4-Hydroxycoumarin disorganizes the actin cytoskeleton in B16?F10 melanoma cells but not in B82 fibroblasts, decreasing their adhesion to extracellular matrix proteins and motility

Velasco-Velázquez, Marco A.; Agramonte-Hevia, José; Barrera, Diana; Jiménez-Orozco, Alejandro; Garcı́a-Mondragón, Marı́a Juana; Mendoza-Patiño, Nicandro; Landa, Abraham; Mandoki, Juan José

doi:10.1016/s0304-3835(03)00333-1

Cited by 83 publications

(44 citation statements)

References 34 publications

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“…Some coumarins display cytostatic properties while others have cytotoxic activities (2). Their inhibitory eff ect on cell proliferation was confi rmed in various carcinoma cell lines, including those of melanoma, leukaemia, renal carcinoma, prostate and breast cancer (1,(3)(4)(5). This activity was further validated by other investigators in human subjects as well (6,7).…”

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confidence: 73%

Potential antiproliferative effect of isoxazolo- and thiazolo coumarin derivatives on breast cancer mediated bone and lung metastases

et al. 2015

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Potential antiproliferative effect of isoxazolo-and thiazolo coumarin derivatives on breast cancer mediated bone and lung metastasesThe study highlights the current progress in the development of coumarin scaffolds for drug discovery as novel anticancer agents in metastatic breast cancer. Eight compounds, combining the coumarin core and five membered heterocycles (isoxazoles and thiazoles) in hydrazinyldiene--chroman-2,4-diones, were characterized in terms of a potential antiproliferative effect on bone (SCP1833) and lung (SCP4175) metastatic breast cancer cell lines using the 3-[4,5-dimethylthiazol-2-yl]-2,5-diphenyltetrazolium bromide assay. Cell viability was evaluated after 48 and 72 h of treatment and the 50 % inhibitory concentrations were determined. The results demonstrated dose-and time-dependent activity, with the most potent molecules having a thiazole moiety, without or with additional methyl group(s) attached to the carbon(s) at position(s) 5 and/or 4 in the thiazole ring. These molecules possessed significantly higher potency against both test cell lines compared to 4-hydroxycoumarin.

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confidence: 73%

Potential antiproliferative effect of isoxazolo- and thiazolo coumarin derivatives on breast cancer mediated bone and lung metastases

et al. 2015

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“…This event was also in concert with our previous cytofluorimetric evidence; indeed, in the literature it was reported how actin depolymerization arrested yeast cells in the G2-M phase by preventing their nuclear division. 45 Velasco-Velázquez et al 46 demonstrated that the coumarin derivative 4-hydroxycoumarin was able to disorganize cytoskeletal actin in B16F10 melanoma cells without altering its gene expression. Moreover, recently it was shown 47 that the fluorophore coumarin-6 coupled with solid lipid nanoparticles was able to penetrate in A30 human alveolar cells and spread out in the cytoplasm depending on the actin cytoskeletal structure, suggesting the possible physicochemical affinity and the consequent direct interaction between coumarin compounds and actin.…”

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confidence: 99%

Nanodiamonds coupled with 5,7-dimethoxycoumarin, a plant bioactive metabolite, interfere with the mitotic process in B16F10 cells altering the actin organization

Gismondi¹,

Nanni²,

Reina³

et al. 2016

IJN

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For the first time, we coupled reduced detonation nanodiamonds (NDs) with a plant secondary metabolite, citropten (5,7-dimethoxycoumarin), and demonstrated how this complex was able to reduce B16F10 tumor cell growth more effectively than treatment with the pure molecule. These results encouraged us to find out the specific mechanism underlying this phenomenon. Internalization kinetics and quantification of citropten in cells after treatment with its pure or ND-conjugated form were measured, and it was revealed that the coupling between NDs and citropten was essential for the biological properties of the complex. We showed that the adduct was not able to induce apoptosis, senescence, or differentiation, but it determined cell cycle arrest, morphological changes, and alteration of mRNA levels of the cytoskeletal-related genes. The identification of metaphasic nuclei and irregular disposition of β-actin in the cell cytoplasm supported the hypothesis that citropten conjugated with NDs showed antimitotic properties in B16F10 cells. This work can be considered a pioneering piece of research that could promote and support the biomedical use of plant drug-functionalized NDs in cancer therapy

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“…The crude products recrystallized from 50 % ethanol while some compound from mixture of ethanol and DMF. The structures of the isolated products 3-4 were established by their spectroscopic (UV, IR, 1 H NMR, 13 C NMR and MS) data and elemental analyses.…”

Section: Resultsmentioning

confidence: 99%

“…Melting points were determined using an Electrothermal apparatus and are uncorrected. 1 H NMR and 13 C NMR spectra were carried on a Varian Gemini 300 (300 MHz) spectrometer using TMS as internal standard (δ = 0 ppm). IR spectra were recorded on a Perkin-Elmer 398 Spectrophotometer.…”

Section: Methodsmentioning

confidence: 99%

Complexation and Extraction of Transition Metal Cations by New Azodyes: Synthesis, Structure Elucidation and Binding Properties

Naouali¹,

Mellah²,

Ternane³

et al. 2018

Asian J. Chem.

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4-Hydroxycoumarin disorganizes the actin cytoskeleton in B16?F10 melanoma cells but not in B82 fibroblasts, decreasing their adhesion to extracellular matrix proteins and motility

Cited by 83 publications

References 34 publications

Potential antiproliferative effect of isoxazolo- and thiazolo coumarin derivatives on breast cancer mediated bone and lung metastases

Potential antiproliferative effect of isoxazolo- and thiazolo coumarin derivatives on breast cancer mediated bone and lung metastases

Nanodiamonds coupled with 5,7-dimethoxycoumarin, a plant bioactive metabolite, interfere with the mitotic process in B16F10 cells altering the actin organization

Complexation and Extraction of Transition Metal Cations by New Azodyes: Synthesis, Structure Elucidation and Binding Properties

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