Synthesis, characterization and antidiabetic properties of N1-2,4-dihydroxybenzylidene-N4-2-hydroxybenzylidene-S-methyl-thiosemicarbazidato-oxovanadium(IV)

Yanardağ, Refiye; Bal‐Demirci, Tülay; Ülküseven, Bahrı; Bolkent, Şehnaz; Tunalı, Sevim

doi:10.1016/j.ejmech.2008.04.023

Cited by 82 publications

(50 citation statements)

References 64 publications

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“…These findings are in accordance with the reports of Kurt et al (2011) and Yanardag et al (2009). On the contrary, Ravi et al (2004) have found a decrease in catalase activity in diabetic rats.…”

Section: Enzymatic Antioxidantssupporting

confidence: 82%

“…The increased activity of catalase may be a response to the increased production of H 2 O 2 and O 2 by the auto oxidation of glucose and non-enzymatic glycation (Yanardag et al, 2009). The increase in CAT activity in liver, kidney and pancreatic tissues in the present study is in accordance with the above report.…”

Section: Enzymatic Antioxidantssupporting

confidence: 82%

“…Administration of vanadium increased the content of reduced GSH in the tissues of diabetic rats, which in turn would have increased the GPx activity. These observations are similar to the findings of Ramachandran et al (2004) and Yanardag et al (2009) who had reported that the reduced GPx activity in the tissues of diabetic rats, increased after the administration of vanadium.…”

Section: Enzymatic Antioxidantssupporting

confidence: 82%

“…This may be in part due to normalizing the blood glucose value. The findings are similar to Ramachandran et al (2004) and Yanardag et al (2009) who also reported an increased tissue SOD activity in vanadium treated diabetic rats.…”

Section: Enzymatic Antioxidantssupporting

confidence: 80%

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Antioxidant status in streptozotocin induced diabetic rats treated with vanadium complex

Kannan¹,

Vijayaraj²,

Sesh³

et al. 2016

IJAR

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As lipid peroxidation and oxidative stress play a key role in the pathogenesis of diabetes, the antioxidant status of streptozotocin induced diabetic rats, treated with vanadium complex was explored in the present study. Diabetes was induced by single intraperitoneal injection of streptozotocin (STZ) at the dose rate of 45 mg per kg body weight. Diabetes was confirmed after 72 hours of STZ injection by estimating blood glucose level and those rats showing more than 250 mg/ dL were considered as diabetic. Vanadium complex at the dose rates of 5 and 10 mg / kg body weight was administered orally to normal control and STZ induced diabetic rats. Glimepiride was used as the positive control and was given orally at the dose rate of 800 μg / Kg body weight. The study on the hepatic, renal and pancreatic tissues showed that vanadium complex at both the predetermined dosages significantly increased the antioxidant activities of superoxide dismutase and glutathione peroxidase along with a significant increase in the level of glutathione and a significant decrease in the level of lipid peroxidation. The study also revealed that there is a significant reduction in the activity of catalase after treatment with vanadium complex at both the dosage levels.

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Section: Enzymatic Antioxidantssupporting

confidence: 82%

Section: Enzymatic Antioxidantssupporting

confidence: 82%

Section: Enzymatic Antioxidantssupporting

confidence: 82%

Section: Enzymatic Antioxidantssupporting

confidence: 80%

See 2 more Smart Citations

Antioxidant status in streptozotocin induced diabetic rats treated with vanadium complex

Kannan¹,

Vijayaraj²,

Sesh³

et al. 2016

IJAR

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“…4) 4H-Pyran and its derivatives are an important class of heterocyclic compounds possessing broad biological activities, such as anti-inflammatory, 5) analgesic, 6) antioxidant, 7) antitubercular, 8) antidepressant, 9) sedative, 10) antiamoebic 11) and oral analgesic. 12) From the aforementioned reports, it seemed that the development of an efficient, rapid, and clean synthetic route towards focused libraries of such compounds is of great importance to both medicinal and synthetic chemists.…”

mentioning

confidence: 99%

Multicomponent Reactions of Acetoacetanilide Derivatives with Aromatic Aldehydes and Cyanomethylene Reagents to Produce 4<i>H</i>-Pyran and 1,4-Dihydropyridine Derivatives with Antitumor Activities

Azzam

Mohareb

2015

CHEMICAL & PHARMACEUTICAL BULLETIN

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The multi-component reaction of either acetoacetanilide derivative 1a or b with any of the aldehyde derivatives 2a-d and malononitrile 3 in the presence of triethylamine as a catalyst gave the 4H-pyran derivatives 4a-g, respectively. Carrying the same reaction but using a catalytic amount of ammonium acetate gave the 1,4-dihydropyridine derivatives 5a-f, respectively. The use of ethyl cyanoacetate instead of malononitrile in the presence of a catalytic amount of triethylamine gave the 4H-pyran derivatives 7a-d, respectively. Compound 4e was used to synthesize 1,4-dihydropyridine 9a-c and arylhydraone 11a-e derivatives were synthesized from 4a and e. The anti-tumor evaluations of the newly synthesized products were tested against six human cancer and normal cell lines. The results showed that compounds 4a, b, f, 5d, f, 9 and 11a-d had optimal cytotoxic effect against cancer cell lines with IC 50 <550 nM. The toxicity of the most active compounds was further measured against shrimp larvae.Key words 4H-pyran; 1,4-dihydropyridine; cyanomethylene; cytotoxicity Multicomponent reactions (MCRs) are one-pot reactions employing more than two starting materials, e.g. 3, 4, ... , 7, where most of the atoms of the starting materials are incorporated in the final product.1) Several descriptive tags are regularly attached to MCRs they are atom economic, e.g. the majority if not all of the atoms of the starting materials are incorporated in the product; they are efficient, e.g. they efficiently yield the product since the product is formed in onestep instead of multiple sequential steps; they are convergent, e.g. several starting materials combine in one reaction to form the product; they exhibit a very high bond-forming-index (BFI), e.g. several non-hydrogen atom bonds are formed in one synthetic transformation.2,3) Therefore MCRs are often a useful alternative to sequential multistep synthesis.In view of the increasing interest in the preparation of a large variety of heterocyclic compound libraries, the development of new synthetically valuable MCRs with several diversity points remains a challenge for both academic and industrial institutions.4) 4H-Pyran and its derivatives are an important class of heterocyclic compounds possessing broad biological activities, such as anti-inflammatory, 5) analgesic, 6) antioxidant,antiamoebic 11) and oral analgesic. 12) From the aforementioned reports, it seemed that the development of an efficient, rapid, and clean synthetic route towards focused libraries of such compounds is of great importance to both medicinal and synthetic chemists. The combination of multicomponent reactions (MCR 2 ), [13][14][15] which combines different types of MCRs in one pot process inheriting the high selectivity, efficiency, and atom economy of MCR, has gained more and more attention, since Dömling and Ugi reported the first MCR 2 of a modified four-component reaction (4CR) and the Ugi 4CR.16) However, most of the reported MCR 2 cases are limited in isonitrile based multicomponent reactions. [17][18][19][20]...

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The formation of a metallosupramolecular porous helicate through salicylaldehydethiosemicarbazone: Synthesis, Characterization, Cytotoxic activity, DNA binding and DFT calculations

Altiparmak

Eroğlu

Ozcelik

et al. 2019

Applied Organom Chemis

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The reaction of salicylaldehyde‐S‐methylisothiosemicarbazone in the presence of ethylenediamine base and iron (III)chloride generated unforeseen homotopic dinuclear triple‐stranded iron (III)helicate. The synthesized helicate was characterized by elemental analysis, IR, UV–Vis spectroscopy, magnetic moment measurement, and evaluated cytotoxic activities against K562, HL‐60 and THP‐1 leukemia cells. In addition, solid‐state structure has been determined by single‐crystal X‐ray diffraction technique. In the complex, three dinucleating O, N, N, O donor ligands provide three diazine (═N─N═) bridges between the metal ions and facial O3N3 coordination spheres around them. The ligands are folded about the N─N single bond and coordinated to the two metal ions in a helical fashion to form the triple helical structure. In the crystal lattice, chains of centrosymmetric R22()12 rings, which are connected to one another via π─π stacking interactions, are generated by C─H···O intermolecular interactions. The results are also confirmed by the density functional theory (DFT) calculations. The results obtained from the cytotoxicity test showed to be effective in low concentrations on the leukemia cells. An intercalative binding mode of helicate‐DNA complex was confirmed with the high intrinsic binding constant (Kb = 8×106 M−1) and competitive displacement assay of Ethidium bromide with high Ksv value.

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Synthesis, characterization and antidiabetic properties of N1-2,4-dihydroxybenzylidene-N4-2-hydroxybenzylidene-S-methyl-thiosemicarbazidato-oxovanadium(IV)

Cited by 82 publications

References 64 publications

Antioxidant status in streptozotocin induced diabetic rats treated with vanadium complex

Antioxidant status in streptozotocin induced diabetic rats treated with vanadium complex

Multicomponent Reactions of Acetoacetanilide Derivatives with Aromatic Aldehydes and Cyanomethylene Reagents to Produce 4<i>H</i>-Pyran and 1,4-Dihydropyridine Derivatives with Antitumor Activities

The formation of a metallosupramolecular porous helicate through salicylaldehydethiosemicarbazone: Synthesis, Characterization, Cytotoxic activity, DNA binding and DFT calculations

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