Recyclable Palladium-Catalyzed Carbonylative Cyclization of Aryl Iodides and 2-Hydroxyacetophenones towards Flavones

Cai, Mingzhong; Huang, Bin; Xie, Gang; Zhan, Junpeng

doi:10.1055/s-0042-1753042

Cited by 4 publications

(4 citation statements)

References 93 publications

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“…The relationship between the percentage inhibition at diverse concentrations was plotted after taking into account the IC 50 rate in comparison with the inhibitory curve. It was determined in a previous report that synthetic 4‐alkoxyphenyl‐nitrothiophene hybrids would have strong antioxidant activity because molecules with arenesl moieties in their construction permitted radical trapping [21]. Table 2 shows that the synthesized alkoxyphenyl‐nitrothiophene hybrids have enough antioxidant activity.…”

Section: Resultsmentioning

confidence: 98%

Synthesis, antioxidant, and molecular docking of new fluorescent (4‐alkoxyphenyl)‐nitrothiophene compounds

et al. 2023

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New fluorescent 4-alkoxyphenyl-nitrothiophene compounds 4a-d bearing diverse alkoxyl tails are described. The synthetic strategy was simply accomplished by alkaliassisted alkylation of 4-(5-nitrothiophen-2-yl)phenol (3) with propyl, hexyl, nonyl, and/or dodecyl iodide. The molecular structures were determined using infrared (IR), 1 H NMR, and mass spectroscopy. Ultraviolet-visible (UV-vis) absorption and emission spectra of the produced 4-alkoxyphenyl-nitrothiophenes revealed considerable extinction coefficients, which were shown to be controlled by the thiophene bridge in conjugation with the alkoxy donor moiety. It was found that the maximum absorbance wavelength was affected by the alkoxyl group-bonded substituents. The antioxidant efficiency obtained from the 4-alkoxyphenyl-nitrothiophene hybrids was excellent compared with that widely used drugs [butylated hydroxytoluene (BHT) and vitamin C]. Unlike 2-(4-[dodecyloxy]phenyl)-5-nitrothiophene hybrid 4d, which has made solid claims about the good effect of its reference drugs and vitamins, Docking investigations of the prepared 4-alkoxyphenyl-nitrothiophene hybrids towards the selected 5IKQ protein revealed impressive coordination and antioxidant effectiveness.

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Section: Resultsmentioning

confidence: 98%

Synthesis, antioxidant, and molecular docking of new fluorescent (4‐alkoxyphenyl)‐nitrothiophene compounds

et al. 2023

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“…A study of the literature suggested that synthetic benzothiazolyl‐chromenone‐based fluorophore hybrids would have substantial antioxidant effectiveness because hybrids with multiple aryl moieties in their backbone allow radical's scavenging. [23]. Table 2 shows that the synthesized benzothiazolyl‐chromenone‐based fluorophore hybrids had adequate antioxidant effectiveness.…”

Section: Resultsmentioning

confidence: 99%

“…A study of the literature suggested that synthetic benzothiazolyl-chromenone-based fluorophore hybrids would have substantial antioxidant effectiveness because hybrids with multiple aryl moieties in their backbone allow radical's scavenging. [23]. 1.…”

Section: Antioxidant Efficacymentioning

confidence: 99%

Synthesis, antioxidant effectiveness, and docking study of new benzothiazolyl‐chromenone‐based fluorophores

Hossan,

Al‐nami

2023

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As chromenones demonstrate significant push–pull fluorescence effects on the development and description of novel push–pull fluorescent compounds based on chromenone with exceptional molar extinction coefficients, benzothiazolyl‐chromenone‐based fluorophores were created by refluxing ethanol/piperidine over Knoevenagel's condensation. Many spectral methods, including 1H‐NMR, FT‐IR analysis, and (C, H, N) analysis, were used to demonstrate the molecular structures of the synthesized benzothiazolyl‐chromenone‐based fluorophores. The synthesized fluorophore UV–vis absorption and emission spectra showed significant extinction coefficients, which were observed to be influenced by the substituted benzothiazole bridge in conjugation with the alkoxy donor moiety. It was discovered that the alkoxyl group‐bonded substituents had an effect on the maximum absorbance wavelength. The benzothiazolyl‐chromenone hybrid achieved antioxidant efficacy that compared favourably with commonly used medications [butylated hydroxytoluene (BHT) and vitamin C]. In contrast with the other hybrids, hybrid 3c, which has a hexyloxy tail, made good claims about its suitable action towards vitamins and reference medications. Additionally, the synthesized benzothiazolyl‐chromenone‐based hybrids showed marked coordination with antioxidant efficacy when docked studies of the hybrids towards the chosen 3NM8 protein were conducted.

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“…After taking into account the IC 50 values verse the inhibitory curve, the graph between inhibition per cent and various concentrations was plotted. Considering that compounds with diaryl moieties in their skeleton allow radical inhibition, it was estimated from a review of the literature that synthesized substituted iodobiphenyl analogues would have significant antioxidant activities[35]. Sufficient antioxidant activity of the generated alkyloxy-substituted iodobiphenyl analogues is recorded inTable 2.…”

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confidence: 99%

Synthesis and molecular docking of novel fluorescent alkoxy‐substituted iodobiphenyl analogues

Alahmdi

2023

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New fluorescent iodobiphenyl ethers bearing para‐alkyloxy functional groups of diverse alkyl tail lengths were synthesized. The synthesis process was simply accomplished via an alkali‐assisted reaction of aliphatic alcohols with hydroxyl‐substituted iodobiphenyls. The molecular structures of the prepared iodobiphenyl ethers were determined using Fourier transform infrared (FTIR) spectroscopy, elemental analysis, and nuclear magnetic resonance (NMR) spectroscopy. Both absorption and fluorescence spectra proved solvatochromic activity. The synthesized alkyloxy‐substituted iodobiphenyl analogues were tested for antioxidant effectiveness using 2,2‐diphenyl‐1‐picrylhydrazyl (DPPH) methodology. The antioxidant outcomes demonstrated that the longest hydrocarbon chain‐containing substituted iodobiphenyl analogues had a high efficacy with over an IC50 = 21.26 ± 0.36 μg/ml. Alkyloxy‐substituted iodobiphenyl analogues also underwent docking operations over the 5IKQ protein.

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Recyclable Palladium-Catalyzed Carbonylative Cyclization of Aryl Iodides and 2-Hydroxyacetophenones towards Flavones

Cited by 4 publications

References 93 publications

Synthesis, antioxidant, and molecular docking of new fluorescent (4‐alkoxyphenyl)‐nitrothiophene compounds

Synthesis, antioxidant, and molecular docking of new fluorescent (4‐alkoxyphenyl)‐nitrothiophene compounds

Synthesis, antioxidant effectiveness, and docking study of new benzothiazolyl‐chromenone‐based fluorophores

Synthesis and molecular docking of novel fluorescent alkoxy‐substituted iodobiphenyl analogues

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