scholarly journals Coumarin Derivatives with Antimicrobial and Antioxidant Activities

Author(s):  
Gabriela Tataringa ◽  
Ana Maria Zbancioc
2011 ◽  
Vol 21 (22) ◽  
pp. 6811-6815 ◽  
Author(s):  
Ye Zhang ◽  
Biqun Zou ◽  
Zhenfeng Chen ◽  
Yingming Pan ◽  
Hengshan Wang ◽  
...  

2013 ◽  
Vol 12 (06) ◽  
pp. 1350058 ◽  
Author(s):  
DAVOOD FARMANZADEH ◽  
MEYSAM NAJAFI

In this work, the antioxidant properties of the series of 10 aminothiazol hydroxyl coumarin derivatives have been investigated with DFT/B3LYP method. For these antioxidants all reaction enthalpies related to HAT, SPLET, SET-PT mechanisms were calculated in the gas phase and polar solvents. Based on calculated reaction enthalpies (BDE, IP and PA values) the derivations 2, 3 and 4 have the highest antioxidant activity among the studied compounds. Calculated results show that derivations 7, 5 and 6 have the lowest antioxidant activity. The observed theoretical trends for antioxidant activities of studied compounds were similar to trends of previous experimental studies that OH50, TAC50, IC50, CE50 values have been used as a benchmark for measuring the antioxidant properties of these compounds. These results can be useful in synthesis of novel aminothiazol hydroxycoumarin derivatives with high antioxidant activity. Calculated results show that BDE, PA and IP values of studied derivations have linear dependence with structure parameters such as R( O – H ), q( O ) and E HOMO . These observed linear dependences can be useful in synthesis of novel aminothiazol hydroxyl coumarin derivatives with high antioxidant activity. For studied compounds, results indicated that the SPLET and HAT mechanisms represent the thermodynamically preferred mechanism both, in solvent and the gas phase.


2014 ◽  
Vol 12 (10) ◽  
pp. 1067-1080 ◽  
Author(s):  
Rodrigo Razo-Hernández ◽  
Kayim Pineda-Urbina ◽  
Marlene Velazco-Medel ◽  
Manuel Villanueva-García ◽  
M. Sumaya-Martínez ◽  
...  

AbstractA Quantitative Structure-Activity Relationship (QSAR) of coumarins by genetic algorithms employing physicochemical, topological, lipophilic and electronic descriptors was performed. We have used experimental antioxidant activities of specific coumarin derivatives against the DPPH· radical molecule. Molecular descriptors such as Randic Path/Walk, hydrophilic factor and chemical hardness were selected to propose a mathematical model. We obtained a linear correlation with R2 = 96.65 and Q LOO2 = 93.14 values. The evaluation of the predictive ability of the model was performed by applying the Q ASYM2, $\hat r^2 $ and Δr m2 methods. Fukui functions were calculated here for coumarin derivatives in order to delve into the mechanics by which they work as primary antioxidants. We also investigated xanthine oxidase inhibition with these coumarins by molecular docking. Our results show that hydrophobic, electrostatic and hydrogen bond interactions are crucial in the inhibition of xanthine oxidase by coumarins.


2016 ◽  
Vol 842 ◽  
pp. 1-45
Author(s):  
Hallouma Bilel ◽  
Rawdha Medyouni ◽  
A.S. Al-Ayed ◽  
Naceur Hamdi ◽  
Cédric Fischmeister ◽  
...  

This study aimed for the synthesis of 4-Aryl-2-amino-6-(4-hydroxy coumarin-3-yl) pyridine-3-carbonitriles derivatives 4, suitable for use as antibacterial, anti-oxidant and anti-inflammatory activities via a versatile, readily accessible 3-((2E)-3(aryl)prop-2-enoyl)-2H-chromen-2-one, 3, which was prepared by refluxing 3-acetyl-4-hydroxycoumarin with aromatic aldehydes in chloroform in the presence of a catalytic amount of piperidine. Then the direct reaction of the obtained chalcones 3 with malonitrile in the presence of ammonium acetate in one step gave products 4. Most of the new compound 4 exhibit moderate antibacterial activity against Gram Negative bacterial strains (E. coli, K. pneumonia, S. typhi and S. flexneri). In addition, the compounds 4 were investigated for anti-oxidant activities by super oxide radical, DPPH (2,2-Diphenyl-1-picrylhydrazyl), and hydroxyl radical scavenging assays, where most of the compounds displayed significant antioxidant activities. Furthermore, these 4-Aryl-2-amino-6-(4-hydroxy coumarin-3-yl) pyridine-3-carbonitriles 4 were evaluated for anti-inflammatory activity by indirect haemolytic and lipoxygenase inhibition assays where compounds revealed good activity. The preparation of novel metal-free phthalocyanines and metallophthalocyanine complexes 11 and 12 (MPcs, M = Co, Zn, Cu and Mn), with four peripheral 6-hydroxy-4-methylcoumarin and 6-hydroxycoumarin substituents, were also prepared by cyclotetramerization of compounds 7 and 10 with the corresponding metal salts (Zn(OAc)2.2H2O, Co(OAc)2.4H2O, CuCl, Mn(OAc)2.4H2O) as a template for macrocycle formation in 2-(N,N-dimethylamino)ethanol.The electronic spectra of these compounds exhibit a band of coumarin identity together with characteristic bands of the phthalocyanine core. The new compounds were screened for antibacterial activity. Most of them are active against E. coli and S. aureus. In addition, some novel 3-acetylcoumarin derivatives 17 were prepared in good yields. Their invitro antioxidant activities were assayed by the quantitative 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging activity method. In this way, novel coumarin phtalonitriles derivatives 42-44 were synthesized.The synthesis of these coumarin phtalonitriles was resulting from a nucleophilic aromatic substitution reaction between 4-nitrophtalonitrile and coumarins derivatives. The complexing properties of the coumarin derivatives toward alkali metal, alkaline earth metal, some transition metals and some heavy metal cations have been investigated in acetonitrile by means of UV spectrophotometry absorption and conductivity methods. Thus, the stoichiometry of the complexes formed and their stability constants were determined. We report also in this book chapter a sequence of two ruthenium-catalyzed transformations, namely olefin cross metathesis with allylic chloride followed by elimination, which gives a straightforward access to terminal 1,3-dienes from natural products. The structures of all the new obtained compounds were confirmed by elemental analysis, IR, and multinuclear/multidimensional NMR spectroscopy (1H, 13C-NMR, NOESY, HMBC) which allowed assignment of the complete network of proton and carbon atoms).


2004 ◽  
Vol 10 (30) ◽  
pp. 3813-3833 ◽  
Author(s):  
Konstantina Fylaktakidou ◽  
Dimitra Hadjipavlou-Litina ◽  
Konstantinos Litinas ◽  
Demetrios Nicolaides

Author(s):  
Tariq T. Abduljabbar ◽  
Mohammed K. Hadi

Coumarin derivatives have shown different biological activities, such as antifungal, antibacterial   antiinflammatory, and antioxidant activities, besides antibiotic resistance modulating effects, and anti-HIV, hepatoprotective, and antitumor effect. So, new coumarin derivatives (hydrazones and an amide) were synthesized through multisteps reactions. All the synthesized target compounds were characterized by FT-IR spectroscopy, 1HNMR analysis. The compounds then evaluated for their anti-bacterial activity by means of well-diffusion method against two gram-positive bacteria (Staphylococcus aureus, Streptococcus pneumoniae) and two gram-negative bacteria  (E.coli and Pseudomonas aeruginosa). The highest activity was demonstrate by compound k2 which found to be highly active against pseudomonas aeruginosa.


Author(s):  
F. Z. Mohammed ◽  
I. M. EL-Deen ◽  
A. S. Tmamm

Background: Coumarin derivatives have attracted intense interest in recent years, because they have anti-tumor, antioxidant activities, and induce apoptosis. Aims and Objective: Our study aims to evaluate the antitumor and anti-oxidant activities of new Coumarin derivatives: N-(P-chlorophenyl)-7-hydroxycoumarin-3-yl carboxamide and Ethyl 7-hydroxycoumarin-3-yl ester against in vivo tumor model. Methodology: the toxicity for the synthesized compounds was determined. The anticancer and anti-oxidant activities were studied by evaluation the viability of tumor cells, life span prolongation, and estimation of antioxidants. Results: Our compounds exhibited significant anti-oxidant activity towards Ehrlich ascites carcinoma (EAC) cells by reduction the MDA and NO concentration (p<0.001) compared to the positive control group. Whereas significantly increase in the G. peroxidase activity (p<0.001) in treated groups compared to the positive control group. Anticancer agent kills tumors by induction of apoptosis that showing significantly increases in Caspase-3 and Bax activity compared to positive control group. Discussion: The compound N-(P-chlorophenyl)-7-hydroxycoumarin-3-yl carboxamide is better than Ethyl 7-hydroxycoumarin-3-yl ester compound because of the nature of the halogen atom (a chlorine or a bromine atom) in the ‘meta’ position of the phenyl ring relative to the ester oxygen atom of 2-oxo-2H-1-benzopyran- 3-carboxylate led to a better anti-tumor effect than that observed in the absence of any substituent.


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