Antiproliferative Effects of Garlic Constituents in Cultured Human Breast-Cancer Cells

Li, G; Ch, Qiao; Lin, Ri; Pinto, Jéssica Cristina; Mp, Osborne; Tiwari, Rakesh

doi:10.3892/or.2.5.787

Cited by 19 publications

(20 citation statements)

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“…These results are in agreement with the literature for Pd(II) and Pt(II) complexes involving amino acid derivatives showing S,N-coordination sites to the metal ions (14). 13 C NMR data are in agreement with S and N coordination proposed by analyzing the 1 H NMR and IR spectra. 13 C NMR chemical shifts for deoxyalliin and the Pd(II) complex are shown in Fig.…”

Section: H and 13 C Nmr Spectrometrysupporting

confidence: 92%

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Synthesis, characterization, and biological activity of a new palladium(II) complex with deoxyalliin

Corbi¹,

Massabni²,

Moreira³

et al. 2005

Can. J. Chem.

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Synthesis, characterization, and biological activity of a new water-soluble Pd(II)-deoxyalliin (S-allyl-Lcysteine) complex are described in this article. Elemental and thermal analysis for the complex are consistent with the formula [Pd(C 6 H 10 NO 2 S) 2 ]. 13 C NMR, 1 H NMR, and IR spectroscopy show coordination of the ligand to Pd(II) through S and N atoms in a square planar geometry. Final residue of the thermal treatment was identified as a mixture of PdO and metallic Pd. Antiproliferative assays using aqueous solutions of the complex against HeLa and TM5 tumor cells showed a pronounced activity of the complex even at low concentrations. After incubation for 24 h, the complex induced cytotoxic effect over HeLa cells when used at concentrations higher than 0.40 mmol/L. At lower concentrations, the complex was nontoxic, indicating its action is probably due to cell cycle arrest, rather than cell death. In agreement with these results, the flow cytometric analysis indicated that after incubation for 24 h at low concentrations of the complex cells are arrested in G0/G1. Résumé :On décrit la synthèse, la caractérisation et l'activité biologique d'un nouveau complexe, soluble dans l'eau, de Pd(II)-désoxyalliine (S-allyl-L-cystéine). Les analyses élémentaire et thermique du complexe sont en accord avec la formule [Pd(C 6 H 10 NO 2 S) 2 ]. Les spectres de RMN du 13 C et du 1 H ainsi que la spectroscopie infrarouge permettent de montrer que la coordination du ligand au Pd(II) se fait par les atomes de soufre et d'azote dans une géométrie plan carré. Le résidu final du traitement thermique a été identifié comme un mélange de PdO et de Pd métallique. Des essais antiproliférations à l'aide de solutions aqueuses du complexe ont permis de démontrer l'activité prononcée du complexe contre les cellules cancéreuses HeLa et TM5, même à faibles concentrations. Après une incubation de 24 h, le complexe utilisé à des concentrations supérieures à 0,40 mmol/L induit un effet cytotoxique vis-à-vis des cellules HeLa. À des concentrations plus faibles, le complexe n'est pas toxique, ce qui indique que son action est probablement due à un arrêt du cycle cellulaire plutôt qu'à une mort de la cellule. En accord avec ces résultats, l'analyse de l'écoulement cytométrique indique que, après une incubation de 24 h à de faibles concentrations de complexe, les cellules de G0/G1 s'arrêtent.

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Section: H and 13 C Nmr Spectrometrysupporting

confidence: 92%

“…More recent studies have shown that deoxyalliin may be considered a biological antagonist of nitrosomorpholine, the substance responsible for the development of hepatic cancer in humans (11). It also exhibits the capacity to inhibit proliferation of malignant cells from the human nervous system and thorax (12,13).…”

Section: Introductionmentioning

confidence: 98%

Synthesis, characterization, and biological activity of a new palladium(II) complex with deoxyalliin

Corbi¹,

Massabni²,

Moreira³

et al. 2005

Can. J. Chem.

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“…SAC inhibits cholesterol synthesis in hepatocyte cultures (45) and in chickens (46). It increases glutathione level in various cells (47,48% inhibits carcinogen binding to mammary DNA (25), possesses antioxidative effects (24% brain-protective effects (26,49,50% hepato-protective effects against various chemicals (47,51) and other effects. Since it is bioavailable and can reach specific organs and cells, it is reasonable to study SAC in in vitro systems.…”

Section: Bioavailability Of Garlic Compoundsmentioning

confidence: 98%

Role of Marker Compounds of Herbs and Their Bioavailability in Quality, Efficacy, and Safety of Products

Amagase¹

2001

ACS Symposium Series

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“…Epidemiologic and preclinical studies support the likelihood of the garlic as a chemopreventive and anticarcinogenic agent. Several lines of evidence point to allyl sulfur compounds as potentially important antitumorigenic agents (Dirsch et al 1998;Knowles and Milner 1998;Lea 1996;Lea et al 1999;Li et al 1995;Pinto et al 1997Pinto et al , 2001Sakamoto et al 1997;Scharfenberg et al 1990Scharfenberg et al , 1994Sigounas et al 1997;Milner 1993, 1996;Takeyama et al 1993;Welch et al 1992;Nian et al 2008). Toohey suggested that the malignant proliferation of cells may be related to a deficiency of sulfane sulfur.…”

Section: Introductionmentioning

confidence: 99%

Allyl sulfur compounds and cellular detoxification system: effects and perspectives in cancer therapy

2010

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Natural organosulfur compounds (OSCs) have been shown to have chemopreventive effects and to suppress the proliferation of tumor cells in vitro through the induction of apoptosis. The biochemical mechanisms underlying the antitumorigenic and anti-proliferative effects of garlic-derived OSCs are not fully understood. Several modes of action of these compounds have been proposed, and it seems likely that the rate of clearance of allyl sulfur groups from cells is a determinant of the overall response. The aim of this review is to focus attention on the effects of natural allyl sulfur compounds on the cell detoxification system in normal and tumor cells. It has been already reported that several natural allyl sulfur compounds induce chemopreventive effects by affecting xenobiotic metabolizing enzymes and inducing their down-activation. Moreover, different effects of water-and oil-soluble allyl sulfur compounds on enzymes involved in the detoxification system of rat tissues have been observed. A direct interaction of the garlic allyl sulfur compounds with proteins involved in the detoxification system was studied in order to support the hypothesis that proteins possessing reactive thiol groups and that are involved in the detoxification system and in the cellular redox homeostasis, are likely the preferential targets of these compounds. The biochemical transformation of the OSCs in the cell and their adducts with thiol functional groups of these proteins, could be considered relevant events to uncover the anticancer properties of the allyl sulfur compounds. Although additional studies, using proteomic approaches and transgenic models, are needed to identify the molecular targets and modes of action of these natural compounds, the allyl sulfur compounds can represent potential ideal agents in anticancer therapy, either alone or in association with other antitumor drugs.

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Antiproliferative Effects of Garlic Constituents in Cultured Human Breast-Cancer Cells

Cited by 19 publications

References 0 publications

Synthesis, characterization, and biological activity of a new palladium(II) complex with deoxyalliin

Synthesis, characterization, and biological activity of a new palladium(II) complex with deoxyalliin

Role of Marker Compounds of Herbs and Their Bioavailability in Quality, Efficacy, and Safety of Products

Allyl sulfur compounds and cellular detoxification system: effects and perspectives in cancer therapy

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