Apoptosis and cell cycle disturbances induced by coumarin and 7-hydroxycoumarin on human lung carcinoma cell lines

López‐González, José Sullivan; Prado-Garcı́a, Heriberto; Aguilar-Cázares, Dolores; Molina-Güarneros, Juan; Morales-Fuentes, Jorge; Mandoki, Juan José

doi:10.1016/j.lungcan.2003.09.005

Cited by 106 publications

(79 citation statements)

References 22 publications

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“…Coumarin and its derivatives have shown a diverse array of biological activities including antimicrobial [17], chemotherapeutic [18,19], anticoagulant [20] and antiinflammatory [21]. A number of both naturally occurring and synthetic coumarins including aminocoumarins [22,23], hydroxycoumarins [24,25], pyranocoumarins [26], and furanocoumarins [27] have been reported to have significant antimicrobial activity against a wide range of microbes.…”

Section: Introductionmentioning

confidence: 99%

Isolation and characterisation of silver(I) complexes of substituted coumarin-4-carboxylates which are effective against Pseudomonas aeruginosa biofilms

et al. 2014

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a b s t r a c tA novel series of coumarin-4-carboxylate ligands (2a-2l), their Ag(I) complexes (3a-3l) together with a number of their phenanthroline adducts (4d, 4f and 4g) have been synthesised and characterised. The ligands were prepared by either acid or base hydrolysis of their corresponding esters or by demethylation of a methylated acid derivative. The esters (1a-1i) were synthesised by an aromatic electrophilic substitution reaction between the conjugate base of substituted phenols and a vinyltriphenylphosphonium salt. The novel series of Ag(I) carboxylate complexes were prepared by reaction of silver nitrate with the coumarin ligands in aqueous/alcohol solution. The Ag(I) phenanthroline adducts were prepared by reaction of the Ag(I) complex with 1,10-phenanthroline in aqueous/alcohol solution. A selection of complexes were screened for their in vitro antibacterial activity against Pseudomonas aeruginosa grown planktonically or as a biofilm as well as a number of other clinically important strains, Escherichia coli, MRSA and Staphylococcus aureus. The activity against the P. aeruginosa biofilm was found to be significantly greater than against the planktonic bacteria.

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Section: Introductionmentioning

confidence: 99%

Isolation and characterisation of silver(I) complexes of substituted coumarin-4-carboxylates which are effective against Pseudomonas aeruginosa biofilms

et al. 2014

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“…In recent years, increasing attention has been paid to cancer chemoprevention, which is defined as the use of natural or synthetic compounds to prevent the transformation of cells at early stages of tumorigenesis. Derivatives of coumarins activate the processes of cell differentiation and synthesis of melanin in malignant melanoma [13][14][15]. Coumarins are derivatives of -pyrone and are widespread in plants [16].…”

Section: Introductionmentioning

confidence: 99%

Evaluation of melanogenesis in A-375 melanoma cells treated with 5,7-dimethoxycoumarin and valproic acid

Chodurek

Orchel

et al. 2012

Cellular and Molecular Biology Letters

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Malignant melanoma (melanoma malignum) is one of the most dangerous types of tumor. It is very difficult to cure. In recent years, a lot of attention has been given to chemoprevention. This method uses natural and synthetic compounds to interfere with and inhibit the process of carcinogenesis. In this study, a new treatment strategy was proposed consisting of a combination of 5,7-dimethoxycoumarin (DMC), an activator of melanogenesis, and valproic acid (VPA), a well-known drug that is one of the histone deacetylase inhibitors (HDACis). In conjunction with 1 mM VPA, all of the tested concentrations of DMC (10–150 μM) significantly decreased the proliferation of A-375 cells. VPA and DMC also induced the synthesis of melanin and the formation of dendrite and star-shaped cells. Tyrosinase gene expression and tyrosinase activity significantly increased in response to VPA treatment. Pyrolysis with gas chromatography and mass spectrometry (Py-GC/MS) was used to investigate the structure of the isolated melanin. This showed that the quantitative and qualitative components of melanin degradation products are dependent on the type of applied melanogenesis inductor. Products derived from eumelanin were detected in the pyrolytic profile of melanin isolated from A-375 cells stimulated with DMC. Thermal degradation of melanin isolated from melanoma cells after exposure to VPA or a mixture of VPA and DMC revealed the additional presence of products derived from pheomelanin.

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“…Coumarins and their derivative compounds have been used in clinical treatment, alone or in combination therapy, of various malignant cancers, such as renal, lung and kidney carcinoma and malignant melanoma (15). Various in vitro data showed antineoplastic activity of these compounds, such as 7-hydroxycoumarin against lung adenocarcinoma and other cell lines (16)(17)(18)(19), the synthetic 6-nitro-7-hydroxycoumarin against renal and melanoma cell lines (20)(21)(22), esculetin against human leukemia cells (23), decursin against human prostate carcinoma cells (24), and daphnetin against human renal carcinoma cells (22).…”

Section: Introductionmentioning

confidence: 99%

Cell cycle arrest and differentiation induction by 5,7-dimethoxycoumarin in melanoma cell lines

Alesiani

Cicconi²,

Mattei³

et al. 2008

Int J Oncol

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Abstract. In the present study we investigated the antiproliferative activity of 5,7-dimethoxycoumarin on the murine B16 and human A375 melanoma cell lines. The inhibitory concentration 50 (IC 50 ) was estimated for each cell line by preliminary assay of tetrazolium salt reduction (MTT). With Trypan blue exclusion test we detected a cytostatic but not cytotoxic effect of the treatment in melanoma cells: 5,7-dimethoxycoumarin significantly reduced cell proliferation in a time-and dose-dependent manner, blocking the cell cycle in the G 0 /G 1 phase both in B16 and A375 cells. Melanoma growth reduction was coupled to a differentiation process detected by monitoring some specific markers: i) morphological changes with development of dendrite-like projections from the cell surface; ii) melanin synthesis; and iii) PpIX accumulation. Induction of the differentiation process was more significant in murine melanoma cells, where the treatment irreversibly reduced cell growth. Consistent with G 0 /G 1 arrest and melanogenesis in B16 cells, 5,7-dimethoxycoumarin strongly decreased activation of the mitogen-activated protein kinase extracellular signal-related kinase 1/2, which is upregulated in many types of cancer. These findings suggest that 5,7-dimethoxycoumarin should be further investigated through studies both in vitro, to identify the binding partners for this compound, and in preclinical animal models.

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Apoptosis and cell cycle disturbances induced by coumarin and 7-hydroxycoumarin on human lung carcinoma cell lines

Cited by 106 publications

References 22 publications

Isolation and characterisation of silver(I) complexes of substituted coumarin-4-carboxylates which are effective against Pseudomonas aeruginosa biofilms

Isolation and characterisation of silver(I) complexes of substituted coumarin-4-carboxylates which are effective against Pseudomonas aeruginosa biofilms

Evaluation of melanogenesis in A-375 melanoma cells treated with 5,7-dimethoxycoumarin and valproic acid

Cell cycle arrest and differentiation induction by 5,7-dimethoxycoumarin in melanoma cell lines

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