Synthesis and Vasorelaxant Activity of New Coumarin and Furocoumarin Derivatives

Campos‐Toimil, Manuel; Orallo, Francisco; Santana, Lourdes; Uriarte, Eugenio

doi:10.1016/s0960-894x(02)00015-x

Cited by 84 publications

(50 citation statements)

References 14 publications

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“…The compounds considered as active have a marked vasodilatory effect according to the literature. With the aim of developing a model that would allow the correct classification of t-RESV coumarin derivatives, we introduced t-RESV itself into the database along with a series of coumarins whose vasodilatory activities were evaluated in our laboratory [30,32]. The objective of the work was to identify novel compounds that are more active than t-RESV and, for this reason, this compound was taken as a reference in differentiating between active and inactive molecules in the theoretical models developed (IC 50 of t-RESV is 19.95 mM in rat aorta rings pretreated with noradrenaline).…”

Section: Databasementioning

confidence: 99%

Quantitative Structure Vasodilatory Activity Relationship – Synthesis and “In Silico” and “In Vitro” Evaluation of Resveratrol‐Coumarin Hybrids

et al. 2007

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Three theoretical models have been developed for the prediction of vasodilatory activity through a series of 2-D molecular descriptors. A database of 501 compounds was selected from the literature and, of these compounds, 86 have vasodilatory activity. The QSAR models are capable of differentiating between active and inactive compounds with a level of classification greater than 80%. The models were used to predict the activity of a series of coumarins derived from resveratrol (a natural compound that is present in wine and has good vasodilatory activity) and led to the synthesis of three selected molecules. The sysnthesis of the resveratrol-coumarin hybrids was efficiently achieved through a straightforward and direct route, and their vasodilatory activities were determined experimentally in rat aorta rings that were precontreated with noradrenaline. The theoretical results ("in silico" evaluation) show very good agreement with the experimental data ("in vitro" evaluation), which provide evidence of the reliability of the theoretical calculations and show their applicability in the rational design of new compounds. The compound predicted by the three models to be active (compound 6) was confirmed to be the more active than trans-resveratrol.

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Section: Databasementioning

confidence: 99%

Quantitative Structure Vasodilatory Activity Relationship – Synthesis and “In Silico” and “In Vitro” Evaluation of Resveratrol‐Coumarin Hybrids

et al. 2007

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“…The promising biological profile offered by coumarin and its derivatives attributed to enormous diversity in substitution patterns on core scaffold. Coumarins play pivotal role in drug discovery exhibiting various therapeutic actions such as anticoagulant 2 , antitumor 3 , antiinflammatory 4 , hypolipidaemic 5 , vasorelaxant 6 , CNS depressant 7 , antioxidant 8 , anti-TB 9 and antimalarial 10 activities.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Antimicrobial Evaluation of Some New Asymmetrically Substituted 4-Aryl- 2,6-Di(coumarinyl) Pyridines

Chovatiya

Kundaliya

Giri

et al. 2016

J. Chil. Chem. Soc.

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In the present work the synthesis of various 4-aryl-2-(coumarin-3-yl)-6-(4-methyl-3-phenyl coumarin-6-yl)pyridines (6a-i) and 4-aryl-2-(coumarin-3-yl)-6-(4-methyl-7-methoxy coumarin-8-yl)pyridines (7a-i) have been carried out by reacting 1-[2(H)-1-benzopyran-3-yl]-3-aryl-prop-2-en-1-ones (coumarinoyl chalcones) (3a-f) with appropriate coumarinoyl methyl pyridinium bromide salt 4 and 5 respectively. The target compounds were characterized by the IR, 1 H-NMR, 13 C-APT and mass spectral analysis. Preliminary examination of target compounds as antimicrobial agents has been carried out using Broth dilution method.

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“…Furocoumarins belong to an important class of compounds which show a wide range of biological activities such as antifungal [1], antibacterial [2], vasorelaxant [3], and can also serve as nuclear factor kappa B (NF-κB) inhibitors [4][5] and HIV-1 integrase inhibitors [6]. The synthesis of bioactive heterocycles from readily available starting materials using one-pot multicomponent reactions (MCRs) has gained significant interest both from synthetic and medicinal chemists.…”

Section: Introductionmentioning

confidence: 99%

A concise synthesis of furo[3,2-c]coumarins catalyzed by nanocrystalline ZnZr4(PO4)6 ceramics under microwave irradiation

et al. 2016

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Synthesis and Vasorelaxant Activity of New Coumarin and Furocoumarin Derivatives

Cited by 84 publications

References 14 publications

Quantitative Structure Vasodilatory Activity Relationship – Synthesis and “In Silico” and “In Vitro” Evaluation of Resveratrol‐Coumarin Hybrids

Quantitative Structure Vasodilatory Activity Relationship – Synthesis and “In Silico” and “In Vitro” Evaluation of Resveratrol‐Coumarin Hybrids

Synthesis and Antimicrobial Evaluation of Some New Asymmetrically Substituted 4-Aryl- 2,6-Di(coumarinyl) Pyridines

A concise synthesis of furo[3,2-c]coumarins catalyzed by nanocrystalline ZnZr4(PO4)6 ceramics under microwave irradiation

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