Potential role of organic sulfur compounds from Allium in cancer prevention and therapy

  • Mohammad Asif Department of Pharmacy, GRD (PG) IMT, Dehradun, (UK), 248009
Keywords: Garlic, Allyl trisulfide, Cancer

Abstract

The anticancer properties of fresh garlic extracts, aged garlic, garlic oil, and their specific organo-sulfur compounds of garlic. The anticarcinogenic and antitumorigenic characteristics appear through both dose and sequentially related changes in cellular events involved with the cancer process, including those involving drug metabolism, immune-competence, cell cycle regulation, apoptosis, and angiogenesis. The ability of garlic and related allyl sulfur compounds to block tumors in the colon, lung, breast, and liver. Few studies have compared the relative efficacy of water and lipid soluble allyl sulfur compounds, when using chemically induced carcinogen models and suggested little difference in responses, whereas tumor proliferation/apoptosis is highly dependent on the species provided. A shift in sulfhydryl groups, alterations in glutathione: oxidized glutathione ratios, and resultant changes in cellular redox status may be involved in some of the phenotypic changes caused by allyl sulfur compounds. Such changes in thiols by allyl sulfurs may also account for the observed hyperphosphorylation of specific cell cycle proteins and the histone hyper acetylation that has correlated with suppressed tumor cell proliferation. Whereas the anticarcinogenic and antitumorigenic data are impressive and more studies are needed to exposures the allyl sulfur compounds anticancer activities.

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References

. Khanum F, Anilakumar K, Viswanathan KR. Anticarcinogenic properties of garlic: a review. Crit Rev Food Sci Nutr. 2004; 44:479–88.

. Sengupta A, Ghosh S, Bhattacharjee S. Allium vegetables in cancer prevention: an overview. Asian Pac J Cancer Prev. 2004; 5:237–45.

. Fleischauer AT, Arab L. Garlic and cancer: a critical review of the epidemiologic literature. J Nutr. 2001; 131:1032S-40S.

. Hsing AW, Chokkalingam AP, Gao YT, Madigan MP, Deng J, Gridley G, Fraumeni JF Jr. Allium vegetables and risk of prostate cancer: a population-based study. J Natl Cancer Inst. 2002; 94:1648–51.

. Davis CD, Milner J. Frontiers in nutrigenomics, proteomics, metabolomics and cancer prevention. Mutat Res. 2004; 551:51–64.

. Fukao T, Hosono T, Misawa S, Seki T, Ariga T. The effects of allyl sulfides on the induction of phase II detoxification enzymes and liver injury by carbon tetrachloride. Food Chem Toxicol. 2004; 42:743-9.

. Ariga T, Seki T. Antithrombotic and anticancer effects of garlic-derived sulfur compounds: a review. Biofactors. 2006; 26:93-103.

. Ariga T, Seki T. Functional Foods from Garlic and Onion. In: Shi J, Ho CT, Shahidi F, editors. Asian Functional Foods. New York: CRC Press, 2005. p. 433-490.

. Milner JA. Mechanisms by which garlic and allyl sulfur compounds suppress carcinogen bioactivation. Garlic and carcinogenesis. Adv Exp Med Biol. 2001; 492:69-81.

. Hosono T, Fukao T, Ogihara J, Ito Y, Shiba H, Seki T, Ariga T. Diallyl trisulfide suppresses the proliferation and induces apoptosis of human colon cancer cells through oxidative modification of β-tubulin. J Biol Chem. 2005; 280:41487-93.

. Ohtsuka H, Nagamatsu S. 2005. Changing trends in the number of deaths from nonmelanoma skin cancer in Japan, 1955–2000. Dermatology 210: 206–210.

. Kim RH, Armstrong AW. 2012. Nonmelanoma skin cancer. Dermatol. Clin. 30: 125–139, ix.

. Pfeifer GP, Besaratinia A. UV wavelengthdependent DNA damage and human non-melanoma and melanoma skin cancer. Photochem. Photobiol. Sci. 2012; 11: 90–97.

. Halliday GM. Common links among the pathways leading to UV-induced immunosuppression. J. Invest. Dermatol. 2010; 130: 1209–1212.

. Katiyar SK. UV-induced immune suppression and photocarcinogenesis: chemoprevention by dietary botanical agents. Cancer Lett. 2007; 255: 1–11.

. Nichols JA, Katiyar SK. Skin photoprotection by natural polyphenols: anti-inflammatory, antioxidant and DNA repair mechanisms. Arch. Dermatol. Res. 2010; 302: 71–83.

. Ross SA. Diet and DNA methylation interactions in cancer prevention. Ann NY Acad Sci. 2003; 983:197–207.

. Zhang YJ, Chen Y, Ahsan H, Lunn RM, Chen SY, Lee PH, Chen CJ, Santella RM. Silencing of glutathione S-transferase P1 by promoter hypermethylation and its relationship to environmental chemical carcinogens in hepatocellular carcinoma. Cancer Lett. 2005; 221:135–43.

. Druesne N, Pagniez A, Mayeur C, Thomas M, Cherbuy C, Duee PH, Martel P, Chaumontet C. Diallyl disulfide (DADS) increases histone acetylation and p21(waf1/cip1) expression in human colon tumor cell lines. Carcinogenesis. 2004; 25: 1227–36.

. Myzak MC, Karplus PA, Chung FL, Dashwood RH. A novel mechanism of chemoprotection by sulforaphane: inhibition of histone deacetylase. Cancer Res. 2004; 64:5767–74.

. Knowles LM, Milner JA. Diallyl disulfide induces ERK phosphorylation and alters gene expression profiles in human colon tumor cells. J Nutr. 2003; 133: 2901–6.

. Frantz DJ, Hughes BG, Nelson DR, Murray BK, Christensen MJ. Cell cycle arrest and differential gene expression in HT-29 cells exposed to aqueous garlic extract. Nutr Cancer. 2000; 38:255–64.

. Andorfer JH, Tchaikovskaya T, Listowsky I. Selective expression of glutathione S-transferase genes in the murine gastrointestinal tract in response to dietary organosulfur compounds. Carcinogenesis. 2004; 25:359–67.

. Chen C, Pung D, Leong V, Hebbar V, Shen G, Nair S, Li W, Kong AN. Induction of detoxifying enzymes by garlic organosulfur compounds through transcription factor Nrf2: effect of chemical structure and stress signals. Free Radic Biol Med. 2004; 37:1578–90.

. Jacob C. A scent of therapy: pharmacological implications of natural products containing redox-active sulfur atoms. Nat Prod Rep 2006; 23: 851-63.

. Shukla Y, Kalra N. Cancer chemoprevention with garlic and its constituents. Cancer Lett, 2007; 247: 167-81.

. Münchberg U. Polysulfides as biologically active ingredients of garlic. Org. Biomol. Chem 2007; 5: 1505-1518

. Wang HC, Pao J, Lin SY, Sheen LY. Molecular mechanisms of garlic-derived allyl sulfides in the inhibition of skin cancer progression. Ann N Y Acad Sci. 2012 Oct; 1271:44-52.

. Seki T, Takashi Hosono, Tomomi Hosono-Fukao, Kahoru Inada, Rie Tanaka, Jun Ogihara and Toyohiko Ariga. Anticancer effects of diallyl trisulfide derived from garlic. Asia Pac J Clin Nutr 2008;17 (S1):249-252

. Xiao D, Pinto JT, Gundersen GG, Weinstein IB. Effects of a series of organosulfur compounds on mitotic arrest and induction of apoptosis in colon cancer cells. Mol Cancer Ther. 2005 Sep; 4(9):1388-98.

. Song K, Milner JA. The influence of heating on the anticancer properties of garlic. J Nutr. 2001 Mar; 131(3s):1054S-7S.

. Melino S, Sabelli R, Paci M. Allyl sulfur compounds and cellular detoxification system: effects and perspectives in cancer therapy. Amino Acids. 2011 Jun; 41(1):103-12.

. Munday R, Munday CM. Relative activities of organosulfur compounds derived from onions and garlic in increasing tissue activities of quinone reductase and glutathione transferase in rat tissues. Nutr Cancer. 2001; 40(2):205-10.

. Nishigori, C. 2006. Cellular aspects of photocarcinogenesis. Photochem. Photobiol. Sci. 5: 208–214.

. Arora, A., N. Kalra, Y. Shukla. Regulation of p21/ras protein expression by diallyl sulfide in DMBA induced neoplastic changes in mouse skin. Cancer Lett. 2006; 242: 28–36.

. Das I, Saha T. Effect of garlic on lipid peroxidation and antioxidation enzymes in DMBA-induced skin carcinoma. Nutrition 2009; 25: 459–471.

. Nigam N, Shukla Y. Preventive effects of diallyl sulfide on 7, 12-dimethylbenz[a]anthracene induced DNA alkylation damage in mouse skin. Mol. Nutr. Food Res. 2007; 51: 1324–1328.

. Kalra N, Arora A, Shukla Y. Involvement ofmultiple signaling pathways in diallyl sulfide mediated apoptosis in mouse skin tumors. Asian Pac. J. Cancer Prev. 2006; 7: 556–562.

. Pinto, J.T., B.F. Krasnikov & A.J. Cooper. 2006. Redoxsensitive proteins are potential targets of garlic-derived mercaptocysteine derivatives. J. Nutr. 136: 835S-841S.

. Powell SN, Bindra RS. Targeting theDNA damage response for cancer therapy. DNA Repair 2009; 8: 1153–1165.

. Filomeni G, Rotilio G, Ciriolo MR. Molecular transduction mechanisms of the redox network underlying the antiproliferative effects of allyl compounds from garlic. J. Nutr. 2008; 138: 2053–2057.

. Knowles LM, Milner JA. Allyl sulfidesmodify cell growth. Drug. Metabol. Drug. Interact. 2000; 17: 81–107.

. Milner JA. Preclinical perspectives on garlic and cancer. J Nutr. 2006 Mar; 136(3 Suppl): 827S-831S.

. Druesne-Pecollo N, Latino-Martel P. Modulation of histone acetylation by garlic sulfur compounds. Anticancer Agents Med Chem. 2011 Mar; 11(3):254-9.

. Huang YS, Xie N, Su Q, Su J, Huang C, Liao QJ. Diallyl disulfide inhibits the proliferation of HT-29 human colon cancer cells by inducing differentially expressed genes. Mol Med Rep. 2011 May-Jun; 4(3):553-9.

. Miroddi M, Calapai F, Calapai G. Potential beneficial effects of garlic in oncohematology. Mini Rev Med Chem. 2011 Jun; 11(6):461-72.

. Jones MG, Hughes J, Tregova A, Milner J, Tomsett AB, Collin HA. Biosynthesis of the flavour precursors of onion and garlic. J Exp Bot. 2004; 55: 1903–18.

. Krest I, Glodek J, Keusgen M. Cysteine sulfoxides and alliinase activity of some Allium species. J Agric Food Chem. 2000; 48:3753–60.

. Amagase H, Petesch BL, Matsuura H, Kasuga S, Itakura Y. Intake of garlic and its bioactive components. J Nutr. 2001; 131:955S–62S.

. Hsu CK, Liao JW, Chung YC, Hsieh CP, Chan YC. Xylooligosaccharides and fructooligosaccharides affect the intestinal microbiota and precancerous colonic lesion development in rats. J Nutr. 2004; 134:1523–8.

. Lind DS. Arginine and cancer. J Nutr. 2004; 134: 10 Suppl: 2837S–41S.

. Neuhouser ML. Dietary flavonoids and cancer risk: evidence from human population studies. Nutr Cancer. 2004; 50:1–7.

. Koh SH, Kwon H, Park KH, Ko JK, Kim JH, Hwang MS, Yum YN, Kim OH, Kim J, et al. Protective effect of diallyl disulfide on oxidative stress-injured neuronally differentiated PC12 cells. Brain Res Mol Brain Res. 2005; 133:176–86.

. Liu L, Yeh YY. Inhibition of cholesterol biosynthesis by organosulfur compounds derived from garlic. Lipids. 2000; 35:197–203.

. Ahn J, Gammon MD, Santella RM, Gaudet MM, Britton JA, Teitelbaum SL, Terry MB, Neugut AI, et al. Myeloperoxidase genotype, fruit and vegetable consumption, and breast cancer risk. Cancer Res. 2004; 64:7634–9.

. Gedik N, Kabasakal L, Sehirli O, Ercan F, Sirvanci S, Keyer-Uysal M, Sener G. Long-term administration of aqueous garlic extract (AGE) alleviates liver fibrosis and oxidative damage induced by biliary obstruction in rats. Life Sci. 2005; 76:2593–606.

. Sener G, Satyroglu H, Ozer Sehirli A, Kacmaz A. Protective effect of aqueous garlic extract against oxidative organ damage in a rat model of thermal injury. Life Sci. 2003; 73:81–91.

. Kiyohara C, Otsu A, Shirakawa T, Fukuda S, Hopkin JM. Genetic polymorphisms and lung cancer susceptibility: a review. Lung Cancer. 2002; 37: 241–56.

. Yang CS, Chhabra SK, Hong JY, Smith TJ. Mechanisms of inhibition of chemical toxicity and carcinogenesis by diallyl sulfide (DAS) and related compounds from garlic. J Nutr. 2001; 131:1041S–5S.

. Gao C, Takezaki T, Wu J, Li Z, Wang J, Ding J, Liu Y, Hu X, Xu T, et al. Interaction between cytochrome P-450 2E1 polymorphisms and environmental factors with risk of esophageal and stomach cancers in Chinese. Cancer Epidemiol Biomarkers Prev. 2002; 11:29–34.

. Bhuvaneswari V, Abraham SK, Nagini S. Combinatorial antigenotoxic and anticarcinogenic effects of tomato and garlic through modulation of xenobioticmetabolizing enzymes during hamster buccal pouch carcinogenesis. Nutrition. 2005; 21:726–31.

. Knowles LM, Milner JA. Possible mechanism by which allyl sulfides suppress neoplastic cell proliferation. J Nutr. 2001; 131:1061S–6S.

. Pinto JT, Qiao C, Xing J, Suffoletto BP, Schubert KB, Rivlin RS, Huryk RF, Bacich DJ, Heston WD. Alterations of prostate biomarker expression and testosterone utilization in human LNCaP prostatic carcinoma cells by garlic derived S-allylmercaptocysteine. Prostate. 2000; 45:304–14.

. Chang HS, Yamato O, Yamasaki M, Ko M, Maede Y. Growth inhibitory effect of alk(en)yl thiosulfates derived from onion and garlic in human immortalized and tumor cell lines. Cancer Lett. 2005; 223:47–55.

. Creasman WT. Breast cancer: the role of hormone therapy. Semin Reprod Med. 2005; 23:167–71.

. Green M, Thomas R, Gued L, Sadrud-Din S. Inhibition of DES-induced DNA adducts by diallyl sulfide: implications in liver cancer prevention. Oncol Rep. 2003; 10:767–71.

. Kuo CC, Hsieh HP, Pan WY, Chen CP, Liou JP, Lee SJ, Chang YL, Chen LT, Chen CT, Chang JY. BPR0L075, a novel synthetic indole compound with antimitotic activity in human cancer cells, exerts effective antitumoral activity in vivo. Cancer Res. 2004; 64:4621-8.

. Ling YH, Jiang JD, Holland JF, Perez-Soler R. Arsenic trioxide produces polymerization of microtubules and mitotic arrest before apoptosis in human tumor cell lines. Mol Pharmacol. 2002; 62:529-38.

. Milner JA. Significance of Garlic and Its Constituents in Cancer and Cardiovascular Disease Preclinical Perspectives on Garlic and Cancer Ann. N.Y. Acad. Sci. 2012; 1271: 44–52.

. Calvo-Gomez, O, Morales-Lopez, J, Lopez. MG. Solid-phase microextraction-gas chromate-graphic mass spectrometric analysis of garlic oil obtained by hydrodistillation. J. Chromatogr. A. 2004; 1036: 91–93.

. Powolny AA, Singh SV. Multitargeted prevention and therapy of cancer by diallyl trisulfide and related Allium vegetable-derived organosulfur compounds. Cancer Lett. 2008; 269: 305–314.

. Bowden, G.T. Prevention of non-melanoma skin cancer by targeting ultraviolet-B-light signalling. Nat. Rev. Cancer 2004; 4: 23–35.

. Dong Y, Lisk D, Block E, Ip C. Characterization of the biological activity of gamma-glutamyl-Se-methylselenocysteine: a novel, naturally occurring anticancer agent from garlic. Cancer Res. 2001; 61:2923–8.

. Hsiao-Chi Wang, Jung Pao, Shuw-Yuan Lin, and Lee-Yan Sheen. Molecular mechanisms of garlic-derived allyl sulfides in the inhibition of skin cancer progression. Ann. N.Y. Acad. Sci. 2012; 1271: 44–52.

. Saravanan G, Prakash J. Effect of garlic (Allium sativum) on lipid peroxidation in experimental myocardial infarction in rats. J Ethnopharmacol. 2004; 94:155–8.

Published
2015-05-14
How to Cite
1.
Asif M. Potential role of organic sulfur compounds from Allium in cancer prevention and therapy. AMS [Internet]. 14May2015 [cited 22Dec.2024];2(1):04-2. Available from: http://asdpub.com/index.php/ams/article/view/59
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