Increased acetylation of histones induced by diallyl disulfide and structurally related molecules.

Lea, Michael A.; Randolph, Verrell M.; Patel, M

doi:10.3892/ijo.15.2.347

Cited by 50 publications

(61 citation statements)

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“…1 The lack of effect seen with butyl sulfide and butyl disulfide on histone deacetylase and histone acetylation contrasts with our earlier observations with diallyl sulfide and diallyl disulfide. 5 This suggests that the allyl group is an important feature in actions on histone acetylation. More extensive structure/activity studies will be required to confirm this relationship.…”

Section: Discussionmentioning

confidence: 99%

“…The procedure for immunoblotting of polyacrylamide gels was performed as described by Lea et al 5 Rabbit polyclonal antibodies against acetylated H3 (Catalog number 06-599) and H4 histones (Catalog number 06-598) were obtained from Upstate Biotechnology (Lake Placid, NY). Rabbit polyclonal antibody against acetylated H2A (Catalog number AHP419) was obtained from Serotec Inc. (Raleigh, NC).…”

Section: Histone Isolation and Electrophoresismentioning

confidence: 99%

“…[1][2][3] We have observed that some allyl sulfur compounds can inhibit growth, induce differentiation and cause increased acetylation of histones in leukemic cells. 4,5 These compounds included diallyl disulfide and allyl mercaptan. A number of allyl compounds can be derived from plants of dietary significance.…”

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confidence: 99%

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Induction of histone acetylation in mouse erythroleukemia cells by some organosulfur compounds including allyl isothiocyanate

et al. 2001

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In previous studies we observed that some allyl sulfides can cause increased acetylation of histones and differentiation in DS19 mouse erythroleukemia cells. In the present work we observed increased acetylation of histones with allyl isothiocyanate and butanethiol but not with butyl sulfide or butyl disulfide. Increased acetylation of histones was established by change in electrophoretic mobility, incorporation of [ 3 H]acetate or immunoblotting. Histone deacetylase in nuclei of DS19 cells was inhibited 74% by 0.5 mM allyl mercaptan and 43% by 0.5 mM butanethiol but was not significantly affected by 0.5 mM allyl isothiocyanate. There was some degree of reversibility in the effect of allyl isothiocyanate when the cells were incubated for 15 hr in fresh medium. The data suggested that allyl isothiocyanate may stimulate histone acetylation rather than inhibit histone deacetylation. Addition of allyl isothiocyanate, however, had very little or no additional effect on the induction of histone acetylation caused by trichostatin A. Histone acetyltransferase activity determined in cell homogenates was not increased by preincubation of cells with allyl isothiocyanate or inclusion of allyl isothiocyanate in the assay medium. It was concluded that treatment of mouse erythroleukemia cells with allyl isothiocyanate can cause increased acetylation of histones but the mechanism for this effect requires further elucidation.

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Section: Discussionmentioning

confidence: 99%

Section: Histone Isolation and Electrophoresismentioning

confidence: 99%

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Induction of histone acetylation in mouse erythroleukemia cells by some organosulfur compounds including allyl isothiocyanate

et al. 2001

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“…In in vivo studies, their treatment provides protection from chemically induced cancer of various organs and inhibited tumor growth in xenograft models. DADS and its active metabolite S-allylmercaptocysteine [SAMC] are finally metabolized to allyl mercaptan [AM] and other metabolites (92).…”

Section: Organosulfur Compoundsmentioning

confidence: 99%

Plant Phytochemicals as Epigenetic Modulators: Role in Cancer Chemoprevention

Thakur

Deb

Babcook

et al. 2013

AAPS J

136

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Abstract. In recent years, "nutri-epigenetics," which focuses on the influence of dietary agents on epigenetic mechanism(s), has emerged as an exciting novel area in epigenetics research. Targeting of aberrant epigenetic modifications has gained considerable attention in cancer chemoprevention research because, unlike genetic changes, epigenetic alterations are reversible and occur during early carcinogenesis. Aberrant epigenetic mechanisms, such as promoter DNA methylation, histone modifications, and miRNA-mediated post-transcriptional alterations, can silence critical tumor suppressor genes, such as transcription factors, cell cycle regulators, nuclear receptors, signal transducers, and apoptosis-inducing and DNA repair gene products, and ultimately contribute to carcinogenesis. In an effort to identify and develop anticancer agents which cause minimal harm to normal cells while effectively killing cancer cells, a number of naturally occurring phytochemicals in food and medicinal plants have been investigated. This review highlights the potential role of plant-derived phytochemicals in targeting epigenetic alterations that occur during carcinogenesis, by modulating the activity or expression of DNA methyltransferases, histone modifying enzymes, and miRNAs. We present in detail the epigenetic mode of action of various phytochemicals and discuss their potential as safe and clinically useful chemopreventive strategies.

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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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Increased acetylation of histones induced by diallyl disulfide and structurally related molecules.

Cited by 50 publications

References 0 publications

Induction of histone acetylation in mouse erythroleukemia cells by some organosulfur compounds including allyl isothiocyanate

Induction of histone acetylation in mouse erythroleukemia cells by some organosulfur compounds including allyl isothiocyanate

Plant Phytochemicals as Epigenetic Modulators: Role in Cancer Chemoprevention

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

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