Therapeutic potential of 4-substituted coumarins: A conspectus

Sharma, Manmohan; Vyas, Vivek K.; Bhatt, Shaival; Ghate, Manjunath

doi:10.1016/j.ejmcr.2022.100086

Cited by 11 publications

(16 citation statements)

References 101 publications

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“…The intriguing chemical structure of coumarins consists of a benzene ring fused to an α-pyrone (benzopyrone) ring, creating a scaffold with distinct electronic and steric properties. This structural arrangement confers upon coumarins a remarkable ability to interact with a myriad of biological targets, resulting in their diverse bioactivity spectrum (3). The presence of coumarins in edible plants and their established usage in traditional medicine practices have long hinted at their potential health benefits (4).…”

Section: Introductionmentioning

confidence: 99%

Mini-Review on Coumarins: Sources, Biosynthesis, Bioactivity, Extraction and Toxicology

Elmusa,

Elmusa

2024

Journal of the Turkish Chemical Society Section A: Chemistry

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Coumarins are a class of naturally occurring compounds found in various plants, fungi, and microorganisms, each with a unique chemical profile. These compounds exhibit a broad range of bioactivities, including antithrombotic, anti-inflammatory, antioxidant, antimicrobial, antiviral, anticancer, and neuroprotective properties. The effective extraction of coumarins, facilitated by methods such as maceration and microwave-assisted extraction, is integral to unlocking their potential across various applications. Nevertheless, safety and toxicology considerations assume paramount importance, particularly in pharmaceuticals, cosmetics, and food additives. While moderate dietary consumption of coumarin-rich foods is generally safe, excessive intake, whether through foods or supplements, raises concerns linked to hepatotoxicity and photosensitivity. Notably, specific coumarin derivatives, including the widely used anticoagulant warfarin, necessitate precise dosing and vigilant monitoring to mitigate the risk of bleeding complications. In conclusion, the versatile biological activities of coumarins underscore their significance; yet, their safety and toxicity profiles are contingent on multiple factors, encompassing compound type, dosage, and individual susceptibility. This review provides a holistic understanding of coumarins, encompassing their natural origins, biosynthesis, bioactivity spectrum, extraction techniques, and insights into safety, and toxicology.

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Section: Introductionmentioning

confidence: 99%

Mini-Review on Coumarins: Sources, Biosynthesis, Bioactivity, Extraction and Toxicology

Elmusa,

Elmusa

2024

Journal of the Turkish Chemical Society Section A: Chemistry

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“…The early antimicrobial studies on substituted coumarins focused on 4-hydroxy-and 4-oxy-substituted derivatives [16][17][18][19][20] as these coumarin derivatives showed particularly high antimicrobial activity. A recent review has also summarized the antimicrobial activity of 4-substituted coumarins in general [21]. Our previous studies have shown that Ag(I) complexes of coumarin-3-carboxylates and coumarin-4-carboxylates have excellent activity against MRSA and P. aeruginosa, respectively [8,22], but solubility in aqueous solution was poor.…”

Section: Introductionmentioning

confidence: 99%

Structural and Spectroscopic Study of New Copper(II) and Zinc(II) Complexes of Coumarin Oxyacetate Ligands and Determination of Their Antimicrobial Activity

et al. 2023

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Tackling antimicrobial resistance is of increasing concern in a post-pandemic world where overuse of antibiotics has increased the threat of another pandemic caused by antimicrobial-resistant pathogens. Derivatives of coumarins, a naturally occurring bioactive compound, and its metal complexes have proven therapeutic potential as antimicrobial agents and in this study a series of copper(II) and zinc(II) complexes of coumarin oxyacetate ligands were synthesised and characterised by spectroscopic techniques (IR, 1H, 13C NMR, UV-Vis) and by X-ray crystallography for two of the zinc complexes. The experimental spectroscopic data were then interpreted on the basis of molecular structure modelling and subsequent spectra simulation using the density functional theory method to identify the coordination mode in solution for the metal ions in the complexes. Interestingly, the solid-state coordination environment of the zinc complexes is in good agreement with the simulated solution state, which has not been the case in our previous studies of these ligands when coordinated to silver(I). Previous studies had indicated excellent antimicrobial activity for Ag(I) analogues of these ligands and related copper and zinc complexes of coumarin-derived ligands, but in this study none of the complexes displayed antimicrobial activity against the clinically relevant methicillin-resistant Staphylococcus aureus (MRSA), Pseudomonas aeruginosa and Candida albicans.

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“…2 The pharmacological properties as well as therapeutic uses of coumarins are well determined by governing the substituent in their nucleus. 3 An interesting framework for creating new anti-inflammatory medicines is widely provided by coumarin derivatives. 4 The biological uses of coumarins include antioxidant, 5 anti-HIV, 6 antiviral, 7 antibacterial, 8 antimalarial, 9 antifungal, 10 anti-influenza, 11 antimicrobial, 12 antiproliferative, 13 anticoagulant, 14 antileishmanial, 15 antiplatelet, 16 and antidepressant.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterization of Some Novel Heteroannulated Chromeno[4,3-b]quinolines

Ibrahim¹,

Alshaye²

2023

HETEROCYCLES

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The recently synthesized 1-chloro-11-oxo-3,4-dihydro-11Hchromeno[4,3-b]quinoline-2-carboxaldehyde (1) was efficiently utilized as a key precursor to construct a diversity of polyfused systems containing chromeno[4,3b]quinoline. Reaction of compound 1 with some substituted hydrazines afforded pyrazoles annulated chromeno[4,3-b]quinoline. Treatment of compound 1 with a diversity of 1,3-N,N-binucleophiles led to pyrimidines annulated chromeno[4,3b]quinoline. In addition, a diversity of fused pyridines annulated chromeno[4,3b]quinoline were synthesized from condensation of compound 1 with a variety of 1,3-C,N-binucleophiles. Finally, the reactivity of compound 1 was tested towards a diversity of 1,4-binucleophilic reagents. Structures of the new compounds were established using spectral and analytical data.

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Therapeutic potential of 4-substituted coumarins: A conspectus

Cited by 11 publications

References 101 publications

Mini-Review on Coumarins: Sources, Biosynthesis, Bioactivity, Extraction and Toxicology

Mini-Review on Coumarins: Sources, Biosynthesis, Bioactivity, Extraction and Toxicology

Structural and Spectroscopic Study of New Copper(II) and Zinc(II) Complexes of Coumarin Oxyacetate Ligands and Determination of Their Antimicrobial Activity

Synthesis and Characterization of Some Novel Heteroannulated Chromeno[4,3-b]quinolines

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