ω-6 polyunsaturated fatty acid γ-linolenic acid (18:3n-6) enhances docetaxel (Taxotere) cytotoxicity in human breast carcinoma cells: Relationship to lipid peroxidation and HER-2/neu expression

Menéndez, Javier A.; Ropero, Santiago; Lupu, Ruth; Colomer, Ramon

doi:10.3892/or.11.6.1241

Cited by 30 publications

(30 citation statements)

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“…The IC 50 concentration of 4-OHT alone was f13.5 Amol/L in MCF-7 and T-47D cells, but this was significantly reduced in the presence of persin (to 6.82 F 0.41 Amol/L and 9.81 F 0.63 Amol/L, respectively, when combined with 13.8 Amol/L persin; P < 0.05). The potentiation of 4-OHT cytotoxicity in the presence of persin was expressed as a sensitization factor (18) by dividing the IC 50 value of 4-OHT alone by that obtained following combination treatment (Fig. 1C).…”

Section: Persin Enhances the Responsiveness Of Er-positive Breast Canmentioning

confidence: 99%

Synergistic cytotoxicity between tamoxifen and the plant toxin persin in human breast cancer cells is dependent on Bim expression and mediated by modulation of ceramide metabolism

Roberts¹,

Gurisik

Biden

et al. 2007

Molecular Cancer Therapeutics

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Phytochemicals have provided an abundant source of novel therapeutics for the treatment of human cancers. We have previously described a novel plant toxin, persin, derived from avocado leaves, which has unique in vivo actions in the mammary epithelium and Bim-dependent, cytotoxic effects in human breast cancer cells in vitro.Compounds structurally similar to persin, such as the polyunsaturated fatty acid, conjugated linoleic acid, can attenuate steroid hormone receptor signaling and modulate the response of breast cancer cells to antiestrogens. Here, we provide evidence that persin may have similar effects by showing its potent proapoptotic synergy with the antiestrogen 4-hydroxytamoxifen. However, although persin transcriptionally down-regulates estrogen receptor (ER) expression, unlike conjugated linoleic acid, it also shows efficacy in ER-negative breast cancer cells, both alone and in combination with 4-hydroxytamoxifen, whereas normal breast epithelial cells are unaffected, suggesting it may act via a distinct, ER-independent mechanism. These proapoptotic synergistic interactions are associated with increased de novo ceramide synthesis and are dependent on expression of the proapoptotic protein Bim. These data show that persin should be further investigated as a potential novel cancer therapeutic agent because it significantly enhances the sensitivity of breast cancer cells to the cytotoxic effects of tamoxifen, regardless of their ER status, while displaying apparent specificity for the malignant phenotype. [Mol Cancer Ther 2007;6(10):2777 -85]

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Section: Persin Enhances the Responsiveness Of Er-positive Breast Canmentioning

confidence: 99%

Synergistic cytotoxicity between tamoxifen and the plant toxin persin in human breast cancer cells is dependent on Bim expression and mediated by modulation of ceramide metabolism

Roberts¹,

Gurisik

Biden

et al. 2007

Molecular Cancer Therapeutics

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“…Compounds 3 and 4 were the most active analogs, with IC 50 values ranging from 0.32 μM for SK-OV-3 cells to 0.4 μM for SK-MEL, compound [1] and [2] possessed strong anti-cancer activity ranging from 0.31 to 0.36 for HL-60 cells. The significant anti-cancer activity of compounds [1] and [2] is attributed to the presence of a methylene interrupted 9-hydroxy and Z-11-monounsaturation in its C-18 fatty acid moiety.…”

Section: In-vitro Anti-cancer Screeningmentioning

confidence: 99%

“…The cytotoxic potencies of these compounds are expressed in terms of IC 50 values, as shown in TABLE 1. Compounds [1] to [4] showed significant cytotoxicity to all cancer cells tested.…”

Section: In-vitro Anti-cancer Screeningmentioning

confidence: 99%

“…It is now popular, to use diet or natural dietary supplement against cancer. Current trends in the treatment of human cancers favor drug combinations that result in improved responses, where the contributions of a variety of fatty acids have been proved highly significant 1 . A number of fatty acids are part of our diet; therefore, nutritional dietary supplements highly enriched in certain fatty acid have been suggested to prevent the side effects of cancer therapy 2,3 .…”

Section: Introductionmentioning

confidence: 99%

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2015

IJPSR

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ABSTRACT:The present study enumerates the synthesis, spectroscopic characterization, and evaluation of antitumor properties of esters of two fatty acids viz., 5-hexenoic acid and iso-ricinoleic acid with 2, 4-or 2, 6-diisopropylphenol (Propofol). Propofol is a potent intravenous hypnotic agent which is widely used for the induction and maintenance of anesthesia and for sedation in the intensive care unit. Propofol also possess anti-cancer properties in addition to its sedative effects. Cytotoxicity of all the synthesized compounds was examined against a panel of four human solid tumor cell lines, SK-MEL, KB, BT-549, SK-OV-3, and one human leukemia cell line, HL-60. To compare their tumor selectivity over normal cell lines, VERO cells were also included. The results indicate that these novel conjugates might represent a new class of anti-tumor agents that possess selectivity toward cancer cells over normal cells.

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“…A combination of different fatty acids and their combination with other natural products produce synergistic effects in cancer therapies [2][3][4]. Recently, polyunsaturated fatty acids (PUFA) have raised interest as novel anti-cancer agents as they possess effective tumoricidal properties while not causing damage to normal cells or generating harmful side effects [5][6][7]. It is well recognized that essential fatty acids could play an important role in cancer treatment.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, spectroscopic and anti‐tumor studies of polyphenol‐linoleates derived from natural polyphenols

Mustafa

Khan

Ferreira

et al. 2007

Euro J Lipid Sci & Tech

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An efficient first synthesis of di-, hexa-and octa-esters (octadeca-Z-9,12-dienoates, linoleates) from natural 1,5-bis-(4'-hydroxyphenyl)penta-Z-1,4-diene (Ginkgo biloba L.), (-)-epigallocatechin and (-)-epigallocatechin-3-O-gallate (jasmine tea/green tea), respectively, was developed. Using dicyclohexyl carbodiimide as an activating reagent in the presence of a catalytic amount of 4-dimethylaminopyridine in the polyesterification reactions gave di-, hexa-and octa-products (4), (7), and (8), respectively, in quantitative yields. A three-step efficient procedure for the synthesis of 1,5-bis-[4'-O-(octadec-Z-9",12"-dienoate)phenyl]penta-Z-1,4-diene (4) was also developed. The key step in the synthesis involved a stereoselective Wittig diolefination reaction that produced the penta-Z-1,4-diene system of (4). 1 H and 13 C NMR and MS techniques confirmed the structures of the esters. The esterified compounds were tested for in vitro anti-tumor activities against four and three human cancer cell lines at NCNPR and at NCI, respectively. They were found inactive as they failed to inhibit 50% growth of these cancer cells.

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ω-6 polyunsaturated fatty acid γ-linolenic acid (18:3n-6) enhances docetaxel (Taxotere) cytotoxicity in human breast carcinoma cells: Relationship to lipid peroxidation and HER-2/neu expression

Cited by 30 publications

References 0 publications

Synergistic cytotoxicity between tamoxifen and the plant toxin persin in human breast cancer cells is dependent on Bim expression and mediated by modulation of ceramide metabolism

Synergistic cytotoxicity between tamoxifen and the plant toxin persin in human breast cancer cells is dependent on Bim expression and mediated by modulation of ceramide metabolism

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Synthesis, spectroscopic and anti‐tumor studies of polyphenol‐linoleates derived from natural polyphenols

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