Effet d'ammonium quaternaire halogène sur des cultures de cellules tumorales

Gastaud, Jean-Marie; Senelar, R; Pujol, H

doi:10.1016/s0764-4469(97)89619-9

Cited by 3 publications

(5 citation statements)

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“…These quaternary ammonium chitosan derivatives were demonstrated to have antimicrobial activity [28][29][30] and were found to inhibit the proliferation of various cancer cell lines. 31,32 In this study, we report on the synthesis and characterization of a series of water-soluble quaternary ammonium chitosan (WSC) derivatives. The chemical composition, molecular weight, ionic strength, and degree of substitution (DS) of the materials were determined using FTIR, 1 H NMR, pH, and conductivity measurements.…”

Section: Introductionmentioning

confidence: 99%

“…This chitosan derivative was explored for use in gene delivery and found to have an improved ability to complex DNA in comparison to unmodified chitosan. , Quaternary ammonium chitosan derivatives were also prepared and found to be completely water-soluble over a broad pH range. These quaternary ammonium chitosan derivatives were demonstrated to have antimicrobial activity − and were found to inhibit the proliferation of various cancer cell lines. , …”

Section: Introductionmentioning

confidence: 99%

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Synthesis and Physicochemical and Dynamic Mechanical Properties of a Water-Soluble Chitosan Derivative as a Biomaterial

et al. 2006

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The physicochemical and rheological properties of a water-soluble chitosan (WSC) derivative were characterized in order to facilitate its use as a novel material for biomedical applications. The WSC was prepared by conjugating glycidyltrimethylammonium chloride (GTMAC) onto chitosan chains. Varying the molar ratio of GTMAC to chitosan from 3:1 to 6:1 produced WSCs with a degree of substitution (DS) that ranged from 56% to 74%. The WSC with the highest DS was soluble in water up to concentrations of 25 g/dL at room temperature. An increase in the polymer concentration gradually increased both the pH and conductivity of the WSC solutions. The rheological properties of the WSC solutions were found to be dependent on the salt and polymer concentrations as well as the DS value. In the absence of salt, the rheological behavior of the WSC was found to be typical of that for a polyelectrolyte in the dilute solution regime. However, the addition of salt decreased the viscosity of the polymer solution due to the reduction of electrostatic repulsions by the positively charged trimethylated ammonium groups of the WSC. In the concentrated regime, the viscosity of the WSCs was found to follow a power-law expression. The lowest DS WSC had the more favorable viscoelastic properties that were attributed to its high molecular weight, as confirmed by the stress relaxation spectra and intrinsic viscosity measurements. The effect of DS on the degree of interaction between WSC and the lipid egg phosphatidylcholine was investigated by FTIR analysis. Overall, the lower DS WSC had enhanced rheological properties and was capable of engaging in stronger intermolecular physical interactions.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Synthesis and Physicochemical and Dynamic Mechanical Properties of a Water-Soluble Chitosan Derivative as a Biomaterial

et al. 2006

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“…For this reason they are potentially biologically active compounds. Since Ambrose and his co‐workers33 reported that tumor cells have a higher‐negative surface charge than the components' cell, many different types of quaternary ammonium compounds have been screened for their antitumor activity34 Moreover, Gastand and co‐workers indicated that halogenic quaternary ammoniums induced a present growth inhibitory activity on different cancer cell lines 36. Recently, Soug et al37 reported that DNA interact and its cross‐linking action might be the key factor to inhibit transcription by quaternary ammonium compounds.…”

Section: Discussionmentioning

confidence: 99%

Synthesis of novel poly 2‐vinylpyridine‐mixed metal complexes and studying their effect as antitumor chemotherapeutic agents, part 2

Mazrouaa

Badawi

Noaman

et al. 2010

J of Applied Polymer Sci

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The poly2-vinylpyridine and cationic polymer-mixed metal complexes (P2VPMC) have been prepared and characterized by analytical measurement such as: molecular weight, elemental analysis, IR-spectroscopy, NMR-spectroscopy, XRD, and UV. The degree of N-alkylation of poly vinyl pyridine (P-2VP) was 10% determined by chlorine content according to elemental microanalysis. Through ICP instrument the complexation between P-2VPC and the mixed metal chlorides was proven. The structure of the samples was characterized using X-ray diffraction. It was found that the complexes have amorphous properties. The antitumor activity of this compound was examined in vitro on cell lines. The results reflect pronounced cytotoxicity of P-2VPMC against animal experimental EAC cells line, and human, HeLa, HCT116 and Hep-G2, cell lines. Antitumor activity of the novel compound as applied on mice bearing Ehrlich solid carcinoma, revealed delays tumor growth compared with untreated animals and decreases tumor volume. The antitumor activity of the P2VPMC might be due to its ability to pass through the membrane and interact with, DNA causing cross-linking action which might be the key factor for great antitumor activity of the P2VPMC compound.

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“…QACs have been reported to act as A: Structures of quaternary ammonium compounds (QACs) that selectively upregulated doxorubicin's lethality in RKO-E6 cells. GMS-041F is an analog of benzalkonium chloride that has been reported to inhibit proliferation of several human cancer cell lines (Gastaud et al, 1998). B: RKO-E6 cells were treated with cetrimonium bromide in the presence of 0.5 mg/ml doxorubicin or camptothecin for 24 hr in 384-well plates.…”

Section: Quaternary Ammonium Compoundsmentioning

confidence: 99%

“…Benzalkonium salts have effects on a variety of cells (including T cells); downregulate tumor necrosis factor (TNF) expression; and are effective bactericidal, fungicidal, and virucidal agents with pleiotropic (direct and immunologically mediated) inhibitory activity against pathogens (Patarca and Fletcher, 1995;Patarca et al, 2000). Although these compounds have been primarily used as anti-infective agents, an analog of benzalkonium chloride has been reported to inhibit proliferation of several human cancer cell lines (Gastaud et al, 1998). These authors proposed that the ability of quaternary ammonium functional groups to act as alkylating agents might be responsible for their inhibitory effect on tumor cells.…”

Section: Quaternary Ammonium Compoundsmentioning

confidence: 99%

Using small molecules to overcome drug resistance induced by a viral oncogene

et al. 2006

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We used small molecule screening to discover compounds and mechanisms for overcoming E6 oncogene-mediated drug resistance. Using high-throughput screening in isogenic cell lines, we identified compounds that potentiate doxorubicin's lethality in E6-expressing colon cancer cells. Such compounds included quaternary ammonium salts, protein synthesis inhibitors, 11-deoxyprostaglandins, and two additional classes of compounds-analogs of 1,3-bis(4-morpholinylmethyl)-2-imidazolidinethione (a thiourea) and acylated secondary amines that we named indoxins. Indoxins upregulated topoisomerase IIalpha, the target of doxorubicin, thereby increasing doxorubicin lethality. We developed a photolabeling strategy to identify targets of indoxin and discovered a nuclear actin-related protein complex as a candidate indoxin target.

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Effet d'ammonium quaternaire halogène sur des cultures de cellules tumorales

Cited by 3 publications

References 5 publications

Synthesis and Physicochemical and Dynamic Mechanical Properties of a Water-Soluble Chitosan Derivative as a Biomaterial

Synthesis and Physicochemical and Dynamic Mechanical Properties of a Water-Soluble Chitosan Derivative as a Biomaterial

Synthesis of novel poly 2‐vinylpyridine‐mixed metal complexes and studying their effect as antitumor chemotherapeutic agents, part 2

Using small molecules to overcome drug resistance induced by a viral oncogene

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