Synthesis, DFT calculations, α‐glucosidase inhibitor activity, and docking studies on Schiff base metal complexes containing isothiocyanate. (28th March 2023)

• Record Type: Journal Article
• Authors: Özge, Özgen; Avcı, Davut; Sönmez, Fatih; Tamer, Ömer; Dege, Necmi; Başoğlu, Adil; Atalay, Yusuf; Kurt, Belma Zengin
• Is Part Of: Applied organometallic chemistry. Volume 37:Number 5(2023)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2023-03-28
• Subjects: DFT//CAM‐B3LYP/ωB97XD -- metal ions -- N‐(pyridin‐2‐ylmethylene)methanamine -- XRD, electronic spectra -- α‐Glucosidase; Organometallic chemistry -- Periodicals; Organometallic compounds -- Periodicals; 547.05
• DOI: 10.1002/aoc.7084
• Languages: English
• ISSNs: 0268-2605

Abstract

Abstract : Diabetes is one of the fastest growing global health crises of the 21st century. One of the current therapeutic approaches used in the treatment of diabetes involves the suppression of carbohydrate hydrolyzing enzymes such as α‐glucosidase. In this context, α‐glucosidase inhibitors are important in the treatment and prevention of diabetes. For this reason, new Schiff base complexes including isothiocyanate {[Cd(L1 )2 (NCS)2 ], (1 ), [Zn(L1 )2 (NCS)2 ], (2 ), [Cu(L1 )2 (NCS)2 ], (3 ), [Ag(L1 )(NCS)2 ], (4 ), [Hg(L1 )2 (NCS)Cl], (5 ); L1 : N ‐(pyridin‐2‐ylmethylene)methanamine} were synthesized to investigate α‐glucosidase inhibitor potentials. The IC50 values of complexes 1–5 were found at 0.2376 ± 0.82 and 251.403 ± 2.54‐μM range. Among these complexes, complex 5 has the highest α‐glucosidase inhibitor property. The spectral investigations for the complexes 1/2–5 characterized by XRD/LC‐HRMS were performed by UV–Vis and FT–IR spectra. Furthermore, the TD‐DFT/DFT calculations were fulfilled by using CAM‐B3LYP and ωB97XD/6–311+G(d, p)//LanL2DZ levels to obtain optimum complex structures, spectral, linear and nonlinear optical properties for 1–5 . According to obtained theoretical nonlinear optical results, complex 3 is a strong indicator in terms of microscopic nonlinear optical (NLO) properties. The docking studies of these complexes were examined to display the target protein interactions with these complexes. Abstract : New Schiff base complexes including isothiocyanate {[Cd(L1 )2 (NCS)2 ], (1 ), [Zn(L1 )2 (NCS)2 ], (2 ), [Cu(L1 )2 (NCS)2 ], (3 ), [Ag(L1 )(NCS)2 ], (4 ), [Hg(L1 )2 (NCS)Cl], (5 ); L1 : N ‐(pyridin‐2‐ylmethylene)methanamine} were synthesized to investigate α‐glucosidase inhibitor potentials. The spectral investigations for the complexes 1/2–5 characterized by XRD/LC‐HRMS were performed by UV–Vis and FT–IR spectra. The IC50 values against α‐glucosidase of the synthesized complexes were found at 0.2376‐ and 251.403‐μM range. The docking studies of the synthesized complexes were fulfilled to display the target protein interactions with these complexes. The optical band gap, first‐ and second‐hyperpolarizability ( β and γ ) parameters were examined by using DFT/CAM‐B3LYP and ωB97XD levels. While complex 3 has an IC50 against α‐glucosidase 5.618 μM, the results of the β and γ parameters suggest that complex 3 can be expressed as an encouraging candidate for NLO materials. By considering in vitro/docking and NLO results, in this study with metal complexes of L1 and NCS ligands, complex 5 may be a new and effective drug candidate for T2DM, as well as complex 3 may be a candidate for NLO material. To sum up, the IC50 values against α‐glucosidase, detailed experimental and theoretical spectral and optical properties of synthesized new complexes were comparatively presented. In addition, it can be said that NLO and in vitro results provide pioneering information on new Schiff base metal complexes to be synthesized.