Synthesis and evaluation of the antioxidant and anti-inflammatory activity of novel coumarin-3-aminoamides and their alpha-lipoic acid adducts

Melagraki, Georgia; Afantitis, Antreas; Igglessi‐Markopoulou, Olga; Detsi, Anastasia; Koufaki, Maria; Kontogiorgis, Christos; Hadjipavlou‐Litina, Dimitra

doi:10.1016/j.ejmech.2008.12.027

Cited by 250 publications

(125 citation statements)

References 47 publications

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“…Some derivatives also play an important role in electro photographic and electroluminescent devices (Saski et al, 1994). Moreover, many other derivatives are well known for their significant biological and medicinal activities (Melagraki et al, 2009 13.51 (s, 1H, NH). The mass spectrum showed a molecular ion peak at m/z= 439 corresponding to its molecular weight.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Evaluation of Antioxidant Activity of Some New Heterocyclic Compounds Bearing the Benzo[B]Furan Moiety

Abdel‐Motaal

Kandeel

Abou-Elzahab

et al. 2017

ESJ

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New compounds were synthesized by the reaction of 3-acetyl-5-methoxy-2-methylbenzofuran (1) with cyanoacetylhydrazine which afforded the hydrazide hydrazone derivative 2. Compound 2 underwent a series of heterocyclization reactions to give the new pyrazole, isoxazole, cyclopentanothiophene, thiazole, triazole, 2H-chromene and pyridone derivatives (3-13). The elemental and spectral data (IR, 1 H NMR and MS) characterized their structures. Screening for some selected compounds was carried for their potential antioxidant activities using ABTS. Among the tested samples compounds 9, 11, 5 and 10 exhibited promising activity.

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Section: Resultsmentioning

confidence: 99%

Synthesis and Evaluation of Antioxidant Activity of Some New Heterocyclic Compounds Bearing the Benzo[B]Furan Moiety

Abdel‐Motaal

Kandeel

Abou-Elzahab

et al. 2017

ESJ

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“…Heterocycles containing this important structural motif exhibit a wide range of pharmaceutical activities that include antibacterial, anti-HIV, antiviral, anticoagulant, antioxidant and anticancer activities [116][117][118][119][120]. Goswami [121] synthesized a wide range of 4-substituted coumarins (60) by the reaction of a wide range of structurally diverse phenols (59) and ethyl acetoacetate (17) or ethyl benzoyl acetate (17c) in the presence of nanocrystalline ZnO as catalyst and pyridine dicarboxylic acid as co-catalyst in acetonitrile under reflux conditions (Table 17).…”

Section: Synthesis Of Coumarinsmentioning

confidence: 99%

Recent developments on nano-ZnO catalyzed synthesis of bioactive heterocycles

Banerjee

2017

J Nanostruct Chem

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Last decade has seen tremendous applications of nano-ZnO as a mild, cheap, efficient, commercially available, environmentally benign, non-toxic, reusable, heterogeneous catalyst for the various organic transformations. The present review summarizes the applications of nano-ZnO as an efficient heterogeneous catalyst for the synthesis of diverse biologically relevant heterocycles reported so far. Graphical abstract Nano

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“…Preparation of hybrid molecules is a common approach to create effi cient and/or synergistic effects either on single or dual targets. It was also suggested that multifunctional LA conjugates may bring their therapeutic effects at lower concentrations compared to the LA as a single molecule [Koufaki et al, 2009;Melagraki et al, 2009]. The main objectives of this study were to synthesize LA and DHLA conjugates of PS in a mixture (β-sito-, stigma-, campe-, and brassicasterol), yielding phytosterol lipoate (PSLA) and phytosterol dihydrolipoate (PSDHLA), respectively, and to verify them by NMR and HPLC-MS. To our knowledge, no research paper has been published on these conjugates .…”

Section: Introductionmentioning

confidence: 99%

Phytosterol and α-Lipoic Acid Conjugates: Synthesis, Free Radical Scavenging Capacity and RP-LC-MS-APCI Analysis

Madawala¹,

Andersson²,

Jastrebova³

et al. 2012

Pol. J. Food Nutr. Sci.

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Plant sterols (PS) are bioactive compounds effective in reducing plasma cholesterol. Fatty acid esters of PS have improved solubility and blending properties when utilized in various food products. Naturally occurring α-lipoic acid (LA) and its reduced form dihydrolipoic acid (DHLA) are known for their antioxidant activity. In addition, they have shown an array of health benefi cial properties against obesity, diabetes, cancer, cardiovascular and infl ammatory diseases etc. Different LA conjugates have been reported to have increased bioactivity compared to the parent compounds. The objective of this study was to synthesize PS esters of LA (PSLA) and DHLA (PSDHLA) in order to increase their cholesterol lowering effect and reducing the risk of atherosclerosis with additional health benefi ts e.g. against oxidative stress.Synthesis of PSLA and PSDHLA was performed with a pure PS mixture of β-sitosterol, stigmasterol, campesterol and brassicasterol. The free radical scavenging capacity of the conjugates was assessed by the DPPH method. Remaining percentage of DPPH free radicals was measured at the steady state for different concentrations of PSLA and PSDHLA. High free radical scavenging capacity was observed for PSDHLA compared with PSLA. Effi cient concentration EC 50 as a molar ratio for PSDHLA was 0.43. The derivatives were analyzed by RP-HPLC-MS-APCI. The order of the elution times of the compounds observed in HPLC-MS analysis was PS< PSDHLA< PSLA. Baseline separation was not achieved between campesterol and stigmasterol and their derivatives. These compounds could be identifi ed by their characteristic fragment ions from the mass spectral data.

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Synthesis and evaluation of the antioxidant and anti-inflammatory activity of novel coumarin-3-aminoamides and their alpha-lipoic acid adducts

Cited by 250 publications

References 47 publications

Synthesis and Evaluation of Antioxidant Activity of Some New Heterocyclic Compounds Bearing the Benzo[B]Furan Moiety

Synthesis and Evaluation of Antioxidant Activity of Some New Heterocyclic Compounds Bearing the Benzo[B]Furan Moiety

Recent developments on nano-ZnO catalyzed synthesis of bioactive heterocycles

Phytosterol and α-Lipoic Acid Conjugates: Synthesis, Free Radical Scavenging Capacity and RP-LC-MS-APCI Analysis

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