Synthesis of some new 2-substituted-phenyl-1H-benzimidazole-5-carbonitriles and their potent activity against Candida species

被引:229
作者
Göker, H
Kus, C
Boykin, DW
Yildiz, S
Altanlar, N
机构
[1] Ankara Univ, Fac Pharm, Dept Pharmaceut Chem, TR-06100 Ankara, Turkey
[2] Georgia State Univ, Dept Chem, Atlanta, GA 30303 USA
[3] Ankara Univ, Fac Pharm, Dept Microbiol, TR-06100 Ankara, Turkey
关键词
D O I
10.1016/S0968-0896(02)00103-7
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
New 2-substituted-phenyl-1H-benzimidazole-5-carboxylic acids (35, 38), ethyl-5-carboxylate (36), -5-carboxamides (37, 39),-5-carboxaldeliyde (42), -5-chloro (40), -5-trifluoromethyl (41), and -5-carbonitriles (44-53, 55-67), -6-carbonitrilc (54) were prepared and evaluated in vitro against Candida species. The cyano substituted compounds 53, 57, 58 and 61 exhibited the greatest activity with MIC values of 3.12 mug/mL, values similar to that of fluconazole. (C) 2002 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:2589 / 2596
页数:8
相关论文
共 22 条
  • [1] Blanksma JJ, 1941, RECL TRAV CHIM PAY-B, V60, P811
  • [2] CIBAGEIGY, 1979, Patent No. 137939
  • [3] Structure in vitro activity relationships of pentamidine analogues and dication-substituted bis-benzimidazoles as new antifungal agents
    Del Poeta, M
    Schell, WA
    Dykstra, CC
    Jones, S
    Tidwell, RR
    Czarny, A
    Bajic, M
    Bajic, M
    Kumar, A
    Boykin, D
    Perfect, JR
    [J]. ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1998, 42 (10) : 2495 - 2502
  • [4] SYNTHESIS OF BIFUNCTIONALIZED FLAVINS FOR INCORPORATION INTO WELL DEFINED REDOX SYSTEMS
    EDWARDS, TRG
    GANI, D
    [J]. TETRAHEDRON, 1990, 46 (03) : 935 - 956
  • [5] STRUCTURE, DNA MINOR-GROOVE BINDING, AND BASE-PAIR SPECIFICITY OF ALKYL-LINKED AND ARYL-LINKED BIS(AMIDINOBENZIMIDAZOLES) AND BIS(AMIDINOINDOLES)
    FAIRLEY, TA
    TIDWELL, RR
    DONKOR, I
    NAIMAN, NA
    OHEMENG, KA
    LOMBARDY, RJ
    BENTLEY, JA
    CORY, M
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (12) : 1746 - 1753
  • [6] SYNTHESIS OF 1-ALKOXY-2-ALKYL-BENZIMIDAZOLES FROM 2-NITROANILINES VIA TANDEM N-ALKYLATION-CYCLIZATION-O-ALKYLATION
    GARDINER, JM
    LOYNS, CR
    SCHWALBE, CH
    BARRETT, GC
    LOWE, PR
    [J]. TETRAHEDRON, 1995, 51 (14) : 4101 - 4110
  • [7] Göker H, 1999, HETEROCYCLES, V51, P2561
  • [8] Goker H, 1995, J HETEROCYCLIC CHEM, V32, P1767
  • [9] Göker H, 2001, ARCH PHARM, V334, P148
  • [10] Grimmett MR, 1997, IMIDAZOLE BENZIMIDAZ, P202