Antioxidant and intestinal anti-inflammatory effects of plant-derived coumarin derivatives

Witaicenis, Aline; Seito, Leonardo Noboru; Chagas, Alexandre da Silveira; Almeida, Luiz Domingues de; Luchini, Ana Carolina; Rodrigues-Orsi, Patrícia; Cestari, Sílvia Helena; Stasi, Luiz Cláudio Di

doi:10.1016/j.phymed.2013.09.001

Cited by 237 publications

(120 citation statements)

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“…We can see that the optimal number of components (ONC) of the models are 4 and 5, respectively, the cross-validated correlation coefficient q 2 of the highly predictive CoMFA and CoMSIA models are 0.651 and 0.733 (>0.5), respectively, whereas the corresponding non-cross-validated correlation coefficient r 2 Table 3 meet the criteria, the 3D-QSAR models are reliable. The standard errors of estimate (SEE) for the models are 0.119 and 0.127, respectively, and the F-values are 182.6 and 215.4, respectively.…”

Section: Fig 2 Fitted Predictions Bymentioning

confidence: 94%

“…They exhibit a broad spectrum of biological activities, including anticancer, antioxidant, antiplasmodial, antimalarial, antivirus, antibacterial, and antifungal. [1][2][3][4][5][6][7] The varied pharmacological activities and relatively simple structures of these compounds have spurred great interest in their possible therapeutic uses. In addition to coumarin's use as the lead compound for the preparation of potent pharmacological molecules, it has also received considerable research attention for its interesting insecticidal, nematicidal, allelopathic, and antimicrobial activities in agriculture.…”

Section: Introductionmentioning

confidence: 99%

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Design, synthesis, antifungal activity, and 3D-QSAR of coumarin derivatives

et al. 2018

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In our research, a series of 8-substituted coumarin derivatives were synthesized, and their structures were confirmed by FT-IR, 1 H-NMR, and MS (or HRMS). In activity screening, the synthesized compounds exhibited potent antifungal activity against 4 phytopathogenic fungi: Botrytis cinerea, Colletotrichum gloeosporioides, Fusarium oxysporum, and Valsa mali. Notably, 8-chloro coumarin and ethyl 8-chloro-coumarin-3-carboxylate showed the strongest fungus inhibition with EC 50 of 0.085 and 0.078 mmol/L against V. mali. Furthermore, 3D-QSAR models (CoMFA and CoMSIA) of the title compounds against V. mali were established on the basis of their antifungal activities. The results indicated that the appropriate small, hydrophilic and electron-withdrawing groups on coumarin's C-3 and C-8, respectively, could enhance the antifungal activity. The information obtained will be very helpful for designing new derivatives with high antifungal activities.

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Section: Fig 2 Fitted Predictions Bymentioning

confidence: 94%

Section: Introductionmentioning

confidence: 99%

Design, synthesis, antifungal activity, and 3D-QSAR of coumarin derivatives

et al. 2018

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“…Coumarins are classified into simple coumarins, such as pyrano and furanocoumarins and other coumarins that can be divided into linear and angular types according to the different substituent group in the ring. Natural and synthetic derivatives of coumarins have wide range of biological and pharmacological activities such as, as anti-oxidant, anti-HIV, anti-bacterial (ShwuChen et al, 2016), antifungals (Ping-Ping et al, 2017), anticancer (Salem et al, 2016), and anti-inflammatory (Witaicenis et al, 2014). Alzheimer's disease, atherosclerosis, osteoarthritis and other diseases as well as many types of cancer diseases (Medzhitov, 2010) have been attributed to inflammatory processes in their pathogenesis.…”

Section: Introductionmentioning

confidence: 99%

A Novel Approach of Potent Antioxidant and Antimicrobial Agents Containing Coumarin Moiety Accompanied with Cytotoxicity Studies on the Newly Synthesized Derivatives

2017

J App Pharm Sci

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3-Amino-6-(2-oxo-2H-chromen-3-yl)pyridine-2-carbonitrile (2) was synthesized via the reaction of 3-(dimethylamino)acryloyl-2H-chromen-2-one (1) with malononitrile. The reactivity of the 2-amino-3-cyanopyridine derivative 2 toward a variety of electrophiles as triethylorthoformate followed by nitrogenous nucleophiles as hydrazine hydrate was investigated. Also, enamine 1 was utilized as precursor for synthesis of new 3-heteroarylsubstituted coumarins, in which it reacted with a series of hydrazonoyl halides and p-bromobenzenediazonium chloride to yield different3-substituted coumarins. The structures of the newly synthesized derivatives were confirmed by different spectral tools (IR, H 1 NMR, mass spectrometry and elemental analysis). All the newly synthesized compounds were screened for their antioxidant, antimicrobial activities and cytotoxicity. The preliminary structure-activity relationship was discussed to illustrate the essential structure requirements.

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“…A substitutions can occur at any of the six available sites of the basic coumarin nucleus to increase its multiple biological properties [7].Coumarincompounds containing thiazole ring system are known to possess several pharmacological properties, such as analgesic, anticonvulsant, anti-parasitic, anti-inflammatory, antibacterial and herbicidal [8]. Coumarin and its derivatives are well distributed in nature, they exhibit a broad pharmacological profile, including antioxidant, anti-inflammatory, anticancer properties and the scavenging activity [5,9]. Tumors employed angiogenesis to generate the vascular blood capillaries from pre-existing vessel needed for nutrients and oxygen supplements.Many cancer drugs aimed to inhibit tumor angiogenesis through molecular targets, intracellular signaling pathways and inhibiting multiple cell types.…”

Section: Introductionmentioning

confidence: 99%