Design, synthesis, and antimicrobial activity of novel coumarin derivatives: An in-silico and in-vitro study


Nuha D., Evren A. E., Kapusiz O., GÜL Ü. D., GÜNDOĞDU KARABURUN N., KARABURUN A. Ç., ...More

JOURNAL OF MOLECULAR STRUCTURE, vol.1272, 2023 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 1272
  • Publication Date: 2023
  • Doi Number: 10.1016/j.molstruc.2022.134166
  • Journal Name: JOURNAL OF MOLECULAR STRUCTURE
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, INSPEC
  • Keywords: Coumarin, Antimicrobial activity, Molecular docking, Molecular dynamics simulation, DFT calculation, INHIBITION, ANTITUMOR, PEPTIDES, DYNAMICS
  • Anadolu University Affiliated: Yes

Abstract

The novel series of coumarin derivatives have been synthesized, and the chemical structures of the com-pounds have been elucidated by 1 H NMR, 13 C NMR, and LC/MS-IT-TOF spectral data. All compounds were tested on eight bacteria and three fungal species, and for each, the minimum inhibitory concentration (MIC) was calculated. Some of the compounds exhibited good activity against microbial strains. Com-pound 4e was found to be 2-fold and 4-fold more active against C. parapsilopsis (MIC: 0.97 mu g/mL) than standard drugs voriconazole and fluconazole, respectively. Compounds 4a and 4i also show good activity against E. faecalis and E. coli , respectively. Compounds 4e and 4a were used in molecular docking and dynamic simulation to examine on 14 alpha-demethylase (LDM) and thymidylate synthase (TS). Furthermore, using density functional theory at the B3LYP/6-31 G (d, p) level, the chemical reactivity properties of all molecules were examined. (c) 2022 Elsevier B.V. All rights reserved.