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Amino Acids Jun 2011Natural organosulfur compounds (OSCs) have been shown to have chemopreventive effects and to suppress the proliferation of tumor cells in vitro through the induction of... (Review)
Review
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.
Topics: Allyl Compounds; Animals; Antineoplastic Agents; Cell Proliferation; Humans; Inactivation, Metabolic; Neoplasms; Structure-Activity Relationship; Sulfhydryl Compounds
PubMed: 20213447
DOI: 10.1007/s00726-010-0522-6 -
Angewandte Chemie (International Ed. in... May 2013Organometallic allyl compounds are important as allylation reagents in organic synthesis, as polymerization catalysts, and as volatile metal precursors in material... (Review)
Review
Organometallic allyl compounds are important as allylation reagents in organic synthesis, as polymerization catalysts, and as volatile metal precursors in material science. Whereas the allyl chemistry of synthetically relevant transition metals such as palladium and of the lanthanoids is well-established, that of main group metals has been lagging behind. Recent progress on allyl complexes of Groups 1, 2, and 12-16 now provides a more complete picture. This is based on a fundamental understanding of metal-allyl bonding interactions in solution and in the solid state. Furthermore, reactivity trends have been rationalized and new types of allyl-specific reactivity patterns have been uncovered. Key features include 1) the exploitation of the different types of metal-allyl bonding (highly ionic to predominantly covalent), 2) the use of synergistic effects in heterobimetallic compounds, and 3) the adjustment of Lewis acidity by variation of the charge of allyl compounds.
Topics: Allyl Compounds; Magnetic Resonance Spectroscopy; Metals; Models, Molecular; Molecular Structure; Organic Chemistry Phenomena; Organometallic Compounds
PubMed: 23564708
DOI: 10.1002/anie.201208942 -
Angewandte Chemie (International Ed. in... 2009
Topics: Allyl Compounds; Calcium; Crystallography, X-Ray; Magnetic Resonance Spectroscopy; Molecular Conformation; Polyethylene Glycols
PubMed: 19562813
DOI: 10.1002/anie.200901743 -
Anti-cancer Agents in Medicinal... 2014Garlic (Allium sativam L.) is widely used in traditional herbal remedies and alternative medicine. The potential health benefits of garlic are largely attributed to its... (Review)
Review
Garlic (Allium sativam L.) is widely used in traditional herbal remedies and alternative medicine. The potential health benefits of garlic are largely attributed to its metabolic byproducts. Extensive in vivo and in vitro studies has demonstrated that the garlic derivatives possess anti-cancer effects, but the underlying mechanisms are not completely understood. In this mini-review, we aim to summarize the reported biological effects of garlic products as anti-tumor agents, and present the possible molecular mechanisms responsible for the anti-carcinogenesis effects of garlic and its derivatives.
Topics: Allyl Compounds; Animals; Antineoplastic Agents, Phytogenic; Apoptosis; Cell Cycle; Cell Proliferation; Garlic; Humans; Neoplasms; Sulfides
PubMed: 24851880
DOI: 10.2174/1871520614666140521120811 -
IARC Monographs on the Evaluation of... 1999
Review
Topics: Allyl Compounds; Animals; Carcinogenicity Tests; Carcinogens; Humans; Mutagenicity Tests; Mutagens; Neoplasms, Experimental; Occupational Exposure
PubMed: 10476389
DOI: No ID Found -
Angewandte Chemie (International Ed. in... 2008
Topics: Acetates; Allyl Compounds; Catalysis; Cations; Gold; Ligands; Molecular Structure; Organogold Compounds; Organotin Compounds; Palladium; Rhodium; Stereoisomerism
PubMed: 18232033
DOI: 10.1002/anie.200704500 -
Report on Carcinogens : Carcinogen... 2011
Topics: Allyl Compounds; Animals; Carcinogens; Humans; Neoplasms
PubMed: 21850126
DOI: No ID Found -
Journal of the American Chemical Society Feb 2013A Cu(I)-phosphoramidite-based catalytic system that allows asymmetric allyl-allyl cross-coupling with high enantioselectivity is reported. This transformation tolerates...
A Cu(I)-phosphoramidite-based catalytic system that allows asymmetric allyl-allyl cross-coupling with high enantioselectivity is reported. This transformation tolerates a large variety of functionalized substrates. The versatility of this new reaction is illustrated in the catalytic asymmetric synthesis of the Martinelline alkaloids chromene derivative core.
Topics: Allyl Compounds; Catalysis; Copper; Molecular Structure; Organometallic Compounds; Organophosphorus Compounds; Stereoisomerism
PubMed: 23350620
DOI: 10.1021/ja312487r -
Acta Tropica Nov 2022Hymenolepis nana, a parasitic tapeworm distributed worldwide, is very prevalent in countries with poor sanitary conditions. Garlic is widely used as a seasoning and...
Hymenolepis nana, a parasitic tapeworm distributed worldwide, is very prevalent in countries with poor sanitary conditions. Garlic is widely used as a seasoning and medicinal plant all over the world, and its derivatives have proven anti-microbial and anti-inflammatory effects. Our study explored the cestocidal and therapeutic effects of allicin derivatives against H. nana in vitro and in vivo. Worms taken from a host were cultured in vitro, and the effects of allyl sulfide (DAS), allyl disulfide (DADS) and dimethyl sulfoxide (DMSO) treatments were observed. Male BALB/c mice were then fed eggs to produce infection, given drugs for ten days and dissected. The results of this study showed that DADS in garlic exhibited good cestocidal effects in vitro and in vivo. DADS and DATS reduced motility, induced mortality and damaged body segments of worms in vitro. In vivo, the number of worms in the low-dose and high-dose DADS groups was significantly less than the infected control group. DADS effected cytokine changes in BALB/c mice after infection. IFN-γ increased, IL-2, 4, 6 and 13 decreased, and IL-5, 10 and IL-12 p70 did not change significantly. As a medicinal plant, garlic has many active ingredients that can developed as anti-microbial or parasite-related drugs.
Topics: Allyl Compounds; Animals; Antioxidants; Cytokines; Garlic; Hymenolepis nana; Mice; Mice, Inbred BALB C; Sulfides
PubMed: 35908577
DOI: 10.1016/j.actatropica.2022.106580 -
IARC Monographs on the Evaluation of... 1999
Review
Topics: Allyl Compounds; Animals; Carcinogenicity Tests; Carcinogens; Humans; Hydrocarbons, Chlorinated; Insecticides; Mutagenicity Tests; Mutagens; Neoplasms, Experimental; Occupational Exposure
PubMed: 10476369
DOI: No ID Found