Synthesis and Antimicrobial Activity of SomeNovel Benzimidazolyl Chalcones

Baviskar, B. A.; Shiradkar, Mahendra; Deokate, U. A.; Khadabadi, S. S.

doi:10.1155/2009/746292

Cited by 37 publications

(27 citation statements)

References 3 publications

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“…[ 27 ] The α,β‐unsaturated carbonyl system is responsible for the biological activities of the chalcones. [ 26,28 ] Various chalcone derivatives have been reported with many biological activities such as anti‐inflammatory, [ 29,30 ] antimicrobial, [ 31 ] antifungal, [ 32 ] antioxidant, [ 33 ] antimalarial, [ 34 ] antileishmanial, [ 35,36 ] anticancer, [ 37–39 ] cytotoxic, [ 40–42 ] CA inhibiting, [ 43–45 ] and anti‐invasive [ 46 ] activities.…”

Section: Introductionmentioning

confidence: 99%

New halogenated chalcones with cytotoxic and carbonic anhydrase inhibitory properties: 6‐(3‐Halogenated phenyl‐2‐propen‐1‐oyl)‐2(3H)‐benzoxazolones

Bilginer

Gül

Erdal

et al. 2020

Archiv der Pharmazie

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In this study, novel halogenated chalcones, 6-(3-halogenated phenyl-2-propen-1-one)-2(3H)-benzoxazolones (2a-n), were synthesized for the first time (except 2a), and their chemical structures were characterized by 1 H nuclear magnetic resonance (NMR), 13 C NMR, and high-resolution mass spectrometry spectra. Cytotoxic activities and carbonic anhydrase (CA) inhibitory effects of the compounds were studied to identify new possible drug candidate molecules. Cytotoxicity results pointed out that compound 2m, 6-[3-(3-bromophenyl)-2-propenoyl]-2(3H)-benzoxazolone, had the highest cytotoxicity (CC 50 ) and potency selectivity expression (PSE) values. Thus, compound 2m can be considered as a lead compound of the series in terms of cytotoxicity. When the CA inhibition results of the compounds were evaluated, it was found that the K i values of the compounds ranged from 30.5 ± 11.3 to 65.5 ± 25.6 µM toward hCA I, and they ranged from 7.3 ± 1.8 to 58.8 ± 12.3 µM toward hCA II. However, the K i values of the reference drug, acetazolamide (AZA), were 30.2 ± 7.8 and 4.4 ± 0.6 μM toward hCA I and hCA II, respectively. According to the results obtained, compounds 2a-n had lower K i values than AZA, whereas compounds 2a, 2b, 2e-g, 2l, and 2n had similar K i values, compared with AZA. So, the compounds 2a, 2b, 2e-g, 2l, and 2n can be considered as lead molecules of this series for further considerations.

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Section: Introductionmentioning

confidence: 99%

New halogenated chalcones with cytotoxic and carbonic anhydrase inhibitory properties: 6‐(3‐Halogenated phenyl‐2‐propen‐1‐oyl)‐2(3H)‐benzoxazolones

Bilginer

Gül

Erdal

et al. 2020

Archiv der Pharmazie

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“…An important feature of chalcones is the ability to act as activated unsaturated systems in conjugated addition–condensation reactions with wide variety of reagents in different reaction conditions. Both chalcones and their heterocyclic derivatives had proven their potential in numerous demanding pharmacological activities such as antimicrobial , antimalrial , anti‐inflammatory , antitumor , antifungal , and antioxidant activity . On the other hand, many researchers had reported chalcones containing sulfur either as a part of heteroaryl ring (thiophene) or as a side chain (thiomethyl group) for further enhancement of their biological activities .…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Antimicrobial Evaluation of some Functionalized Heterocycles Derived from Novel Quinolinyl Chalcone

Hassan

Farouk

2017

Journal of Heterocyclic Chem

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The reaction of 3‐acetyl‐4‐hydroxyl‐1‐methylquinolin‐2(1H)‐one (1) with 10‐oxo‐4,6,7,8,9,10‐hexahydropyrazolo[1,5‐a][1]benzothieno[2,3‐d]pyrimidine‐3‐carbaldehyde (2) afforded the novel enone system 3. The latter compound was reacted with some 1,2‐binucleophilic reagents to give pyrazoline derivative 4 and isoxazoline derivative 5. Treatment of chalcone 3 with 1,3‐binucleophilic reagents afforded pyrimidine and thiazine derivatives 6–8. Moreover, reaction of compound 3 with active methylene reagents furnished pyridine, pyran, and cyclohexanone derivatives 9–12. Cyclization of compound 12 by using hydrazine hydrate yielded indazol‐3‐one derivative 13. On the other hand, the cyclocondensation of the enone 3 with 1,4‐dinucleophilic reagents yielded diazepine derivative 14 and triazolothiadiazepine derivative 15.The characterization of the newly synthesized heterocyles were confirmed on the basis of their elemental analysis and spectral data (IR, NMR, and MS). These compounds were also screened for their antibacterial activities.

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“…Benzothiazole derivatives have attracted continuing interest because of their varied biological activities viz. antitubercular, 1,2 antihelmintic, 3 anti-inflammatory, 4 antimicrobial, 5,6 and antiviral. 7 Thiazolidin-4-one derivatives are known to exhibit diverse biological activities such as antimicrobial, 8−14 anticonvulsant, 15,16 antihistaminic, 17,18 and antioxidant.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and in Vitro Antimicrobial Evaluation of Benzothiazole Incorporated Thiazolidin-4-ones Derivatives

Agarwal¹,

Agarwal²,

Gautam³

et al. 2014

Journal of the Korean Chemical Society

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ABSTRACT. In the course of work on new pharmacologically active antimicrobial agents, we have reported the synthesis of a new class of structurally novel derivatives, incorporating two bioactive structures, a benzothiazole and thiazolidin-4-one, to yield a class of compounds having interesting antimicrobial properties. The antimicrobial properties of the synthesized compounds were investigated against bacteria (Staphylococcus aureus and Escherchia coli) and fungi (Candida albicans and Aspergillus niger) using serial plate dilution method. The structure of the synthesized compounds have been established by elemental analysis and spectroscopic data.

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Synthesis and Antimicrobial Activity of SomeNovel Benzimidazolyl Chalcones

Cited by 37 publications

References 3 publications

New halogenated chalcones with cytotoxic and carbonic anhydrase inhibitory properties: 6‐(3‐Halogenated phenyl‐2‐propen‐1‐oyl)‐2(3H)‐benzoxazolones

New halogenated chalcones with cytotoxic and carbonic anhydrase inhibitory properties: 6‐(3‐Halogenated phenyl‐2‐propen‐1‐oyl)‐2(3H)‐benzoxazolones

Synthesis and Antimicrobial Evaluation of some Functionalized Heterocycles Derived from Novel Quinolinyl Chalcone

Synthesis and in Vitro Antimicrobial Evaluation of Benzothiazole Incorporated Thiazolidin-4-ones Derivatives

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