Structural modifications of coumarin derivatives: Determination of antioxidant and lipoxygenase (LOX) inhibitory activity

Roussaki, Marina; Zelianaios, Konstantinos; Kavetsou, Eleni; Hamilakis, Stylianos; Hadjipavlou‐Litina, Dimitra; Kontogiorgis, Christos; Liargkova, Thalia; Detsi, Anastasia

doi:10.1016/j.bmc.2014.10.008

Cited by 56 publications

(40 citation statements)

References 46 publications

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“…The assay was performed according to the experimental procedure from our previous publications (Melagraki et al, ; Roussaki et al, ; Roussaki, Kontogiorgis, Hadjipavlou‐Litina, Hamilakis, & Detsi, ). In an aqueous solution spectrophotometrically at 234 nm was monitored and recorded the production of conjugated diene hydro peroxide by oxidation of sodium linoleate.…”

Section: Methodsmentioning

confidence: 99%

“…Coumarins are naturally plant‐derived or synthetically obtained substances that belong to the benzopyrone family (Detsi, Kontogiorgis, & Hadjipavlou‐Litina, ). The wide bioactivity array, such as antioxidant (Matos et al, ), anti‐inflammatory (Melagraki et al, ; Roussaki et al, ), anticancer (Kavetsou et al, ; Ricci et al, ), antivirus (Atta‐ur‐Rahman., ), and neuroprotective (Okuyama et al, ), renders coumarins attractive for further evaluation as novel therapeutic agents. Research has shown that substitution on the coumarin scaffold strongly influences its pharmacological profile.…”

Section: Introductionmentioning

confidence: 99%

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Novel 3‐aryl‐5‐substituted‐coumarin analogues: Synthesis and bioactivity profile

Kavetsou

Katopodi

Argyri

et al. 2020

Drug Development Research

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Eighteen 3-aryl-5-substituted-coumarins-six 5-acetyloxy-derivatives, six 5-hydroxyderivatives, and six 5-geranyloxy-derivatives-were synthesized, structurally characterized and their antioxidant activity, lipoxygenase inhibitory ability, as well as their cytotoxic activity against human neuroblastoma SK-N-SH and HeLa adenocarcinoma cell lines were evaluated. The 5-acetyloxy-compounds 3a-3f were found to be the best cytotoxic agents among all the compounds studied. The bromo-substituted coumarins 3a and 3b were remarkably active against HeLa cell line showing IC 50 1.8 and 6.1 μM, respectively. Coumarin 5e possessing a geranyloxy-chain on position 5 of the coumarin scaffold presented dual bioactivity, while 5-geranyloxy-coumarin 5f was the most competent soybean lipoxygenase inhibitor of this series (IC 50 10 μM). As shown by in silico docking studies, the studied molecules present allosteric interactions with soybean lipoxygenases.

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Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Novel 3‐aryl‐5‐substituted‐coumarin analogues: Synthesis and bioactivity profile

Kavetsou

Katopodi

Argyri

et al. 2020

Drug Development Research

Self Cite

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show abstract

“…Few marketed anticancer indole derivatives are vincristine, vinblastine, vinorelbine, vindesine, mitraphylline, cediranib and apaziquone [2]. Coumarin is a bicyclic heterocycle belonging to benzopyran-2-one family which is constantly drawing interest due to its versatile pharmacological activities such as anti-HIV [16], anti-alzheimer's [17], antimalarial [18] and antioxidant [19]. The cytotoxic potential of coumarin derivatives are also extensively studied [20][21][22][23].…”

Section: Introductionmentioning

confidence: 99%

Some new indole–coumarin hybrids; Synthesis, anticancer and Bcl-2 docking studies

Kamath

Sunil

Ajees

et al. 2015

Bioorganic Chemistry

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“…Currently, lipoxygenase inhibitors become a potentially important agent that shows significant anti-inflammatory activity. 6,7 Flavonoids like baicalein and apigenin have been known to be useful as inhibitors of lipoxygenase in vitro. 8 Garcinia is the largest genus of the family Clusiaceae which has about 400 species is widespread in Asia, Africa, South America, and the Polynesian Islands.…”

Section: Introductionmentioning

confidence: 99%

Antioxidant Activity and Lipoxygenase Enzyme Inhibition Assay with Total Flavonoid Assay of Garcinia porrecta Laness. Stem Bark Extracts

Sari

Elya²,

Katrin³

2017

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Introduction:The genus Garcinia which is rich of secondary metabolites, mainly flavonoids, have known to have antioxidant and anti-inflammatory activity through the inhibition of lipoxygenase. There isn't found literature indicating research on inhibition of lipoxygenase activity been done in this plant. The purpose of this study is to obtain the data and determine the potential antioxidant activity, and inhibition of lipoxygenase activity of Garcinia porrecta Laness. stem bark extracts. Methods: This research is included FRAP (Ferric Reducing Antioxidant Power) method antioxidant assay, in vitro lipoxygenase inhibition assay, flavonoids qualitative analysis by thin layer chromatography, and total flavonoids assay in the most active extract. Results: The results showed the methanol, ethyl acetate and n-hexane extracts of G. porrecta Laness. stem bark using FRAP method, has antioxidant activity with EC50 values respectively 1.33; 4.97; and 19.96 µg/mL and lipoxygenase inhibition activity with IC50 values 0.23; 0.52; and 4.87 µg/mL. The most active extract in the both assay is methanol extract which has total flavonoids of 5.66 mg QE/g (quercetin equivalent). Conclusion: The results from the study show extracts of the stem bark of G. porrecta Laness. has antioxidant activity and potential for lipoxygenase inhibition.

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Structural modifications of coumarin derivatives: Determination of antioxidant and lipoxygenase (LOX) inhibitory activity

Cited by 56 publications

References 46 publications

Novel 3‐aryl‐5‐substituted‐coumarin analogues: Synthesis and bioactivity profile

Novel 3‐aryl‐5‐substituted‐coumarin analogues: Synthesis and bioactivity profile

Some new indole–coumarin hybrids; Synthesis, anticancer and Bcl-2 docking studies

Antioxidant Activity and Lipoxygenase Enzyme Inhibition Assay with Total Flavonoid Assay of Garcinia porrecta Laness. Stem Bark Extracts

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