Synthesis, antimicrobial activity, and biofilm inhibition studies of 1,2,3-triazole-containing 2,3-dihydrothiazole

被引:0
作者
Sediek, Ashraf A. [1 ]
Kassem, Asmaa F. [2 ]
Abdel-Aziz, Mohamed S. [3 ]
Younis, Ahmed [4 ]
机构
[1] Natl Res Ctr, Chem Ind Inst, Cairo, Egypt
[2] Pharmaceut & Drug Ind Res Inst, Natl Res Ctr, Chem Nat & Microbial Prod Dept, Cairo, Egypt
[3] Biotechnol Res Inst, Natl Res Ctr, Microbial Chem Dept, Cairo, Egypt
[4] Chem Ind Inst, Natl Res Ctr, Green Chem Dept, Dokki, Giza, Egypt
关键词
Antimicrobial activity; biofilm inhibition; dihydrothiazole; triazole; NITROGEN-HETEROCYCLES; DERIVATIVES; DESIGN;
D O I
10.1080/00397911.2024.2387121
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The newly synthesized 1,2,3-triazole-thiazole hybrids were first evaluated for their antimicrobial activity against different microbial strains. Most of it showed a marked selectivity against Gram-positive and Gram-negative bacterial strains. The MIC assay was then assessed; for S. aureus, 4a was equipotent to the reference neomycin, while 3a, 3b, and 8b were 2-fold lower. For E. coli, compounds 3a, 4a, and 8c were equipotent to neomycin, while 5a was 8-fold higher, and 8d was 2-fold higher. Most of tested compounds showed superiority to the reference drug against C. albicans; 8a and 8e showed MIC value of 16-fold higher than neomycin, while 3a was 8-fold higher. Also, 3b and 8f were 4-fold higher; 8d was 2-fold higher, while 5a was equipotent to neomycin against the same microbe. Further biofilm formation inhibition assay was conducted to the most active compounds, 5a was the most active against the three types of bacterial strains. Graphical Abstract
引用
收藏
页码:1376 / 1387
页数:12
相关论文
共 45 条
  • [1] Design and Synthesis of 2-(4-Bromophenyl)Quinoline-4-Carbohydrazide Derivatives via Molecular Hybridization as Novel Microbial DNA-Gyrase Inhibitors
    Abd El-Lateef, Hany M.
    Elmaaty, Ayman Abo
    Abdel Ghany, Lina M. A.
    Abdel-Aziz, Mohamed S.
    Zaki, Islam
    Ryad, Noha
    [J]. ACS OMEGA, 2023, 8 (20): : 17948 - 17965
  • [2] Synthesis, Molecular Docking, and Biofilm Formation Inhibitory Activity of Bis(Indolyl)Pyridines Analogues of the Marine Alkaloid Nortopsentin
    Abo-Salem, Heba M.
    Abd El Salam, Hayam A.
    Abdel-Aziem, Anhar M.
    Abdel-Aziz, Mohamed S.
    El-Sawy, Eslam Reda
    [J]. MOLECULES, 2021, 26 (14):
  • [3] 1,2,3-triazole derivatives as antiviral agents
    Agouram, Naima
    [J]. MEDICINAL CHEMISTRY RESEARCH, 2023, 32 (12) : 2458 - 2472
  • [4] Synthesis and antifungal activity of 1,2,3-triazole containing fluconazole analogues
    Aher, Nilkanth G.
    Pore, Vandana S.
    Mishra, Nripendra N.
    Kumar, Awanit
    Shukla, Praveen K.
    Sharma, Aanchal
    Bhat, Manoj K.
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (03) : 759 - 763
  • [5] Synthesis, biofilm formation inhibitory, and inflammation inhibitory activities of new coumarin derivatives
    Ahmed, Ghada E.
    Elshahid, Zeinab A.
    El-Sawy, Eslam Reda
    Abdel-Aziz, Mohamed S.
    Abdel-Aziem, Anhar
    [J]. SCIENTIFIC REPORTS, 2024, 14 (01):
  • [6] 1,2,3-Triazole hybrids as anticancer agents: A review
    Alam, Mohammad Mahboob
    [J]. ARCHIV DER PHARMAZIE, 2022, 355 (01)
  • [7] Synthesis and biological evaluation of novel 1,2,3-triazole derivatives as anti-tubercular agents
    Ali, Abdul Aziz
    Gogoi, Dhrubajyoti
    Chaliha, Amrita K.
    Buragohain, Alak K.
    Trivedi, Priyanka
    Saikia, Prakash J.
    Gehlot, Praveen S.
    Kumar, Arvind
    Chaturvedi, Vinita
    Sarma, Diganta
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2017, 27 (16) : 3698 - 3703
  • [8] Synthesis and Molecular Docking of novel 1,3-Thiazole Derived 1,2,3-Triazoles and In vivo Biological Evaluation for their Anti anxiety and Anti inflammatory Activity
    Ankali, Kariyappa N.
    Rangaswamy, Javarappa
    Shalavadi, Mallappa
    Naik, Nagaraja
    Krishnamurthy, Ganga naik
    [J]. JOURNAL OF MOLECULAR STRUCTURE, 2021, 1236
  • [9] Thiazole: A Versatile Standalone Moiety Contributing to the Development of Various Drugs and Biologically Active Agents
    Arshad, Mohammed F.
    Alam, Aftab
    Alshammari, Abdullah Ayed
    Alhazza, Mohammed Bader
    Alzimam, Ibrahim Mohammed
    Alam, Md Anish
    Mustafa, Gulam
    Ansari, Md Salahuddin
    Alotaibi, Abdulelah M.
    Alotaibi, Abdullah A.
    Kumar, Suresh
    Asdaq, Syed Mohammed Basheeruddin
    Imran, Mohd
    Deb, Pran Kishore
    Venugopala, Katharigatta N.
    Jomah, Shahamah
    [J]. MOLECULES, 2022, 27 (13):
  • [10] The 1,2,3-triazole ring as a bioisostere in medicinal chemistry
    Bonandi, Elisa
    Christodoulou, Michael S.
    Fumagalli, Gaia
    Perdicchia, Dario
    Rastelli, Giulio
    Passarella, Daniele
    [J]. DRUG DISCOVERY TODAY, 2017, 22 (10) : 1572 - 1581