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Chemical Compound Review

L-DEOXYALLIIN     2-amino-3-prop-2- enylsulfanyl-propanoic acid

Synonyms: CCRIS 7667, AG-L-65897, ACMC-209fm2, NSC-96449, AC1Q2AHT, ...
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Disease relevance of S-Allylcysteine

  • To provide a better understanding of the effects of allium derivatives on the prevention of colon cancer, we examined two water-soluble derivatives of garlic, S-allylcysteine (SAC) and S-allylmercaptocysteine (SAMC), for their effects on proliferation and cell cycle progression in two human colon cancer cell lines, SW-480 and HT-29 [1].
  • Furthermore, examination of cell lines from other types of cancer (ovarian, nasopharyngeal and esophageal carcinomas) also confirmed that the effect of SAC and SAMC on activation of E-cadherin might be a general effect on human cancer cells [2].
  • The efficacy of S-allylcysteine (SAC) as a free radical scavenger was studied using rat brain ischemia models [3].
  • Findings of this work: (i) support the participation of reactive oxygen species in Abeta(25-35)-induced hippocampal toxicity and learning deficits; and (ii) suggest that the protective effects of S-allylcysteine were related to its ability to scavenge reactive oxygen species [4].
  • S-Allylcysteine, one of the major compounds in AGE, also reduced hemolysis at 1-10 mM dose-dependently [5].

Psychiatry related information on S-Allylcysteine

  • The effects of S-allylcysteine on oxidative damage and spatial learning and memory deficits produced by an intrahippocampal injection of amyloid-beta peptide 25-35 (Abeta(25-35)) in rats were investigated [4].

High impact information on S-Allylcysteine

  • Results showed that S-allylmercaptocysteine (50 mg/L) diminished LNCaP cell growth whereas the antiproliferative effect of S-allylcysteine was not as pronounced [6].
  • Using colony-forming, wound-closure as well as matrigel-invasion assays, we found that two main water-soluble constituents of the garlic, S-allylcysteine (SAC) and S-allylmercaptocysteine (SAMC), were able to suppress PCa cell proliferation and invasive abilities [2].
  • In this study the effects of S-allylcysteine (SAC), a water-soluble organosulfur compound derived from garlic, on GST activities in the liver, small intestine and colon were investigated [7].
  • Studies with SAC suggest the primary effect of garlic and its constituents is on the bioactivation and binding of the carcinogen rather than DNA repair [8].
  • S-Allylcysteine, a key component of aged garlic, is a potent antioxidant and can inhibit AGEP formation [9].

Chemical compound and disease context of S-Allylcysteine


Biological context of S-Allylcysteine


Anatomical context of S-Allylcysteine

  • In this study, we determined the effects of aged garlic extract (AGE) and its major compound, S-allylcysteine (SAC), on oxidized LDL (Ox-LDL)-induced injury in endothelial cells (EC) [15].
  • A water extract of raw garlic (RGE) and two organosulfur compounds, diallyl sulfide and S-allylcysteine (SAC), were evaluated for their relative effectiveness in reducing benzo[a]pyrene (BaP)-DNA adduct formation in stimulated human peripheral blood lymphocytes in vitro [16].

Associations of S-Allylcysteine with other chemical compounds


Gene context of S-Allylcysteine


Analytical, diagnostic and therapeutic context of S-Allylcysteine


  1. Antiproliferative effects of S-allylmercaptocysteine on colon cancer cells when tested alone or in combination with sulindac sulfide. Shirin, H., Pinto, J.T., Kawabata, Y., Soh, J.W., Delohery, T., Moss, S.F., Murty, V., Rivlin, R.S., Holt, P.R., Weinstein, I.B. Cancer Res. (2001) [Pubmed]
  2. A novel anticancer effect of garlic derivatives: inhibition of cancer cell invasion through restoration of E-cadherin expression. Chu, Q., Ling, M.T., Feng, H., Cheung, H.W., Tsao, S.W., Wang, X., Wong, Y.C. Carcinogenesis (2006) [Pubmed]
  3. S-allylcysteine inhibits free radical production, lipid peroxidation and neuronal damage in rat brain ischemia. Numagami, Y., Ohnishi, S.T. J. Nutr. (2001) [Pubmed]
  4. S-Allylcysteine prevents amyloid-beta peptide-induced oxidative stress in rat hippocampus and ameliorates learning deficits. Pérez-Severiano, F., Salvatierra-Sánchez, R., Rodríguez-Pérez, M., Cuevas-Martínez, E.Y., Guevara, J., Limón, D., Maldonado, P.D., Medina-Campos, O.N., Pedraza-Chaverrí, J., Santamaría, A. Eur. J. Pharmacol. (2004) [Pubmed]
  5. Aged garlic extract inhibits peroxynitrite-induced hemolysis. Morihara, N., Ide, N., Sumioka, I., Kyo, E. Redox Rep. (2005) [Pubmed]
  6. Effects of garlic thioallyl derivatives on growth, glutathione concentration, and polyamine formation of human prostate carcinoma cells in culture. Pinto, J.T., Qiao, C., Xing, J., Rivlin, R.S., Protomastro, M.L., Weissler, M.L., Tao, Y., Thaler, H., Heston, W.D. Am. J. Clin. Nutr. (1997) [Pubmed]
  7. Chemopreventive effect of S-allylcysteine and its relationship to the detoxification enzyme glutathione S-transferase. Hatono, S., Jimenez, A., Wargovich, M.J. Carcinogenesis (1996) [Pubmed]
  8. Impact of various sources of garlic and their constituents on 7,12-dimethylbenz[a]anthracene binding to mammary cell DNA. Amagase, H., Milner, J.A. Carcinogenesis (1993) [Pubmed]
  9. Antiglycation properties of aged garlic extract: possible role in prevention of diabetic complications. Ahmad, M.S., Ahmed, N. J. Nutr. (2006) [Pubmed]
  10. Preventive effect of S-allylcysteine on lipid peroxides and antioxidants in normal and isoproterenol-induced cardiotoxicity in rats: a histopathological study. Padmanabhan, M., Prince, P.S. Toxicology (2006) [Pubmed]
  11. Comparative tissue-specific toxicities of 20 cancer preventive agents using cultured cells from 8 different normal human epithelia. Elmore, E., Luc, T.T., Steele, V.E., Redpath, J.L. In vitro & molecular toxicology. (2001) [Pubmed]
  12. Pharmacokinetics of the garlic compound S-allylcysteine. Nagae, S., Ushijima, M., Hatono, S., Imai, J., Kasuga, S., Matsuura, H., Itakura, Y., Higashi, Y. Planta Med. (1994) [Pubmed]
  13. Combination of S-allylcysteine and lycopene induces apoptosis by modulating Bcl-2, Bax, Bim and caspases during experimental gastric carcinogenesis. Velmurugan, B., Mani, A., Nagini, S. Eur. J. Cancer Prev. (2005) [Pubmed]
  14. The determination of metabolites of garlic preparations in breath and human plasma. Rosen, R.T., Hiserodt, R.D., Fukuda, E.K., Ruiz, R.J., Zhou, Z., Lech, J., Rosen, S.L., Hartman, T.G. Biofactors (2000) [Pubmed]
  15. Garlic compounds minimize intracellular oxidative stress and inhibit nuclear factor-kappa b activation. Ide, N., Lau, B.H. J. Nutr. (2001) [Pubmed]
  16. Reducing effects of garlic constituents on DNA adduct formation in human lymphocytes in vitro. Hageman, G.J., van Herwijnen, M.H., Schilderman, P.A., Rhijnsburger, E.H., Moonen, E.J., Kleinjans, J.C. Nutrition and cancer. (1997) [Pubmed]
  17. Antioxidant health effects of aged garlic extract. Borek, C. J. Nutr. (2001) [Pubmed]
  18. S-Allylcysteine prevents the rat from 3-nitropropionic acid-induced hyperactivity, early markers of oxidative stress and mitochondrial dysfunction. Herrera-Mundo, M.N., Silva-Adaya, D., Maldonado, P.D., Galván-Arzate, S., Andrés-Martínez, L., Pérez-De La Cruz, V., Pedraza-Chaverrí, J., Santamaría, A. Neurosci. Res. (2006) [Pubmed]
  19. Influence of organosulphur compounds from garlic on the secretion of matrix metalloproteinases and their inhibitor TIMP-1 by cultured HUVEC cells. Meyer, K., Ueberham, E., Gebhardt, R. Cell Biol. Toxicol. (2004) [Pubmed]
  20. S-allylcysteine, a water-soluble garlic derivative, suppresses the growth of a human androgen-independent prostate cancer xenograft, CWR22R, under in vivo conditions. Chu, Q., Lee, D.T., Tsao, S.W., Wang, X., Wong, Y.C. BJU Int. (2007) [Pubmed]
  21. S-allylcysteine inhibits circulatory lipid peroxidation and promotes antioxidants in N-nitrosodiethylamine-induced carcinogenesis. Sundaresan, S., Subramanian, P. Polish journal of pharmacology. (2003) [Pubmed]
  22. Altered cytokeratin expression during chemoprevention of hamster buccal pouch carcinogenesis by S-allylcysteine. Balasenthil, S., Rao, K.S., Nagini, S. Polish journal of pharmacology. (2003) [Pubmed]
  23. Apoptosis induction by S-allylcysteine, a garlic constituent, during 7,12-dimethylbenz[a]anthracene-induced hamster buccal pouch carcinogenesis. Balasenthil, S., Rao, K.S., Nagini, S. Cell Biochem. Funct. (2002) [Pubmed]
  24. Garlic [Allium sativum]: a review of its potential use as an anti-cancer agent. Thomson, M., Ali, M. Current cancer drug targets. (2003) [Pubmed]
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