Novel metal complexes containing 6-methylpyridine-2-carboxylic acid as potent α-glucosidase inhibitor: synthesis, crystal structures, DFT calculations, and molecular docking

Avcı, Davut; Altürk, Sümeyye; Sönmez, Fatih; Tamer, Ömer; Başoğlu, Adi̇l; Atalay, Yusuf; Kurt, Belma Zengin; Dege, Necmi

doi:10.1007/s11030-020-10037-x

Cited by 20 publications

(36 citation statements)

References 70 publications

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“…The average bond length of M–O for complexes 1 – 4 are calculated to be 2.057 Å, 1.973 Å, 2.132 Å and 1.977 Å, whereas M–N average bond lengths are 2.023 Å, 1.996 Å, 2.15 Å and 2.094 Å, respectively. Similar results of Cu II complexes were reported where Cu–O caboxylate and Cu–N pyridine bond lengths have been ranged from 1.991–2.176 Å to 1.875–2.174 Å, respectively . Similarly, bond lengths of Zn II complexes were reported in a recent literature, where Zn–O caboxylate and Zn–N phen bond lengths have been in the range of 2.064 Å to 2.172 and 2.135 Å to 2.157 Å, respectively .…”

Section: Resultssupporting

confidence: 86%

“…This monodetate and bidentate ligation of carboxylate is also governed by the size of metal ion and neighboring ligand. [17] [18] Similarly, bond lengths of Zn II complexes were reported in a recent literature, where Zn-O caboxylate and Zn-N phen bond lengths have been in the range of 2.064 Å to 2.172 and 2.135 Å to 2.157 Å, respectively. [19] The average bond angles for complexes Table 1 presents a summary of structure refinement about complexes 1-4 while the particular bond lengths and bond angles are summarized in Table 2.…”

Section: Structural Descriptionsupporting

confidence: 56%

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Synthesis, Characterization, Structural Description, Micellization Behavior, DNA Binding Study and Antioxidant Activity of 4, 5 and 6‐Coordinated Copper(II) and Zinc(II) Complexes

Iqbal

Karim

Ali

et al. 2020

Zeitschrift anorg allge chemie

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Four mononuclear copper(II) and zinc(II) complexes were synthesized by the reaction of copper and zinc salts with 3,4‐dichlorophenylactic acid, 2‐bromophenylactic acid, biphenylacetic acid (O‐donor ligand) and bipyridine (N‐donor ligands) having the general formulae [(L)2Cu(bp)(H2O)] (1), [(BpA)2Cu(bp)] (2), [(L)2Zn(bp)(H2O)] (3) and [(L*)2Zn(bp)] (4) (L = 3,4‐dichlorophenylacetate, L* = 2‐bromophenylacetate bp = bipyridine, and BpA = biphenylacetate). Structures of all compounds were characterized through FT‐IR spectroscopy and X‐ray diffraction analysis. FT‐IR spectra of all complexes confirmed the binding mode of Cu‐O and Zn‐O. XRD data revealed that complexes 1–3 exhibited distorted octahedral arrangement, whereas complex 4 has a distorted tetrahedral environment. Micellization behavior was examined with anionic surfactant (SDS) by conductance measurement as well as absorption spectral analysis. DNA binding study was assessed through viscosity measurement and UV/Vis spectrophotometry. DPPH free radical scavenging assay was measured by UV/Vis spectrophotometry. The results showed nice biological potential of all the complexes.

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Section: Resultssupporting

confidence: 86%

Section: Structural Descriptionsupporting

confidence: 56%

Synthesis, Characterization, Structural Description, Micellization Behavior, DNA Binding Study and Antioxidant Activity of 4, 5 and 6‐Coordinated Copper(II) and Zinc(II) Complexes

Iqbal

Karim

Ali

et al. 2020

Zeitschrift anorg allge chemie

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“…These modes for Mn(II) complexes of picolinate and 6-methypicolinate ligands were found to be 3137 and 3225 cm −1 , respectively. [4,39] Although manganese complexes (complex 1, Mn(II) complexes of picolinate and 6-methylpicolinate) have similar coordination geometry, the substituent difference (Br atom, methyl group, and H atom) at Position 6 in these ligands provided the OH stretching vibration modes to be different from each other. It could be said that these differences are due to the effect of electron-donating properties of different substitutions at Position 6 in these ligands.…”

Section: The Vibrational Frequencies Of Complexes 1 Andmentioning

confidence: 99%

“…In Zn(II) complexes of picolinate and 6-methylpicolinate, the OH stretching bands were obtained at 3475 and 3287 cm −1 . [5,39] While the coordination geometry for the Zn(II) complexes of picolinate and 6-methylpicolinate is different from each other, that of complex 2 is similar to the picolinate complex. Depending complex geometry, the vibrational mode (ν OH) for complex 2 and picolinate complex was obtained at close value contrary to Zn(II) complex of 6-methylpicolinate.…”

Section: The Vibrational Frequencies Of Complexes 1 Andmentioning

confidence: 99%

Novel Mn(II) and Zn(II) complexes of 6‐bromopicolinic acid as a potential optical material: Synthesis, spectral characterizations, linear, and nonlinear optical properties and density functional theory calculations

Avcı

Saeedi

Başoğlu

et al. 2020

Applied Organom Chemis

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The Mn(II) and Zn(II) complexes of 6-bromopicolinic acid (6-BrpicH) were synthesized for the first time, and their molecular structures were determined by X-ray diffraction (XRD) technique. The detailed experimental spectral studies were executed by Fourier-transform infrared (FT-IR) and UV-Vis spectra. The experimental optical properties, such as refractive index, linear polarizability, optical susceptibility, optical band gap, extinction coefficient, dielectric constant, and volume energy loss function (VELF) and surface energy loss function (SELF) parameters obtained from the transmission spectra with solution technique in ethanol solvent of these complexes, were investigated. Additionally, the refractive index (n), optical band gap, χ (1) (linear optical susceptibility), χ (3) (third-order nonlinear optical susceptibility), and first-and second-hyperpolarizability (β and γ) parameters were surveyed by using density functional theory (DFT)/HSEh1PBE/6-311G(d,p)/LanL2DZ level. The experimental and theoretical optical band gap energies of complex 2 were obtained at 4.26 and 4.67 eV. The experimental and theoretical n values of complex 1 in the mid-IR region were found to be 1.581 and 1.58 (in gas phase). The experimental linear optical α and χ (1) parameters were calculated at 31.73 × 10 −24 and 14.58 × 10 −2 esu for complex 1 in the mid-IR region; the corresponding theoretical parameters for complex 1 in the gas phase were obtained at 36.07 × 10 −24 and 18.35 × 10 −2 esu. The second-order nonlinear optical (NLO) results exhibit that complex 1 is a promising candidate to materials with the high second-order hyperpolarizability values obtained as 540.71 × 10 −36 and 56.83 × 10 −36 esu in ethanol solvent and gas phase. Moreover, the intermolecular and intramolecular bonding and the definition of coordination geometries around the central metal ions, as well as the electronic charge transfer interactions in the Mn(II) and Zn(II) complexes, were confirmed by natural bond orbital (NBO) analysis. To sum up, the detailed

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“…It is the third leading cause of mortality worldwide. [ 15 ] According to the World Health Organization report, more than 400 million people live with diabetes worldwide. In 2016, it was the seventh leading cause of death.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization and α‐amylase and α‐glucosidase inhibition studies of novel vanadyl chalcone complexes

Kaur

Kaushal

2020

Applied Organom Chemis

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A series of chalcone ligands and their corresponding vanadyl complexes of composition [VO (L I-IV) 2 (H 2 O) 2 ]SO 4 (where L I = 1,3-Diphenylprop-2-en-1-one, L II = 3-(2-Hydroxy-phenyl)-1-phenyl-propenone, L III = 3-(3-Nitro-phenyl)-1-phenyl-propenone, L IV = 3-(4-Methoxy-phenyl)-1-phenyl-propenone) have been synthesized and characterized using various spectroscopic (Fouriertransform infrared, electrospray ionization mass, nuclear magnetic resonance, electron paramagnetic resonance, thermogravimetric analysis, vibrating sample magnetometer) and physico-analytic techniques. Antidiabetic activities of synthesized complexes along with chalcones were evaluated by performing in vitro and in silico α-amylase and α-glucosidase inhibition studies. The obtained results displayed moderate to significant inhibition activity against both the enzymes by vanadyl chalcone complexes. The most potent complexes were further investigated for the enzyme kinetic studies and displayed the mixed inhibition for both the enzymes. Further, antioxidant activity of vanadyl chalcone complexes was evaluated for their efficiency to release oxidative stress using 2,2-diphenyl-1-picryl-hydrazyl-hydrate assay, and two complexes (Complexes 2 and 4) have demonstrated remarkable antioxidant activity. All the complexes were found to possess promising antidiabetic and antioxidant potential.

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Novel metal complexes containing 6-methylpyridine-2-carboxylic acid as potent α-glucosidase inhibitor: synthesis, crystal structures, DFT calculations, and molecular docking

Cited by 20 publications

References 70 publications

Synthesis, Characterization, Structural Description, Micellization Behavior, DNA Binding Study and Antioxidant Activity of 4, 5 and 6‐Coordinated Copper(II) and Zinc(II) Complexes

Synthesis, Characterization, Structural Description, Micellization Behavior, DNA Binding Study and Antioxidant Activity of 4, 5 and 6‐Coordinated Copper(II) and Zinc(II) Complexes

Novel Mn(II) and Zn(II) complexes of 6‐bromopicolinic acid as a potential optical material: Synthesis, spectral characterizations, linear, and nonlinear optical properties and density functional theory calculations

Synthesis, characterization and α‐amylase and α‐glucosidase inhibition studies of novel vanadyl chalcone complexes

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