Synthesis and Antimicrobial Studies of 4-[3-(3-Fluorophenyl)-4-formyl-1H-pyrazol-1-yl]benzoic Acid and 4-[3-(4-Fluorophenyl)-4-formyl-1H-pyrazol-1-yl]benzoic Acid as Potent Growth Inhibitors of Drug-Resistant Bacteria

被引:28
|
作者
Whitt, Jedidiah [1 ]
Duke, Cameron [1 ]
Ali, Mohamad Akbar [3 ]
Chambers, Steven A. [1 ]
Khan, Md Mahbub Kabir [1 ]
Gilmore, David [2 ]
Alam, Mohammad A. [1 ]
机构
[1] Arkansas State Univ, Coll Sci & Math, Dept Chem & Phys, Jonesboro, AR 72467 USA
[2] Arkansas State Univ, Coll Sci & Math, Dept Biol Sci, Jonesboro, AR 72467 USA
[3] King Faisal Univ, Coll Sci, Dept Chem, Al Hasa 31982, Saudi Arabia
来源
ACS OMEGA | 2019年 / 4卷 / 10期
基金
美国国家卫生研究院;
关键词
DERIVATIVES;
D O I
10.1021/acsomega.9b01967
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Microbial resistance to antibiotics is an urgent and worldwide concern. Several pyrazole-derived hydrazones were synthesized by using benign reaction conditions. Several of these molecules are potent growth inhibitors of drug-resistant strains of Staphylococcus aureus and Acinetobacter baumannii with minimum inhibitory concentration values as low as 0.39 mu g/mL. Furthermore, these molecules are nontoxic to human cells at high concentrations. Some of these molecules were tested for their ability to disrupt the bacterial membrane by using the SYTO-9/propidium iodide (BacLight) assay.
引用
收藏
页码:14284 / 14293
页数:10
相关论文
共 50 条
  • [21] Synthesis and reactions of 3-(3-ethoxycarbonyl-1-phenyl-1H-pyrazol-4-yl)propenic acid
    Matiichuk, V. S.
    Potopnyk, M. A.
    Obushak, N. D.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 45 (05) : 712 - 718
  • [22] Synthesis and reactions of 3-(3-ethoxycarbonyl-1-phenyl-1H-pyrazol-4-yl)propenic acid
    V. S. Matiichuk
    M. A. Potopnyk
    N. D. Obushak
    Russian Journal of Organic Chemistry, 2009, 45 : 712 - 718
  • [23] Green synthesis and antibacterial activity of 3-aryl-4-formyl-1-[3-(4-fluorophenyl)-1,8-naphthyridin-2-yl]pyrazoles
    Mogilaiah, K.
    Chandra, A. Vinay
    Srivani, N.
    Praveena, D.
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2013, 52 (05): : 698 - 701
  • [24] 3-(4-Fluorophenyl)-1-(1-(4-fluorophenyl)-3,3,3-trifluoroprop-1-en-1-yl)-5-fluoro-1H-pyrazole
    Paveliev, Stanislav A.
    Ustyuzhanin, Alexander O.
    Krylov, Igor B.
    Terent'ev, Alexander O.
    MOLBANK, 2023, 2023 (02)
  • [25] 1-[3,5-Bis(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl]ethanone
    Fun, Hoong-Kun
    Hemamalini, Madhukar
    Samshuddin, S.
    Narayana, B.
    Yathirajan, H. S.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O582 - U4734
  • [26] 2-[3,5-Bis(4-fluorophenyl)-4,5-dihydro-1H-pyrazol-1-yl]-4,6-bis(4-fluorophenyl)pyrimidine
    Fun, Hoong-Kun
    Chia, Tze Shyang
    Samshuddin, S.
    Narayana, B.
    Sarojini, B. K.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O807 - U2743
  • [27] 3-Ethyl-6-[3-(4-fluorophenyl)-1H-pyrazol-4-yl]-1,2,4-triazolo[3,4-b][1,3,4]thiadiazole
    Fun, Hoong-Kun
    Quah, Ching Kheng
    Malladi, Shridhar
    Isloor, Arun M.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O2799 - U2456
  • [28] 1-(Adamantan-1-yl)-3-(4-fluorophenyl)thiourea
    Demirtas, Gunes
    Dege, Necmi
    Al-Shehri, Mona M.
    El-Emam, Ali A.
    El-Brollosy, Nasser R.
    Buyukgungor, Orhan
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O1523 - +
  • [29] 4-(4-fluorophenyl)-3-(4-pyridyl)quinolin-2(1H)-one
    Peifer, Christian
    Schollmeyer, Dieter
    Selig, Roland
    Laufer, Stefan
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2006, 62 : O2648 - O2650
  • [30] 3-(4-fluorophenyl)-4-(4-pyridyl)quinolin-2(1H)-one
    Peifer, C
    Schollmeyer, D
    Laudage, S
    Laufer, S
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2006, 62 : O2475 - O2477