Synthesis and Antimicrobial Activity of Some Aldehyde Derivatives of 3‐Acetylchromen‐2‐one

An efficient and rapid synthesis of coumarin derivatives was accomplished via reactions of 3‐(3‐(4‐methoxyphenyl)acryloyl)‐2H‐chromen‐2‐one (3) with different carbon nucleophiles such as ethyl acetoacetate, ethyl cyanoacetate, malononitrile, and ethyl benzoylacetate via conventional heating and microwave irradiation conditions and were used as source of pyran and pyridine derivatives bearing coumarin moiety 4–11. Compound 9a was condensed with different carbon electrophiles triethylorthoformate, phenylisothiocyanate, carbon disulfide, benzoylchloride, and acetylchloride that afforded the corresponding chromen derivatives 12–16. All the newly synthesized compounds were characterized by elemental and spectroscopic evidences. All of synthesized compounds were tested for in vitro cytotoxicity. The preliminary screening results showed that most of the compounds had moderate cytotoxic activity against HCT‐116 and MCF‐7 cell lines. Nevertheless, compound 10 exhibited potent activity against the two cell lines, which was comparable with the standard drug 5‐fluorouracil.

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“…All the newly synthesized compounds gave satisfactory elemental analysis. Compound 3 was previously reported .…”

Section: Methodsmentioning

confidence: 99%

An Efficient One‐Pot Synthesis of New Coumarin Derivatives as Potent Anticancer Agents under Microwave Irradiation

El‐Naggar

Hemdan

Atta-Allah

2017

Journal of Heterocyclic Chem

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“…41 Third compound, identified through GC-MS, 3-(1-Benzyl-1Himidazol-2-yl)-5-methylisoxazole, is an aromatic aldehyde which also displayed antibacterial activity as per the report cited in literature. 42 These three compounds individually exhibit good antibacterial activity, however presence of these three compounds combinely in a single plant may increse its antibacterial activity.…”

Section: Zone Of Inhibition Of Negative Control (In Mm)mentioning

confidence: 99%

Separation of Bio-active Compounds and in vitro Antibacterial Potency of Callistemon linearis Floral Extract with Mechanism of Action

Das¹,

Chandra²

2023

Ind. J. Pharm. Edu. Res.

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Introduction: Infection caused by bacteria is treated with antibiotics which caused several side effects in human and animals. This problem enforced scientist to work out plant originated compounds for treatment of several disease caused by morbific bacteria. Objectives: Present work revealed isolation of bioactive phytocompounds from different fractions of Callistemon linearis flower ethanol extract by chromatographic technique and determination of their antibacterial potency against selected bacteria with mode of action in vitro. Materials and Methods: Antibacterial potency of four different fractions of ethanol extract were done quantitatively via Agar well diffusion method along with determination of Minimum Inhibitory Concentration, and Minimum Bactericidal Concentrations. Further, phytochemical analysis, Fourier Transform Infrared spectroscopic analysis, thin Layer Chromatography separation and Gas Chromatography Mass Spectroscopy analysis of bioactive fractions were done simultaneously to assess the presence of bioactive phytocompounds responsible for the antibacterial potency of the fractions. Time-kill assay, Nucleic acid and protein leakage assay, and FESEM study were employed to determine the mode of activity of the isolated active phytocompounds on the tested bacteria. Results: Maximum antibacterial activity was observed in NHEX of ethanol extract against Escherichia coli (MTCC 739). Chromatographic separation of NHEX detected several bioactive compounds. Assessment of Time-kill assay in treated and untreated bacterial strains determined that bioactive compound of NHEX was bactericidal in nature. Nucleic acid and protein leakage assay of bacterial cells with isolated active compound showed cell damages and FESEM images strongly ascertained this data. Conclusion: The C. linearis floral floral extract possesses antibacterial activities against selected pathogens and causes cellular damages.

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“…3-Acetylcoumarin (2) are used in different reactions for preparation of chalcone compounds. for instance, the con-densation of 3-acetylcoumarin (2) and variant aldehydes (3) results in a series of chalcone derivatives (4) in reasonable-toexcellent yields through a Claisen-Schmidt condensation reaction [42] that is catalyzed by various bases (piperidine; [43,44,53,54,[45][46][47][48][49][50][51][52] morpholine; [55,56] sodium hydroxide; [57][58][59] potassium hydroxide [60,61] in PEG-400; [62] pyrrolidine [63] ) and acids (acetic acid; [64] concentrated sulfuric acid; [65] para-toluene sulfonic acid; [66] silica sulfuric acid under solvent-free conditions [67] and under microwave irradiation [38,[68][69][70] ); a mixture of piperidine and acetic acid in n-butanol; [71,72] or in ethanol [73] (Scheme 2). The mixture is cooled to room temperature when Scheme 5.…”

Section: Synthesis Of Coumarin-chalcone Compoundsmentioning

confidence: 99%

Coumarin‐Chalcones Generated from 3‐Acetylcoumarin as a Promising Agent: Synthesis and Pharmacological Properties

et al. 2022

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antituberculosis; enzyme-inhibition; antioxidant; anti-inflammatory etc. After introducing the synthesis of 3-acetylcoumarin, the review proceeds with a comprehensive presentation of the synthesis of coumarin-chalcones under various conditions. Last, the reactions of prepared coumarin-chalcones through different mechanisms and the outcomes achieved through such reactions are discussed. It is envisaged that this review will prompt researchers to expand on the knowledge gained in this field the last twenty years.

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Synthesis and Antimicrobial Activity of Some Aldehyde Derivatives of 3‐Acetylchromen‐2‐one

Cited by 6 publications

References 3 publications

An Efficient One‐Pot Synthesis of New Coumarin Derivatives as Potent Anticancer Agents under Microwave Irradiation

An Efficient One‐Pot Synthesis of New Coumarin Derivatives as Potent Anticancer Agents under Microwave Irradiation

Separation of Bio-active Compounds and in vitro Antibacterial Potency of Callistemon linearis Floral Extract with Mechanism of Action

Coumarin‐Chalcones Generated from 3‐Acetylcoumarin as a Promising Agent: Synthesis and Pharmacological Properties

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