title: Development of new 5-(chromene-3-yl)methylene-2,4-thiazolidinediones as antimicrobial agents.
abstract: OBJECTIVE
  In the context of the increasing phenomenon of microbial resistance to usual drugs, the development of new treatment strategies and new therapeutic protocols is a constant need. Thiazolidinedione and chromone represent two important scaffolds in medicinal chemistry due to their large pharmacological applicability.
  
  
  METHODS
  We synthesized a new 5-(chromene-3-yl)methylene-2,4-thiazolidinedione starting from 6,8-dichloro-4-oxo-4H-chromene-3-carbaldehyde. Then, by treating with different α-bromoalkylarylketones, we obtained N-substituted derivatives. All new compounds were investigated for their antimicrobial potential, using the diffusion method, against Listeria monocytogenes ATCC 13932, Staphylococcus aureus ATCC 49444, Escherichia coli ATCC 25922, Salmonella typhimurium ATCC 14028 and Candida albicans ATCC 10231. Three concentrations, 10 mg/ml, 5 mg/ml and 1 mg/ml of compounds were used. The results were evaluated by the measurement of the inhibition zone diameters and compared to those of gentamicin and fluconazole respectively, as reference drugs.
  
  
  RESULTS
  All new synthesized compounds were characterized using physico-chemical and spectrometric methods. They displayed modest to good antimicrobial activity. New molecules 8, 9 and 10 may represent promising candidates, showing zone inhibition diameters superior to those of reference drugs.
  
  
  CONCLUSIONS
  This work presents chemical synthesis, characterization and investigation of the antibacterial and antifungal potential of 5-(chromene-3-yl)methylene-2,4-thiazolidinedione derivatives, which may be worthy of future research for designing new chemical entities.
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Iuliu Hatieganu University of Medicine and Pharmacy, Cluj-Napoca, Romania.
authors.forename: Cristina Mariana
authors.initials: CM
authors.lastname: Nastasă
authors.affiliation: State Veterinary Laboratory for Animal Health and Food Safety, Cluj-Napoca, Romania.
authors.forename: Mihaela
authors.initials: M
authors.lastname: Duma
authors.affiliation: National Institute for Research and Development of Isotopic and Molecular Technologies, Cluj-Napoca, Romania.
authors.forename: Adrian
authors.initials: A
authors.lastname: Pîrnău
authors.affiliation: Department of Pharmaceutical Technology and Biopharmaceutics, Faculty of Pharmacy, Iuliu Hatieganu University of Medicine and Pharmacy, Cluj-Napoca, Romania.
authors.forename: Laurian
authors.initials: L
authors.lastname: Vlase
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Iuliu Hatieganu University of Medicine and Pharmacy, Cluj-Napoca, Romania.
authors.forename: Brînduşa
authors.initials: B
authors.lastname: Tiperciuc
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Iuliu Hatieganu University of Medicine and Pharmacy, Cluj-Napoca, Romania.
authors.forename: Ovidiu
authors.initials: O
authors.lastname: Oniga
keywords: 2,4-thiazolidinedione; antibacterial; antifungal; chromone