Synthesis, Characterization and Antimicrobial Evaluation of Novel Imidazo[1,2-a]pyrazine-linked 1,2,3-Triazole Derivatives via a Click Chemistry Approach

被引:1
作者
Parmar, R. V. [1 ]
Vadodaria, M. S. [1 ]
机构
[1] Shree M&N Virani Sci Coll, Chem Res Lab, Rajkot 360005, India
关键词
antimicrobial activity; minimum inhibitory concentration; CuAAC; 1,4-disubstituted 1,2,3-triazoles; click chemistry; EPIDEMIOLOGY; DISCOVERY; ANALOGS;
D O I
10.1134/S1070428023110118
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
This work summarizes the results of the synthesis of imidazo[1,2-a]pyrazine-linked 1,2,3-triazole derivatives and provides evidence for the importance of this motif as a lead structure for novel drug discovery. The novel synthetic approach to imidazo[1,2-a]pyrazin-1,2,3-triazole derivatives, developed in this work, is based on the click chemistry approach. Nine novel hybrid compounds were synthesized and characterized by IR and H-1 and C-13 NMR spectroscopy, mass spectrometry, and elemental analysis. The synthesized products were tested for antimicrobial activity against E. coli, P. aeruginosa, E. aerogenes, B. megaterium, S. aureus, and B. subtilis bacterial strains and A. niger, and A. flavus fungal strains. The antimicrobial activity was evaluated in terms of the minimum inhibitory concentration (MIC). Some of the test compounds showed a high activity antibacterial and antifungal activity.
引用
收藏
页码:1927 / 1939
页数:13
相关论文
共 34 条
  • [1] Click Chemistry: 1,2,3-Triazoles as Pharmacophores
    Agalave, Sandip G.
    Maujan, Suleman R.
    Pore, Vandana S.
    [J]. CHEMISTRY-AN ASIAN JOURNAL, 2011, 6 (10) : 2696 - 2718
  • [2] Synthesis of 4-aryl-1,2,3-triazolyl appended natural coumarin-related compounds with antiproliferative and radical scavenging activities and intracellular ROS production modification
    Bistrovic, A.
    Stipanicev, N.
    Opacak-Bernardi, T.
    Jukic, M.
    Martinez, S.
    Glavas-Obrovac, Lj.
    Raic-Malic, S.
    [J]. NEW JOURNAL OF CHEMISTRY, 2017, 41 (15) : 7531 - 7543
  • [3] 1,2,3-Triazole-containing hybrids as leads in medicinal chemistry: A recent overview
    Bozorov, Khurshed
    Zhao, Jiangyu
    Aisa, Haji A.
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2019, 27 (16) : 3511 - 3531
  • [4] Synthesis and fungicidal activity against Rhizoctonia solani of 2-alkyl (alkylthio)-5-pyrazolyl-1,3,4-oxadiazoles (thiadiazoles)
    Chen, HS
    Li, ZM
    Han, YF
    [J]. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 2000, 48 (11) : 5312 - 5315
  • [5] Medicinal attributes of 1,2,3-triazoles: Current developments
    Dheer, Divya
    Singh, Virender
    Shankar, Ravi
    [J]. BIOORGANIC CHEMISTRY, 2017, 71 : 30 - 54
  • [6] Design and synthesis of novel 1,2,3-triazole-dithiocarbamate hybrids as potential anticancer agents
    Duan, Ying-Chao
    Ma, Yong-Cheng
    Zhang, En
    Shi, Xiao-Jing
    Wang, Meng-Meng
    Ye, Xian-Wei
    Liu, Hong-Min
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2013, 62 : 11 - 19
  • [7] Invasive fungal infections: a review of epidemiology and management options
    Enoch, D. A.
    Ludlam, H. A.
    Brown, N. M.
    [J]. JOURNAL OF MEDICAL MICROBIOLOGY, 2006, 55 (07) : 809 - 818
  • [8] Antifungal agents: Chemotherapeutic targets and immunologic strategies
    Georgopapadakou, NH
    Walsh, TJ
    [J]. ANTIMICROBIAL AGENTS AND CHEMOTHERAPY, 1996, 40 (02) : 279 - 291
  • [9] MESOIONIC XANTHINE ANALOGS - PHOSPHODIESTERASE INHIBITORY AND HYPOTENSIVE ACTIVITY
    GLENNON, RA
    ROGERS, ME
    SMITH, JD
    ELSAID, MK
    EGLE, JL
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1981, 24 (06) : 658 - 661
  • [10] 1,1′-Disubstituted Ferrocenes as Molecular Hinges in Mono- and Bivalent Dopamine Receptor Ligands
    Huber, Daniela
    Hubner, Harald
    Gmeiner, Peter
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2009, 52 (21) : 6860 - 6870