Synthesis and characterization of novel chalcone linked imidazolones as potential antimicrobial and antioxidant agents

Sadula, Anitha; Peddaboina, Usha Rani; J, Prameela Subhashini N

doi:10.1007/s00044-014-1179-6

Cited by 10 publications

(5 citation statements)

References 37 publications

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“…The biofilm inhibitory activity and the bactericidal effect of the HBC modified films, can be associated with the benzylidene group and the oxazine ring present in the HBC structure. The antimicrobial activity of compounds with benzylidene ring has been reported previously, [61–63] and the findings demonstrated strong activity of this class of organic materials against the growth of microorganisms.…”

Section: Resultssupporting

confidence: 60%

Antifouling Performance of Cellulose Acetate Films Based on a New Benzoxazine Derivative

et al. 2021

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Fouling is an industrial problem that affects the maritime sector, and it has caused damages to equipment and vessels used in this industry. This research focuses on the synthesis of a novel arylidene‐based benzoxazine compound (HBC) and its use as a modifier for cellulose acetate (CA) matrix to form film samples and the investigation of their antifouling efficacy. The HBC compound was synthesized from a bis(arylidene)cyclopentanone diol compound and characterized appropriately using Fourier transform infrared (FTIR) and nuclear magnetic resonance (NMR) spectroscopic methods, respectively. Different weight ratios: 0, 10, 20, 30, and 40 %w/w of HBC to CA were mixed to give the films; CA‐0, CA‐10, CA‐20, CA‐30, and CA‐40, respectively. The fabricated films were characterized by FTIR analysis, and their morphology was examined by scanning electron microscopy (SEM). The thermal stability of the films was also studied using thermal gravimetric analysis (TGA), while the antifouling performance of the films was tested against strains of natural, biofilm‐forming bacteria isolated from artificial nets submerged in the Red Sea. Biofilm inhibitory test and bactericidal assay were conducted on the fabricated film materials using well established standard methods. The results of this investigation indicate that the HBC modified CA films contain relevant bioactive molecules that can inhibit primary colonizers in biofouling formation and will make a good antifouling coating film candidate. The CA‐40 revealed an inhibitory activity of 37 % and a bacterial killing efficacy of 87 %.

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Section: Resultssupporting

confidence: 60%

Antifouling Performance of Cellulose Acetate Films Based on a New Benzoxazine Derivative

et al. 2021

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“…The chelating of ferrous ions by the synthesized compounds were evaluated employing the method of Singh and Rajini 40 . Different concentrations of the compounds were added to 100 μL of 2 mM ferrous sulphate solution and 300 μL of 5 mM ferrozine and mixed.…”

Section: Biological Studiesmentioning

confidence: 99%

New chalcone derivatives as potential antimicrobial and antioxidant agent

Okolo

Ugwu

Ezema

et al. 2021

Sci Rep

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Seven chalcone derivatives were synthesized by the Claisen-Schmidt condensation. The structures of the compounds were confirmed by spectral data (Ultraviolet/visible, infrared, nuclear magnetic resonance and mass spectroscopy). The compounds were tested for their in silico and in vitro antimicrobial and antioxidant activities. The molecular docking assessments showed that all the compounds exhibited good binding affinity with the target microorganism proteins but, compounds 6e and 6g showed better binding affinity compared with the standards. The antimicrobial test revealed that all the compounds screened were active against Staphylococcus aureus and Bacillus subtilis and had minimum inhibitory concentrations (MIC) between 0.4 and 0.6 mg/mL. Compounds 6a, 6c and 6d had moderate activities on Salmonella typhi. Compounds 6b and 6c had moderate activity on Escherichia coli. Compound 6c had moderate activity on Aspergillus niger while compounds 6a and 6e had poor activity. All the compounds except compound 6e had no inhibition against Pseudomonas aeruginosa. The in-vitro antioxidant activity was assessed using ethylenediaminetetraacetate (EDTA) as the standard. Compounds 6c, 6e and 6g gave excellent inhibitory activity better than the standard. Compound 6a gave good activity at 500 μg/mL and 1000 μg/mL concentrations but, below the standard at 250 μg/mL and no inhibition at 125 μg/mL. Compound 6d had good inhibition at 500 μg/mL and 1000 μg/mL but, no inhibition at 125 μg/mL and 250 μg/mL. Compound 6b was found to be inactive in all the concentrations. Absorption, distribution, metabolism and excretion properties of the compounds were assessed using SwissADME. The results of lead likeness showed that compound 6e is a lead-like molecule.

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“…On the other hand, chalcones are compounds that have shown an extensive number of applications in the field of medicinal chemistry due to their wide range of pharmacological properties [ 17 ]. A wide variety of synthetic chalcones have been shown in applications such as analgesics [ 18 ], antioxidants [ 19 ], anti-inflammatories [ 20 ], antibacterial [ 21 ], antitumor [ 17 ], antiviral [ 22 ], antihypertensive [ 23 ], antidiabetic [ 24 ], and antituberculosis [ 25 ]. The biological activity of chalcones is attributed to their effect as cell blockers, influenced by the interactions of the α,β-unsaturated carbonyl system with various biomolecules [ 20 , 26 ].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Anticancer and Antitubercular Properties of New Chalcones and Their Nitrogen-Containing Five-Membered Heterocyclic Hybrids Bearing Sulfonamide Moiety

Castano

Quiroga

Abonı́a

et al. 2022

IJMS

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A new series of sulfonamides, 8a-b, 10, 12, and 14a-b, were synthesized by N-sulfonation reaction with sulfonyl chlorides 6a-b. Five new series of chalcone-sulfonamide hybrids (16-20)a-f were prepared via Claisen–Schmidt condensation of the newly obtained sulfonamides with aromatic aldehydes 15a-f in basic medium. Chalcones substituted with chlorine at position 4 of each series were used as precursors for the generation of their five-membered heterocyclic pyrazoline (22-23)a-d, (24-25)a-b and carbothioamide 27a-f derivatives. The synthesized compounds were evaluated for their anticancer and antituberculosis activities. To determine their anticancer activity, compounds were screened against sixty human cancer cell lines at a single dose (10 μM). Compounds 17a-c were highly active against LOX IMVI (melanoma), with IC50 values of 0.34, 0.73 and 0.54 μM, respectively. Chalcone 18e showed remarkable results against the entire panel of leukemia cell lines with IC50 values between 0.99–2.52 μM. Moreover, compounds 20e and 20f displayed growth inhibition of Mycobacterium tuberculosis H37Rv at concentrations below 10 μM. Although they showed low selectivity in cytotoxicity tests against the Vero cell line, further optimization could advance the potential biological activity of the selected compounds.

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Synthesis and characterization of novel chalcone linked imidazolones as potential antimicrobial and antioxidant agents

Cited by 10 publications

References 37 publications

Antifouling Performance of Cellulose Acetate Films Based on a New Benzoxazine Derivative

Antifouling Performance of Cellulose Acetate Films Based on a New Benzoxazine Derivative

New chalcone derivatives as potential antimicrobial and antioxidant agent

Synthesis, Anticancer and Antitubercular Properties of New Chalcones and Their Nitrogen-Containing Five-Membered Heterocyclic Hybrids Bearing Sulfonamide Moiety

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