Novel curcumin-based pyrano[2,3-d]pyrimidine anti-oxidant inhibitors for α-amylase and α-glucosidase: Implications for their pleiotropic effects against diabetes complications

Yousefi, Afsoon; Yousefi, Reza; Panahi, Farhad; Sarikhani, Samira; Zolghadr, Amin Reza; Bahaoddini, Aminollah; Khalafi-Nezhad, Ali

doi:10.1016/j.ijbiomac.2015.03.060

Cited by 117 publications

(55 citation statements)

References 58 publications

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“…Diabetes mellitus is a common chronic disease that is characterized by hyperglycemia. Traditional therapies focus on controlling postprandial hyperglycemia using amylase and α -glucosidase inhibitors, which hinder the rapid absorption of carbohydrates by the body [ 24 , 25 ], and α -glucosidase inhibitors have been to possess anti-viral and anti-HIV activities due the role of α -glucosidase in glycosidation of envelope glycoproteins [ 26 ]. Treatment with α -glucosidase inhibitors at >100 μg/mL resulted in negligible α -glucosidase inhibitory activity against catechin was observed ( Fig 6 ).…”

Section: Resultsmentioning

confidence: 99%

Antioxidant Activity and α-Glucosidase Inhibitory Activities of the Polycondensate of Catechin with Glyoxylic Acid

Geng

Shan²,

et al. 2016

PLoS ONE

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In order to investigate polymeric flavonoids, the polycondensate of catechin with glyoxylic acid (PCG) was prepared and its chemically antioxidant, cellular antioxidant (CAA) and α-glucosidase inhibitory activities were evaluated. The DPPH and ABTS radical scavenging activities and antiproliferative effect of PCG were lower than those of catechin, while PCG had higher CAA activity than catechin. In addition, PCG had very high α-glucosidase inhibitory activities (IC50 value, 2.59 μg/mL) in comparison to catechin (IC50 value, 239.27 μg/mL). Inhibition kinetics suggested that both PCG and catechin demonstrated a mixture of noncompetitive and anticompetitive inhibition. The enhanced CAA and α-glucosidase inhibitor activities of PCG could be due to catechin polymerization enhancing the binding capacity to the cellular membrane and enzymes.

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Section: Resultsmentioning

confidence: 99%

Antioxidant Activity and α-Glucosidase Inhibitory Activities of the Polycondensate of Catechin with Glyoxylic Acid

Geng

Shan²,

et al. 2016

PLoS ONE

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“…α-Glucosidase, which catalyzes the breakage of the 1,4-α glycosidic bonds found in starch and certain disaccharides and convert them into glucose, is likely to be involved in many diseases, such as diabetes, 1 cancer, 2 viral infection 3 and pompe disease. 4 Therefore, α-glucosidase is an attractive target for pharmaceutical studies and several α-glucosidase inhibitors are already in the market or in clinical trial.…”

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confidence: 99%

Synthesis, α-glucosidase inhibitory and molecular docking studies of prenylated and geranylated flavones, isoflavones and chalcones

Hua

Zhang

et al. 2015

Bioorganic & Medicinal Chemistry Letters

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“…Owing to the intense interest in the biological activity of these compounds in recent years, numerous synthetic procedures for preparing pyrimidine derivatives have been reported ,. The reported pyrimidine‐fused heterocycle synthesis requires microwave or sonication techniques and use of various catalysts such as p‐toluenesulfonic acid, diammonium hydrogen phosphate, and 1,4‐diazabicyclo[2.2.2]octane (DABCO) . Hence, it is of interest to investigate water‐ethanol (1:1 v/v) catalyzed pyrimidine‐fused heterocycle synthesis under conventional heating and eco‐friendly conditions.…”

Section: Resultsmentioning

confidence: 99%

Catalyst‐Free Synthesis of Xanthene and Pyrimidine‐Fused Heterocyclic Derivatives at Water‐Ethanol Medium and Their Antioxidant Properties

et al. 2019

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Water‐ethanol (1:1 v/v) reaction medium has been demonstrated to be an efficient system for the catalyst‐free synthesis of biologically potent xanthene and pyrimidine‐fused heterocyclic derivatives at 60 °C. Reactions of various substituted benzaldehydes or salicylaldehydes with dimedone or barbituric acid in water‐ethanol yield corresponding xanthene and pyrimidine‐fused heterocyclic derivatives, respectively, in good yields (90−93%) within a short time frame (1−2 h). This synthetic protocol is eco‐friendly and economically viable and has a facile workup procedure and a wide scope. The synthesized compounds were screened for their antioxidant activities against 2,2‐diphenyl‐1‐picryl hydrazyl (DPPH) and ferric‐reducing antioxidant power (FRAP) assays. Compounds 13 and 23 are excellent free radical scavengers toward DPPH free radicals and compounds 12 and 23 show good activities in FRAP assay compared with standard Vitamin C.

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Novel curcumin-based pyrano[2,3-d]pyrimidine anti-oxidant inhibitors for α-amylase and α-glucosidase: Implications for their pleiotropic effects against diabetes complications

Cited by 117 publications

References 58 publications

Antioxidant Activity and α-Glucosidase Inhibitory Activities of the Polycondensate of Catechin with Glyoxylic Acid

Antioxidant Activity and α-Glucosidase Inhibitory Activities of the Polycondensate of Catechin with Glyoxylic Acid

Synthesis, α-glucosidase inhibitory and molecular docking studies of prenylated and geranylated flavones, isoflavones and chalcones

Catalyst‐Free Synthesis of Xanthene and Pyrimidine‐Fused Heterocyclic Derivatives at Water‐Ethanol Medium and Their Antioxidant Properties

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