Investigation of the cytotoxicity of bioinspired coumarin analogues towards human breast cancer cells

Gkionis, Leonidas; Kavetsou, Eleni; Kalospyros, Alexandros; Manousakis, Dimitris; Sanz, Miguel Garzon; Butterworth, Sam; Detsi, Anastasia

doi:10.1007/s11030-020-10082-6

Cited by 17 publications

(7 citation statements)

References 58 publications

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“…A similar synergy of action by auraptene with commonly used cancer chemotherapeutics (e.g. reduction of tumor masses in cultured cell models of human breast cancer) was observed by Gkionis et al (2020).…”

Section: Auraptenesupporting

confidence: 64%

Auraptene and umbelliprenin: a review on their latest literature acquisitions

et al. 2020

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Auraptene and umbelliprenin are among the most abundant naturally occurring prenyloxy umbelliferone derivatives. Both have been mainly isolated from plants belonging to numerous genera of the Rutaceae (in particular auraptene in Citrus spp.) and Apiaceae (in particular umbelliprenin in Ferula spp.) families, comprising different and widely used medicinal plants and in general plants having beneficial effects to human welfare as well as edible fruits and vegetables. Although known for quite a long time (nearly a century for auraptene and 50 years for umbelliprenin), only in the last two decades the two title natural compounds were revealed to possess valuable and promising pharmacological properties as dietary feeding active cancer chemopreventive, antibacterial, anti-protozoal, anti-fungal, anti-inflammatory, neuroprotective, and anti-oxidant agents among the activities best detailed in the recent literature. The aim of this comprehensive review is to outline in detail the effects described in the very last years for auraptene and umbelliprenin and what has been reported about the mechanisms of action underlying the observed pharmacological activities of these oxyprenylated secondary metabolites. In view of the herein described data suggestions on how to address the future research about both natural products in the best ways according to Authors will be also provided.

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Section: Auraptenesupporting

confidence: 64%

Auraptene and umbelliprenin: a review on their latest literature acquisitions

et al. 2020

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“…Different treatment methods and/or drugs that have been researched for many years aim not only to eliminate the disease but also to protect existing healthy tissues. There are many studies in literature on the structure-activity relationship of coumarin derivatives as anticancer drug candidates [11,[67][68][69][70][71]. However, the study examining the anticancer effect of synthetic coumarin-7 derivatives both to increase the drug-activity relationship and with biodegradable polymeric controlled release system is quite limited.…”

Section: In Vitro Anticancer Activitiesmentioning

confidence: 99%

Synthesis of novel coumarin-triazole hybrids and first evaluation of the 4-phenyl substituted hybrid loaded PLGA nanoparticles delivery system to the anticancer activity

Arvas,

Ucar,

Acar

et al. 2024

Nanotechnology

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Despite the discovery of many chemotherapeutic drugs that prevent uncontrolled cell division processes in the last century, many studies are still being carried out to develop drugs with higher anticancer efficacy and lower level of side effects. Herein, we designed, synthesized, and characterized six novel coumarin-triazole hybrids, and evaluated for anticancer activity of the one with the highest potential against the breast cancer cell line, MCF-7 and human cervical cancer cell line, HeLa. Compound 21 which was the coumarin derivative including phenyl substituent with the lowest IC50 value displayed the highest cytotoxicity against the studied cancer cell line. Furthermore, the potential use of poly (lactic-co-glycolic acid) nanoparticles (PLGA NPs) prepared by the emulsifying solvent evaporation method as a platform for a drug delivery system was studied on a selected coumarin derivative 21. This coumarin derivative-loaded PLGA NPs were produced with an average size of 225.90 ± 2.96 nm, -16.90 ± 0.85 mV zeta potential, and 4.12 ± 0.90 % drug loading capacity. The obtained 21-loaded nanoparticles were analyzed spectroscopically and microscopically with FT-IR, UV-Vis, and SEM as well as TGA, Raman, and XRD. The in vitro release of 21 from the nanoparticles exhibited a controlled release profile just over one month following a burst release in the initial six hours and in addition to this a total release ratio of %50 and %85 were obtained at pH 7.4 and 5.5, respectively. 21-loaded nanoparticles displayed remarkably effective anticancer activity than 21. The IC50 values were determined as IC50 (21-loaded NPs): 0.42 ± 0.01 mg/mL and IC50 (free 21 molecule): 5.74 ± 3.82 mg/mL against MCF-7 cells, and as IC50 (21-loaded NPs): 0.77 ± 0.12 mg/mL and IC50(free21 molecule): 1.32 ± 0.31 mg/mL against HeLa cells after the incubation period of 24h. Our findings indicated that triazole-substituted coumarins may be used as an anticancer agent by integrating them into a polymeric drug delivery system providing improved drug loading and effective controlled drug release.

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“…4 Coumarins are multi-targeting heterocyclic organic compounds belonging to the class of benzopyrones 5 that are widely distributed in nature. 6 They have been also reported as effective chemopreventive and anticancer agents in vitro and in vivo. 7 Coumarin derivatives such as Irosustat, can exert diverse antiproliferative mechanisms and is under clinical trials.…”

Section: Introductionmentioning

confidence: 99%

Anticancer Properties and Clinical Trials of Coumarins: A Review

Shaheen

Nyemb

Segueni³

et al. 2022

Free Rad. Antiox.

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Cancer has evolved as one of the most common causes of mortality, worldwide. Though numerous chemotherapeutic treatments are available, their side effects such as cytotoxicity and drug resistance form a big problem during the cancer treatment. Recent studies of anticancer activities conducted on natural products isolated from plants, namely coumarin and related compounds, prove them to be a promising drug candidate in cancer treatments. Efforts made by the scientists to design and develop novel anti-cancer agents using coumarins as lead compounds and study their effectiveness using Structural Activity Relationship is worth appreciating. This review, therefore, focuses on the recent progress in the discovery of coumarin derivatives with potential antitumor activity. It also summarizes their structureactivity relationship, and mechanism of action studies.

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Investigation of the cytotoxicity of bioinspired coumarin analogues towards human breast cancer cells

Cited by 17 publications

References 58 publications

Auraptene and umbelliprenin: a review on their latest literature acquisitions

Auraptene and umbelliprenin: a review on their latest literature acquisitions

Synthesis of novel coumarin-triazole hybrids and first evaluation of the 4-phenyl substituted hybrid loaded PLGA nanoparticles delivery system to the anticancer activity

Anticancer Properties and Clinical Trials of Coumarins: A Review

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