Nanocatalysts: Applications in synthesis of chalcones – a review

Jain, Sapna; Kumar, Sanjeev; Lamba, Bhawna Yadav; Patra, Jeevan; Mahindroo, Neeraj

doi:10.1080/00397911.2020.1817941

Cited by 15 publications

(7 citation statements)

References 39 publications

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“…Synthetic chalcones can also be obtained by Suzuki reaction, Friedel-Crafts acylation, Wittig reaction and photo-Fries rearrangement of phenyl cinnamate [ 142 ]. Among synthetic chalcones, hybrid molecules with indole in the molecule are widely used in anticancer therapy.…”

Section: Flavonoidsmentioning

confidence: 99%

Two Important Anticancer Mechanisms of Natural and Synthetic Chalcones

Constantinescu

Mihis

2022

IJMS

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ATP-binding cassette subfamily G and tubulin pharmacological mechanisms decrease the effectiveness of anticancer drugs by modulating drug absorption and by creating tubulin assembly through polymerization. A series of natural and synthetic chalcones have been reported to have very good anticancer activity, with a half-maximal inhibitory concentration lower than 1 µM. By modulation, it is observed in case of the first mechanism that methoxy substituents on the aromatic cycle of acetophenone residue and substitution of phenyl nucleus by a heterocycle and by methoxy or hydroxyl groups have a positive impact. To inhibit tubulin, compounds bind to colchicine binding site. Presence of methoxy groups, amino groups or heterocyclic substituents increase activity.

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Section: Flavonoidsmentioning

confidence: 99%

Two Important Anticancer Mechanisms of Natural and Synthetic Chalcones

Constantinescu

Mihis

2022

IJMS

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“…In recent times, a number of chalcone derivatives have been synthesized utilizing ionic liquids (ILs) as both the solvents and catalysts for the ring-closure reactions of chalcones ( Dhadda et al, 2022 ). Moreover, nanocatalysts have been utilized as green alternatives to conventional catalysts in the synthesis of numerous chalcone derivatives ( Jain et al, 2021 ). Green methods have also been utilized in the medical field, such as the use of ultrasound to observe mycosis fungoides ( Chen et al, 2022 ).…”

Section: Introductionmentioning

confidence: 99%

Green synthesis, structure–activity relationships, in silico molecular docking, and antifungal activities of novel prenylated chalcones

Godara,

Kaushik,

Tripathi

et al. 2024

Front. Chem.

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A series of 16 novel prenylated chalcones (5A-5P) was synthesized by microwave-assisted green synthesis using 5-prenyloxy-2-hydroxyacetophenone and different benzaldehydes. Comparisons were also performed between the microwave and conventional methods in terms of the reaction times and yields of all compounds, where the reaction times in the microwave and conventional methods were 1–4 min and 12–48 h, respectively. The synthesized compounds were characterized using different spectroscopic techniques, including IR, 1H-NMR, 13C-NMR, and LC-HRMS. The antifungal activities of all compounds were evaluated against Sclerotium rolfsii and Fusarium oxysporum under in vitro conditions and were additionally supported by structure–activity relationship (SAR) and molecular docking studies. Out of the 16 compounds screened, 2’-hydroxy-4-benzyloxy-5’-O-prenylchalcone (5P) showed the highest activity against both S. rolfsii and F. oxysporum, with ED50 of 25.02 and 31.87 mg/L, respectively. The molecular docking studies of the prenylated chalcones within the active sites of the EF1α and RPB2 gene sequences and FoCut5a sequence as the respective receptors for S. rolfsii and F. oxysporum revealed the importance of the compounds, where the binding energies of the docked molecules ranged from −38.3538 to −26.6837 kcal/mol for S. rolfsii and −43.400 to −23.839 kcal/mol for F. oxysporum. Additional docking parameters showed that these compounds formed stable complexes with the protein molecules.

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“…Today, there is a pressing need to develop efficient and environmentally friendly methods for synthesizing bioactive compounds such as chalcone. 1 Nanocatalysis involves the use of nanoparticles to facilitate chemical reactions, bridging the gap between traditional homo- and heterogeneous catalysis. During the last three decades, researchers have made significant progress in utilizing nanoparticles in synthetic organic chemistry.…”

Section: Introductionmentioning

confidence: 99%

Redefining Chalcone Synthesis: Aldol Adduct Elimination for the Rapid Access to Thienyl Chalcones

Nanjundaswamy,

Chimatahalli Shanthakumar,

Shadakshari

et al. 2024

ACS Omega

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This paper introduces a unique and novel method for synthesizing thienyl chalcones using iron oxide nanoparticles (FeONPs) as a heterogeneous catalyst. It stands out as a rare example in the literature for the synthesis of these chalcones from 1,3-diketones and various aromatic aldehydes. The magnetic FeONPs employed as the catalyst bring several advantages, including their efficiency, affordability, and ecofriendly nature, making them an attractive choice for producing thiophene chalcones. One noteworthy aspect of this methodology is the utilization of mild reaction conditions, which greatly simplify the operational aspects of the reaction. Synthesized chalcones were confirmed through the application of various techniques, proton-NMR, 13 C NMR, mass spectrometry, and single-crystal X-ray diffraction analysis. These analyses provide valuable insights into the chemical compositions and structural characteristics of the synthesized compounds. Significantly, this methodology is reported for the first time in the literature, indicating its novelty and contribution to the field of chalcone synthesis.

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Nanocatalysts: Applications in synthesis of chalcones – a review

Cited by 15 publications

References 39 publications

Two Important Anticancer Mechanisms of Natural and Synthetic Chalcones

Two Important Anticancer Mechanisms of Natural and Synthetic Chalcones

Green synthesis, structure–activity relationships, in silico molecular docking, and antifungal activities of novel prenylated chalcones

Redefining Chalcone Synthesis: Aldol Adduct Elimination for the Rapid Access to Thienyl Chalcones

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