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.
C1 [Karatas, Mert Olgun; Calgin, Gamze; Alici, Bulent] Inonu Univ, Dept Chem, Fac Arts & Sci, TR-44280 Malatya, Turkey.
[Gokce, Basak] Suleymen Demirel Univ, Fac Pharm, Dept Biochem, TR-32260 Isparta, Turkey.
[Gencer, Nahit; Arslan, Oktay] Balikesir Univ, Fac Arts & Sci, Dept Chem, TR-10440 Balikesir, Turkey.
[Tok, Tugba Taskin] Gaziantep Univ, Fac Arts & Sci, Dept Chem, TR-27310 Gaziantep, Turkey.
[Kilic-Cikla, Isin] Ondokuz Mayis Univ, Dept Gen Secretary, TR-55139 Samsun, Turkey.
[Ozdemir, Namik] Ondokuz Mayis Univ, Fac Educ, Dept Math & Sci Educ, TR-55139 Samsun, Turkey.