYL] 1H 1,2,3 TRIAZOL 4 YL] 1 [4 (PHENYLSULFONYL)PHENYL]ETHOXY] METHYL] 1H 1,2,3 TRIAZOL 1 YL]ETHANONE; 1 (4 FLUOROPHENYL) 2 [4 [[[1 [1 [2 (4 FLUOROPHENYL) 2 OXOETHYL] 1H 1,2,3 TRIAZOL 4 YL] 2 [4 (PHENYLSULFONYL)PHENYL] PROPAN 2 YL]OXY]METHYL] 1H 1,2,3 TRIAZOL 1 YL]ETHANONE; 1 (PHENYLSULFONYL) 4 [1 (PROP 2 YN 1 YLOXY)BUT 3 YN 1 YL]BENZENE; 1 (PHENYLSULFONYL) 4 [2 (PROP 2 YN 1 YLOXY)PENT 4 YN 2 YL]BENZENE; 1 BENZYL 4 [2 [4 (PHENYLSULFONYL)PHENYL] 2 (PROP 2 YN 1 YLOXY)ETHYL] 1H 1,2,3 TRIAZOLE; 1 BENZYL 4 [2 [4 (PHENYLSULFONYL)PHENYL] 2 (PROP 2 YN 1 YLOXY)PROPYL] 1H 1,2,3 TRIAZOLE; 1 BENZYL 4 [[2 (1 BENZYL 1H 1,2,3 TRIAZOL 4 YL) 1 [4 (PHENYLSULFONYL)PHENYL]ETHOXY] METHYL] 1H 1,2,3 TRIAZOLE; 1 BENZYL 4 [[[1 (1 BENZYL 1H 1,2,3 TRIAZOL 4 YL) 2 [4 (PHENYLSULFONYL)PHENYL]PROPAN 2 YL]OXY]METHYL] 1H 1,2,3 TRIAZOLE; 1 [4 (PHENYLSULFONYL)PHENYL]BUT 3 YN 1 OL; 2 (1 BENZYL 1H 1,2,3 TRIAZOL 4 YL) 1 [4 (PHENYLSULFONYL) PHENYL]ETHANOL; 2 [4 (PHENYLSULFONYL)PHENYL]PENT 4 YN 2 OL; 2 [4 [2 HYDROXY 2 [4 (PHENYLSULFONYL)PHENYL]ETHYL] 1H 1,2,3 TRIAZOL 1 YL] 1 PHENYLETHANONE; 2 [4 [2 HYDROXY 2 [4 (PHENYLSULFONYL)PHENYL]ETHYL] 1H 1,2,3 TRIAZOL 1 YL] 1 [4 (PHENYL SULFONYL)PHENYL]ETHANONE; 2 [4 [2 HYDROXY 2 [4 (PHENYLSULFONYL)PHENYL]PROPYL] 1H 1,2,3 TRIAZOL 1 YL] 1 PHENYLETHANONE; 2 [4 [2 HYDROXY 2 [4 (PHENYLSULFONYL)PHENYL]PROPYL] 1H 1,2,3 TRIAZOL 1 YL] 1 [4 (PHENYLSULFONYL)PHENYL]ETHANONE; 2 [4 [[2 [1 (2 OXO 2 PHENYLETHYL) 1H 1,2,3 TRIAZOL 4 YL] 1 [4 (PHENYLSULFONYL) PHENYL]ETHOXY]METHYL] 1H 1,2,3 TRIAZOL 1 YL] 1 PHENYLETHANONE; 2 [4 [[2 [1 [2 OXO 2 [4 (PHENYLSULFONYL)PHENYL]ETHYL] 1H 1,2,3 TRIAZOL 4 YL] 1 [4 (PHENYLSULFONYL)PHENYL]ETHOXY]METHYL] 1H 1,2,3 TRIAZOL 1 YL] 1 [4 (PHENYLSULFONYL)PHENYL]ETHANONE; 2 [4 [[[1 [1 (2 OXO 2 PHENYLETHYL) 1H 1,2,3 TRIAZOL 4 YL] 2 [4 (PHENYLSULFONYL)PHENYL]PROPAN 2 YL]OXY]METHYL] 1H 1,2,3 TRIAZOL 1 YL] 1 PHENYLETHANONE; 2 [4 [[[1 [1 [2 OXO 2 [4 (PHENYLSULFONYL)PHENYL] ETHYL] 1H 1,2,3 TRIAZOL 4 YL] 2 [4 (PHENYLSULFONYL)PHENYL]PROPAN 2 YL]OXY]METHYL] 1H 1,2,3 TRIAZOL 1 YL] 1 [4 (PHENYLSULFONYL)PHENYL]ETHANONE; CIPROFLOXACIN; CLOTRIMAZOLE; SULFONE DERIVATIVE;

ANTIBACTERIAL ACTIVITY; ANTIFUNGAL ACTIVITY; ANTIMICROBIAL ACTIVITY; ANTIOXIDANT ACTIVITY; ARTICLE; BIOLOGICAL ACTIVITY; CHEMICAL REACTION; CLINICAL EVALUATION; CYCLOADDITION; DPPH RADICAL SCAVENGING ASSAY; DRUG BIOAVAILABILITY; DRUG SYNTHESIS; FUNGAL STRAIN; MINIMUM INHIBITORY CONCENTRATION; NONHUMAN; REACTION ANALYSIS; REACTION TIME; STRUCTURE ACTIVITY RELATION; ULTRASOUND; ACOUSTICS; CATALYSIS; CHEMICAL STRUCTURE; CHEMISTRY; CYCLIZATION; DOSE RESPONSE; DRUG EFFECTS; FUNGUS; GRAM NEGATIVE BACTERIUM; GRAM POSITIVE BACTERIUM; MICROBIAL SENSITIVITY TEST; PROCEDURES; SYNTHESIS; ASPERGILLUS NIGER; BACILLUS MEGATERIUM; BACILLUS SUBTILIS; CANDIDA ALBICANS; CARBON NUCLEAR MAGNETIC RESONANCE; COLUMN CHROMATOGRAPHY; CONTROLLED STUDY; DRUG SCREENING; ESCHERICHIA COLI; IC50; IRRADIATION; KLEBSIELLA PNEUMONIAE; MASS SPECTROMETRY; MICROCOCCUS LUTEUS; NEAR INFRARED SPECTROSCOPY; NUCLEAR MAGNETIC RESONANCE; ONE POT SYNTHESIS; PROTON NUCLEAR MAGNETIC RESONANCE; PSEUDOMONAS AERUGINOSA; SACCHAROMYCES CEREVISIAE; STAPHYLOCOCCUS AUREUS;

ACOUSTICS; ALKYNES; ANTI-BACTERIAL AGENTS; ANTIFUNGAL AGENTS; ANTIOXIDANTS; AZIDES; CATALYSIS; COPPER; CYCLIZATION; DOSE-RESPONSE RELATIONSHIP, DRUG; FUNGI; GRAM-NEGATIVE BACTERIA; GRAM-POSITIVE BACTERIA; MICROBIAL SENSITIVITY TESTS; MOLECULAR STRUCTURE; STRUCTURE-ACTIVITY RELATIONSHIP; SULFONES; TRIAZOLES; ULTRASONICS;

EID: 84904547851     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2014.07.042     Document Type: Article

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