Inhibition of paraoxonase 1 by coumarin-substituted N-heterocyclic carbene silver(I), ruthenium(II) and palladium(II) complexes

KARATAŞ M. O., CALGIN G., ALICI B., GÖKÇE B., Gencer N., Tok T. T., ...Daha Fazla

APPLIED ORGANOMETALLIC CHEMISTRY, cilt.33, sa.10, 2019 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 33 Sayı: 10
  • Basım Tarihi: 2019
  • Doi Numarası: 10.1002/aoc.5130
  • Dergi Adı: APPLIED ORGANOMETALLIC CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Anahtar Kelimeler: coumarin, inhibition, N-heterocyclic carbenes, paraoxonase 1, HUMAN SERUM PARAOXONASE, PD-PEPPSI COMPLEXES, IN-VITRO, CRYSTAL-STRUCTURES, ANTICANCER, PON1, PURIFICATION, ARYLESTERASE, IMIDAZOLIUM, LIGANDS
  • İnönü Üniversitesi Adresli: Evet

Özet

We synthesized three coumarin-substituted benzimidazolium chlorides and their silver(I), ruthenium(II) and palladium(II) N-heterocyclic carbene (NHC) complexes. All compounds were characterized using appropriate spectroscopic techniques and elemental analyses. Single-crystal X-ray structure of a Pd(II)-NHC complex (6b) was also determined. The inhibitory properties of all compounds were tested on the activity of human paraoxonase 1 (PON1). All complexes exhibited weaker inhibitory properties than their corresponding benzimidazolium salts except for complex 6b which is the most active inhibitor with an IC50 value of 3.01 mu M among the compounds reported in this study. A kinetic evaluation showed that this complex inhibits PON1 activity in a non-competitive manner. Molecular docking studies were also performed for 6b in order to obtain more insight into the binding mode.