Synthesis, characterization, crystal structures and in vitro antimicrobial activities of triorganotin(IV) complexes of azo-dicarboxylates

Roy, Manojit; Devi, Sanasam Sachika; Roy, Subhadip; Singh, Chingakham Brajakishor; Singh, Keisham Surjit

doi:10.1016/j.ica.2014.11.030

Cited by 27 publications

(36 citation statements)

References 47 publications

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“…Compounds produced dose-dependent effect in reducing HbA1C levels and found to be effective as long term anti-diabetic agent (Koenig et al, 1976 ). Enhanced hypoglycemic effect of DPAA could be due to the reduction of plasma selenium levels by cadmium moiety (Gümüşlü et al, 1997 ; Bleys et al, 2007 ) along with α-glucosidase inhibition by carboxylate group (Roy et al, 2015 ). Higher effect of DPC1 could be possible by GP inhibition due to acyl urea group (Klabunde et al, 2005 ).…”

Section: Discussionmentioning

confidence: 99%

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Computational and Pharmacological Evaluation of Ferrocene-Based Acyl Ureas and Homoleptic Cadmium Carboxylate Derivatives for Anti-diabetic Potential

et al. 2018

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We investigated possible anti-diabetic effect of ferrocene-based acyl ureas: 4-ferrocenyl aniline (PFA), 1-(4-chlorobenzoyl)-3-(4-ferrocenylphenyl) urea (DPC1), 1-(3-chlorobenzoyl)-3-(4-ferrocenylphenyl) urea (DMC1), 1-(2-chlorobenzoyl)-3-(4-ferrocenylphenyl) urea (DOC1) and homoleptic cadmium carboxylates: bis (diphenylacetato) cadmium (II) (DPAA), bis (4-chlorophenylacetato) cadmium (II) (CPAA), using in silico and in vivo techniques. PFA, DPC1, DMC1, DOC1, DPAA and CPAA exhibited high binding affinities (ACE ≥ −350 Kcal/mol) against targets: aldose reductase, peroxisome proliferator-activated receptor γ, 11β-hydroxysteroid dehydrogenase-1, C-alpha glucosidase and glucokinase, while showed moderate affinities (ACE ≥ −250 Kcal/mol) against N-alpha glucosidase, dipeptidyl peptidase-IV, phosphorylated-Akt, glycogen synthase kinase-3β, fructose-1,6-bisphosphatase and phosphoenolpyruvate carboxykinase, whereas revealed lower affinities (ACE < −250 Kcal/mol) vs. alpha amylase, protein tyrosine phosphatases 1B, glycogen phosphorylase and phosphatidylinositol 3 kinase. In alloxan (300 mg/Kg)-induced diabetic mice, DPAA and DPC1 (1–10 mg/Kg) at day 1, 5, 10, 15, and 20th decreased blood glucose levels, compared to diabetic control group and improved the treated animals body weight. DPAA (10 mg/Kg) and DPC1 (5 mg/Kg) in time-dependent manner (30–120 min.) enhanced tolerance of oral glucose overload in mice. DPAA and DPCI dose-dependently at 1, 5, and 10 mg/Kg decreased glycosylated hemoglobin levels in diabetic animals, as caused by metformin. These results indicate that aforementioned derivatives of ferrocene and cadmium possess anti-diabetic potential.

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Section: Discussionmentioning

confidence: 99%

“…Cadmium is responsible for decrease in plasma selenium levels in alloxane treated diabetic rats (Gümüşlü et al, 1997 ). Carboxylate complexes with tin have been reported for α-glucosidase inhibition (Roy et al, 2015 ).…”

Section: Introductionmentioning

confidence: 99%

Computational and Pharmacological Evaluation of Ferrocene-Based Acyl Ureas and Homoleptic Cadmium Carboxylate Derivatives for Anti-diabetic Potential

et al. 2018

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“…Schiff bases and its organotin(IV) derivatives are acknowledged for presenting antibacterial and antifungal properties (Singh e Singh, 2012). Because of the increasing interest in organotin(IV) compounds as bioactive materials, the synthesis and characterization of tin compounds have been growing in the last decades; especially in association with Schiff bases where an increasing bacterial activity is expected against microorganisms (Nath et al, 2008;Singh and Singh, 2012;Roy et al, 2015).…”

Section: Introductionmentioning

confidence: 99%

Antimicrobial Effect of Organotin Compounds Derived From Phenolic Schiff Bases

Santos

Maia

2019

jCEC

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Several organotin(IV) derivatives of phenolic Schiff bases were prepared and investigated by spectroscopic methods. These compounds were bioassayed to evaluate their bacterial effect against Gram-positive (Staphylococcus aureus and Bacillus subtilis) and Gram-negative (Escherichia coli and Salmonella typhimurium) microorganisms. Dimeric and monomeric compounds were characterized by infrared in solid state. Metallic centers having penta-, hexa-, and heptacoordination were identified by multinuclear NMR (1H, 13C and 119Sn) in solution. The di- and triorganotin(IV) derivatives were also investigated by conductimetric measurements in methanol, elemental analysis and melting point. The bioassay of these tin(IV) compounds showed that the best resulting activity was against S. aureus for the triphenyltin(IV) phenolic Schiff base derivatives, presenting MICs of 1.1 µM (0.6 mg mL-1) and 2.2 µM (1.3 mg mL-1).

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“…Recently, amino acid derivatives have been getting increased interest due to their remarkable applications in the field of industrial, medicinal and pharmaceutical fields [7][8][9][10][11][12] . Metal complexes of nitrogen and oxygen donor Schiff bases have been investigated because they play an important role not only in the development in coordination chemistry, but also in industrial chemistry, enzymatic reaction and molecular architectures 13,14 and show evidence of wide range of biological activities and industrial applications, they have been found to posses the medicinal and pharmacological activities such as antibacterial 15 , antifungal 16 , anti-malarial 17 , anticancer 18 , anti-tubercular 19 and anti-inflammatory 20 .…”

Section: Introductionmentioning

confidence: 99%

Spectral, DFT and Antibacterial Studies of Tin(ii) Complexes of Schiff Bases Derived From Aromatic Aldehyde and Amino Acids

2017

Rasayan J Chem

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New tin(II) complexes of -amino acid Schiff bases (HL) derived from condensation of various -amino acids (tryptophan, phenylalanine, valine, isolecine, methionine, alanine, cysteine, serine, aspartic acid) and aromatic aldehyde were synthesized. The molar conductance low vales reveal that all the tin(II) complexes were nonelectrolytes. The structure of complexes were proposed in light of analytical techniques, infra-red, multinuclear magnetic resonance ( Sn), UV-Vis spectral data and theoretical studies. On the basis of these studies, complexes have distorted tetrahedral geometry. 3D structure of the newly synthesized compounds were studied by DFT/B3LYP method, also the theoretical parameters, HOMO, LUMO and dipole moments were calculated to confirm the geometry of the ligands and its tin(II) complexes. Few representative Schiff bases and its tin(II) complexes were screened for antibacterial activities. The tin(II) complexes have higher antibacterial activity than the free ligands.

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Synthesis, characterization, crystal structures and in vitro antimicrobial activities of triorganotin(IV) complexes of azo-dicarboxylates

Cited by 27 publications

References 47 publications

Computational and Pharmacological Evaluation of Ferrocene-Based Acyl Ureas and Homoleptic Cadmium Carboxylate Derivatives for Anti-diabetic Potential

Computational and Pharmacological Evaluation of Ferrocene-Based Acyl Ureas and Homoleptic Cadmium Carboxylate Derivatives for Anti-diabetic Potential

Antimicrobial Effect of Organotin Compounds Derived From Phenolic Schiff Bases

Spectral, DFT and Antibacterial Studies of Tin(ii) Complexes of Schiff Bases Derived From Aromatic Aldehyde and Amino Acids

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