2. Academic Validation
  3. Synthesis and biological screening of thiosemicarbazones of substituted 3-acetylcoumarins having d-glucose moiety

Synthesis and biological screening of thiosemicarbazones of substituted 3-acetylcoumarins having d-glucose moiety

  • Bioorg Med Chem Lett. 2020 Dec 15;30(24):127664. doi: 10.1016/j.bmcl.2020.127664.
Vu Ngoc Toan 1,  Nguyen Dinh Thanh 2,  Nguyen Minh Tri 1,  Nguyen Thi Thu Huong 3
Affiliations

Affiliations

  • 1 Department of Toxicological Chemistry and Radiation, Institute for Advanced Technology (Vietnam Academy of Military Science and Technology), 17 Hoang Sam, Cau Giay, Ha Noi, Viet Nam; Faculty of Chemistry, VNU University of Science (Vietnam National University, Ha Noi), 19 Le Thanh Tong, Hoan Kiem, Ha Noi, Viet Nam.
  • 2 Faculty of Chemistry, VNU University of Science (Vietnam National University, Ha Noi), 19 Le Thanh Tong, Hoan Kiem, Ha Noi, Viet Nam. Electronic address: nguyendinhthanh@hus.edu.vn.
  • 3 Faculty of Chemistry, VNU University of Science (Vietnam National University, Ha Noi), 19 Le Thanh Tong, Hoan Kiem, Ha Noi, Viet Nam.
PMID: 33152379 DOI: 10.1016/j.bmcl.2020.127664
Abstract

Thiosemicarbazones 5a-j were synthesized with yields of 45-68% by condensation of 3-acetylcoumarins 3a-j and tetra-O-acetyl-β-d-thiosemicarbazide 4. All obtained thiosemicarbazones were screened for anti-microorganic activities against bacteria (B. subtilis, S. aureus, S. epidermidis, E. coli, P. aeruginosa, K. pneumoniae, S. typhimurium) and fungi (A. niger, C. albicans, S. cerevisiae, and A. flavus). Some compounds had significant inhibitory activity with MICs of 0.78-3.125 μM in comparison with 5a, including 5e,h,i for S. aureus, and 5c,f,i for S. epidermidis (Gram-(+) bacteria), 5c,f,g for E.coli, 5f for K. pneumoniae, 5b,c,g for P. aeruginosa, and 5i for S. typhimurium (Gram-(-) bacteria), 5d,h,i for A. niger, 5i for A. flavus, 5b,d,e,h for C. albicans, and 5i for S. cerevisiae. Compounds exhibited excellent activity against tested microorganism with MIC = 0.78 μM, including 5h,i (against S. aureus), 5h (against C. albicans), and 5i (against S. cerevisiae).

Keywords

3-Acetylcoumarins; Antibacterial; Antifungal; D-Glucose; Thiosemicarbazides; Thiosemicarbazones.

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