Preparation, spectroscopic, X-ray crystallographic, DFT, antimicrobial and ADMET studies of <i>N</i>-[(4-flourophenyl)sulfanyl]phthalimide

Çakmak Ş., Aycan T., Yakan H., Veyisoğlu A., Tanak H., Evecen M.

ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, cilt.79, ss.249-260, 2023 (SCI-Expanded, Scopus) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 79
  • Basım Tarihi: 2023
  • Doi Numarası: 10.1107/s2053229623003418
  • Dergi Adı: ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, Chemical Abstracts Core, Chimica, Compendex, EMBASE, INSPEC, MEDLINE
  • Sayfa Sayıları: ss.249-260
  • Anahtar Kelimeler: ADMET, antimicrobial activity, crystal structure, phthalimide, spectroscopic studies, sulfenimide, XRD
  • Ondokuz Mayıs Üniversitesi Adresli: Evet

Özet

N-[(4-Fluorophenyl)sulfanyl]phthalimide (C14H8FNO2S, FP) was synthesized and characterized using X-ray crystallography. It was then investigated via quantum chemical analysis using the density functional theory (DFT) approach, as well as spectrochemically using FT-IR and H-1 and C-13 NMR spectroscopy, and elemental analysis. The observed and stimulated spectra are in very good agreement for the DFT method. The in vitro antimicrobial activity of FP against three Gram-positive bacteria, three Gram-negative bacteria and two fungi were determined using the serial dilution method, and FP showed the highest anti-bacterial activity against E. coli, with a MIC of 128 mu g ml(-1). Druglikeness, ADME (absorption, distribution, metabolism and excretion) and toxicology studies were carried out to theoretically examine the drug properties of FP.