A Novel Polyaromatic Chalcone with Multiple Functional Groups: Synthetic, Photophysical, and Computational Elucidation

Atahan, Alparslan

doi:10.1080/10406638.2020.1871036

Cited by 6 publications

(9 citation statements)

References 43 publications

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“…Likewise, the deshielded carbonyl carbons (CO) of both reported compounds were found at 194.19 ppm ( PyBr ) and 194.28 ppm ( PyF ). These results are in good agreement with the literature 41–43 that, generally, the chemical shift of CO is obtained in the δ = 189.44–195.95 ppm region. Meanwhile, the carbon atoms located at the enone bridge resulted in the characteristic C α signals at 124.18 ppm ( PyBr ) and 123.06 ppm ( PyF ), meanwhile, the shifted C β peaks were found at 133.04 ppm ( PyBr ) and 135.46 ( PyF ).…”

Section: Resultssupporting

confidence: 93%

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Involvement of halogen and polyaromatic substituents in chalcone derivatives as dye sensitizers in solar cell applications

et al. 2023

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Section: Resultssupporting

confidence: 93%

“…Likewise, the deshielded carbonyl carbons (CQO) of both reported compounds were found at 194.19 ppm (PyBr) and 194.28 ppm (PyF). These results are in good agreement with the literature [41][42][43] that, generally, the chemical shift of CQO is obtained in the d = 189. .95 ppm region.…”

Section: Nuclear Magnetic Resonance (Nmr) Spectroscopic Analysissupporting

confidence: 93%

Involvement of halogen and polyaromatic substituents in chalcone derivatives as dye sensitizers in solar cell applications

et al. 2023

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“…Presence of these signals proves the formation of the chalcone structure in trans conformation. 33 In addition, other aromatic protons have resonanced at corresponding regions as mentioned in the experimental part. Specifically for 2f, the meta-couplings have been shown for the protons of thiophene ring.…”

Section: Chemistrymentioning

confidence: 92%

“…The reaction was performed by classical Claisen-Schmidt condensation according to the published procedure. 33 1.0 mmol of 1 and various methyl ketone derivatives (1.0 mmol) in the presence of KOH as the catalyst were stirred at room temperature overnight. At the end of the reaction, the products (2a-2g) were filtered, dried, and recrystallized.…”

Section: Chemistrymentioning

confidence: 99%

Synthesis, enzyme inhibition, and molecular docking studies of a novel chalcone series bearing benzothiazole scaffold

Musatat

Atahan

Ergün

et al. 2023

Biotech and App Biochem

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This study reports the facile synthesis of a novel series of benzothiazole‐chalcones, in addition to their inhibitory profile on important metabolic enzymes including human carbonic anhydrases (hCA‐I, hCA‐II) and paraoxonase (PON‐1). The inhibition parameters, IC50 (concentration for 50% inhibition) and Ki (dissociation constant) values, toward the title enzymes were determined for the studied compounds. As a result, IC50 values of hydratase activity were in the range 4.15–5.47 and 2.56–4.58 μM for hCA‐I and hCA‐II, respectively. At the same time, IC50 values of esterase activity were in the range 24.91–104.00 and 35.25–97.00 μM, while Ki values were in the range 14.43–59.66 and 26.65–73.34 μM for hCA‐I and hCA‐II, respectively. In addition, PON‐1 enzyme inhibition results showed interesting inhibitory effects, with IC50 values between 13.28 and 16.68 μM. Finally, a comprehensive approach was established for the synthesized compounds based on theoretical calculations, which have been done using B3LYP, PBE0 theories and SVP, TVZP, TVZPP basis sets, followed by docking studies by which the outputs proved the harmonically flows with the experimental results.

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“…The theoretical calculation outputs have enabled the creation of more effective and more active structures [30] . At present, many programs and methods are being used to calculate the theoretical parameters of molecules [31,32] . These calculations provide important information such as electronic nature and effective interaction capacity of the molecules with related biomolecules.…”

Section: Introductionmentioning

confidence: 99%

Antimicrobial, Antiproliferative Effects and Docking Studies of Methoxy Group Enriched Coumarin‐Chalcone Hybrids

Musatat

Kılıçcıoğlu

Kurman

et al. 2023

Chemistry & Biodiversity

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Methoxy group enriched eight coumarin-chalcone hybrid derivatives were synthesized. Antimicrobial/ antiproliferative activities were tested against eight human pathogenic microorganisms and four cancer cell lines (AGS, HepG2, MCF-7 and PC-3), respectively. Antimicrobial results showed that most of the compounds were almost more active than used standard antibiotics. Cytotoxicity results showed that 2,3,4-trimethoxyphenyl and thiophene containing structures have promising antiproliferative effects against AGS gastric cell lines with ~5 μg/ml IC 50 values. At the same time, 2,4-dimethoxyphenyl bearing derivative exhibited the lowest IC 50 values against HepG2 (~10 μg/ml) and PC-3 (~5 μg/ml) cell lines. Particularly, the cell viabilities of MCF-7 cell lines were remarkably inhibited by all the compounds with lower IC 50 values. Therefore, molecular docking studies between hybrid ligands and quinone reductase-2 enzyme (regulates in MCF-7 cancer cells) were performed. The results demonstrated that all the derivatives can smoothly interact with interested enzyme in agreement with the experimental results. Finally, ADME parameters were studied to reveal drug-likeness potentials of the coumarinchalcone hybrids.

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A Novel Polyaromatic Chalcone with Multiple Functional Groups: Synthetic, Photophysical, and Computational Elucidation

Cited by 6 publications

References 43 publications

Involvement of halogen and polyaromatic substituents in chalcone derivatives as dye sensitizers in solar cell applications

Involvement of halogen and polyaromatic substituents in chalcone derivatives as dye sensitizers in solar cell applications

Synthesis, enzyme inhibition, and molecular docking studies of a novel chalcone series bearing benzothiazole scaffold

Antimicrobial, Antiproliferative Effects and Docking Studies of Methoxy Group Enriched Coumarin‐Chalcone Hybrids

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