Garlic Chemistry
Garlic's Organosulfur Compounds
From an NIH Article: Organosulfur compounds and possible mechanism of garlic in cancer. By S.H. Omar⁎ and N.A. Al-Wabel
https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3731019/
The Chemistry of Garlic: A Sulfurous Symphony in Your Kitchen
Garlic isn't just a kitchen staple—it’s a tiny chemistry lab wrapped in papery skin. When you bite into a clove or toss minced garlic into a sizzling pan, you're triggering a cascade of fascinating chemical reactions. So let’s peel back the layers and uncover the science behind garlic’s magic.
Why Garlic Packs a Punch: Allicin, the Star Player
Garlic’s bold flavor doesn’t just happen. Inside each clove, there’s a quiet molecular drama unfolding. Two key players are alliin, a sulfur-containing compound, and alliinase, an enzyme. Normally, they live in separate "rooms" within the clove. But when you chop, crush, or bite garlic, the walls come down, and the two meet for the first time. Their chemical reaction forms allicin, the superstar responsible for garlic’s unmistakable aroma and spicy heat. To put it simply: imagine alliin and alliinase as two friends who throw a wild party every time they reunite. That party? It’s allicin, bursting with energy, ready to take on the world (and your taste buds).
Allicin: The Garlic Knight in Shining Armor
Allicin isn’t just about flavor—it’s got some serious superpowers. This sulfur-rich compound acts like garlic’s personal knight, battling bacteria, fungi, and even some cancer cells. Think of it as the garlic equivalent of a superhero cape, flying around your body and taking down harmful invaders. But allicin doesn’t stick around for long—it’s volatile and breaks down into other sulfur compounds pretty quickly. Still, its fleeting presence is enough to leave a lasting impression. Just ask anyone who’s had garlic breath after a meal!
The Full Sulfurous Orchestra
Allicin may get the spotlight, but garlic contains an entire symphony of sulfur compounds, each with its own personality:
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Diallyl Disulfide: The smooth operator responsible for the rich, mellow sweetness of roasted garlic.
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Ajoene: A potent antioxidant found in aged garlic, it’s like the quiet genius working behind the scenes to protect your cells.
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Diallyl Trisulfide: A powerful anti-inflammatory that’s got your heart and arteries covered.
Together, these compounds create garlic’s complex flavor and aroma, proving that science and cooking are a match made in heaven.
Beyond Flavor: Garlic and Your Health
Garlic doesn’t just tantalize your taste buds—it offers a range of health benefits, too. Studies suggest that garlic can:
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Lower blood pressure and cholesterol, helping your heart stay healthy.
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Boost your immune system, making it harder for colds and infections to take you down.
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Act as an antioxidant, protecting your cells from damage over time.
In short, garlic is the total package: delicious, nutritious, and scientifically fascinating.
A Fun Fact for Garlic Enthusiasts
Did you know that the type of garlic you choose can influence its flavor and chemical makeup? Hardneck garlic, like the varieties grown at GroEat Garlic Farm in Montana, is prized for its robust flavor and high levels of sulfur compounds. It’s not just food—it’s chemistry you can taste.
Garlic in Your Kitchen: A Science Experiment You Can Eat
The next time you’re cooking with garlic, think of it as more than just an ingredient. When you chop, crush, or roast it, you’re orchestrating a chemical masterpiece. You’re unlocking the secrets of sulfur, creating new flavors, and even doing your body a favor with garlic’s health-boosting powers.
So go ahead—chop, sizzle, and savor. With garlic, every bite is a reminder of the incredible science happening right under your nose. Whether you’re fending off vampires or adding flair to a recipe, garlic has your back. And if you’re on the hunt for the best hardneck garlic, GroEat Farm in Montana has you covered—because life’s too short for bland cloves!
The Science of Being Garlic: A Chemical Tale of Survival
Imagine, for a moment, that you’re a garlic plant, Allium sativum. Unlike the rabbits nibbling nearby or the bees buzzing past your flowers, you’re stuck firmly in the dirt. While animals scurry off to find their next meal, you’ve mastered the art of stillness. Your energy? It comes straight from the sun and soil, no chasing required. But being stationary has its drawbacks—you can’t run, hide, or bite back when predators attack. So, how do you defend yourself?
A Plant’s Playbook: Defense Through Sulfur
As a garlic plant, your ancestors have gifted you a survival kit encoded in your DNA. Over countless generations, they fine-tuned your ability to produce organosulfur compounds—powerful molecules that make you, frankly, a predator’s worst nightmare. The moment something bites, smashes, or slices you, your chemical arsenal springs to life.
Picture this: inside your cloves, two chemical "teams" live in perfect separation. One is alliin, a sulfur-containing compound, and the other is alliinase, an enzyme. Like friends separated at birth, these two never meet—until disaster strikes. A curious deer or a clumsy human damages your tissues, and suddenly, alliinase rushes in to convert alliin into allicin, a fiery molecule that sends predators running.
Allicin: Garlic’s Chemical Guardian
Allicin is garlic’s biochemical superhero, born in moments of crisis. It’s pungent, volatile, and packs enough punch to make most would-be predators rethink their snack choice. For humans, it’s the source of garlic’s bold flavor and its infamous breath-ruining reputation. (Your best bet? A glass of milk or a sprig of parsley can help, but there are no guarantees.) But allicin isn’t just about making your breath memorable. This sulfurous savior fights bacteria, fungi, and even cancer cells. It’s like garlic’s personal bodyguard, taking no prisoners and showing no mercy to invading pathogens.
A Symphony of Sulfur Compounds
Allicin may get the glory, but your cloves harbor an orchestra of sulfur-based molecules, each playing a unique role.
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Diallyl Disulfide: This compound steps in during roasting, creating the rich, sweet flavor of caramelized garlic. It’s like the smooth jazz of sulfur chemistry.
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Diallyl Trisulfide: A powerhouse with anti-inflammatory properties, this molecule whispers to your arteries, keeping them flexible and healthy.
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Ajoene: Found in aged garlic, it’s the quiet genius of the group, working as an antioxidant and protecting your cells from damage.
Together, these compounds form garlic’s distinct aroma, flavor, and health benefits, proving that your clove is a chemical wonderland.
Garlic Breath: A Persistent Reminder
Garlic’s sulfur compounds don’t stop working after you eat them. Once consumed, allyl methyl sulfide lingers in your system longer than the others. It travels through your bloodstream, escapes via your lungs, and even makes its way out through your skin. Garlic breath, that mischievous ghost, can last up to 24 hours.
Ancient Wisdom Meets Modern Science
Garlic has been beloved—and sometimes feared—throughout history. Ancient Egyptians used it to treat infections, while the Greeks swore it gave strength to their athletes. In traditional Chinese medicine, garlic was prescribed for respiratory ailments and digestive woes. Today, modern science confirms many of these uses, revealing garlic’s antimicrobial, anti-inflammatory, and anticancer properties.
Garlic and Cancer: A Sulfur Showdown
Garlic’s sulfur compounds don’t just ward off pests—they may also fight cancer. Research suggests that molecules like diallyl disulfide and diallyl trisulfide can disrupt cancer cells’ growth. They activate detoxification enzymes, prevent DNA damage, and even induce apoptosis (a fancy word for programmed cell death) in tumors. Studies have linked high garlic consumption with lower risks of stomach and colorectal cancers, adding to its reputation as a medicinal powerhouse.
A Rooted Wonder
So, as a garlic plant, you’re not just a stationary organism. You’re a master chemist, a sulfur sorcerer, and a quiet warrior of the plant kingdom. The next time a human chops, smashes, or roasts your cloves, they’ll unleash a cascade of chemical marvels—transforming their meal and their health in one pungent swoop.
From the dirt to the dinner table, garlic proves that being rooted doesn’t mean being powerless. It’s a reminder that even in stillness, there’s incredible strength.
AUTHOR: Jere Folgert
GROeat Farm
Bozeman, Montana
Chemical compounds found in garlic bulb.
Chemical compound Amount (ppm)
Alanine 1320–31,168 ppm
Allicin 1500–27,800 ppm
Alliin 5000–10,000 ppm
Arginine 6340–15,216 ppm
Aspartic acid 4890–11,736 ppm
Calcium 180–4947 ppm
Carbohydrates 274,000–851,000 ppm
Cystine 650–1560 ppm
Fat 2000–12,000 ppm
Fiber 7000–39,000 ppm
Glutamic acid 8050–19,320 ppm
Glycine 2000–4800 ppm
Histidine 1130–2712 ppm
Isoleucine 2170–5208 ppm
Leucine 3050–7392 ppm
Lysine 2730–6552 ppm
Magnesium 240–1210 ppm
Phenylalanine 1830–4392 ppm
Phosphorus 880–5220 ppm
Potassium 3730–13,669 ppm
Proline 1000–2400 ppm
Protein 35,000–179,000 ppm
Scordinine-A 39,000 ppm
Scordinine-A-1 67–30,000 ppm
Scordinine-A-2 250–8000 ppm
Serine 1900–4560 ppm
Threonine 1570–3768 ppm
Tryptophan 660–1584 ppm
Tyrosine 810–1944 ppm
Valine 2910–6984 ppm
Water 585,000–678,000 ppm
References
-
Agarwal K.C. Therapeutic actions of garlic constituents. Med. Res. Rev. 1996;16:111–124. [PubMed] [Google Scholar]
-
Budavari, S. (Ed.), 1989. The Merck Index, 11th ed. Merck and Co. Rahway, New Jersey, Allicin, p. 244.
-
Amagase, H., Milner, J.A., 1993. Impact of various sources of garlic and their constituents on 7,12-dimethylbenz[a]anthracene binding to mammary cell DNA. Carcinogenesis 14, 1627–1631. [PubMed]
-
Ames B.N., Shigenaga M.K., Hagen T.M. Oxidants, anti-oxidants, and the degenerative diseases of aging. Proc. Natl. Acad. Sci. 1993;90:7915–7922. [PMC free article] [PubMed] [Google Scholar]
-
Augusti K.T., Sheela C.G. Antiperoxide effect of S-allyl cysteine sulfoxide, an insulin secretagogue, in diabetic rats. Experientia. 1996;52:115–120. [PubMed] [Google Scholar]
-
Baer A.R., Wargovich M.J. Role of ornithine decarboxylase in diallyl sulfide inhibition of colonic radiation injury in the mouse. Cancer Res. 1989;49:5073–5076. [PubMed] [Google Scholar]
-
Blackwood John, Fulder Stephen, 1987. Garlic: Nature’s Original Remedy Poole, Javelin. Inner Traditions Paperback.
-
Blania G., Spangenberg B. Formation of allicin from dried garlic (Allium sativum): a simple HPTLC method for simultaneous determination of allicin and ajoene in dried garlic and garlic preparations. Planta Med. 1991;57:371–375. [PubMed] [Google Scholar]
-
Block E. The chemistry of garlic and onions. Sci. Am. 1985;252:114–119. [PubMed] [Google Scholar]
-
Block E. The organosulphur chemistry of the genus Allium: implications for the organic chemistry of sulphur. Angew. Chem. Int. Ed. Engl. 1992;31:1135–1178. [Google Scholar]
-
Blumenthal, M., Goldberg, A., Brinkman, J., 2000. Herbal Medicine: Expanded German Commission E. American Botanical Council, Austin, TX, pp. 130–133.
-
Brady J.F., Li D.C., Ishizaki H., Yang C.S. Effect of diallyl sulfide on rat liver microsomal nitrosamine metabolism and other monooxygenase activities. Cancer Res. 1988;48:5937–5940. [PubMed] [Google Scholar]
-
Brady J.F., Wang M.H., Hong J.Y., Xiao F., Li Y., Yoo J.S., Ning S.M., Lee M.J., Fukuto, Gapac J.M., Yang C.S. Modulation of rat hepatic microsomal monooxygenase enzymes and cytotoxicity by diallyl sulfide. Toxicol. Appl. Pharmacol. 1991;108:342–354. [PubMed] [Google Scholar]
-
Cavallito C.J., Bailey J.H. Allicin, the antibacterial principle of Allium sativum. Isolation, physical properties and antibacterial action. J. Am. Chem. Soc. 1944;66:1950–1951. [Google Scholar]
-
Chen G.W., Chung J.G., Hsieh C.L., Lin J.G. Effects of the garlic components diallyl sulfide and diallyl disulfide on arylamine N-acetyltransferase activity in human colon tumor cells. Food Chem. Toxicol. 1998;36:761–770. [PubMed] [Google Scholar]
-
Chen L., Hong J.Y., So E., Hussin A.H., Cheng W.F., Yang C.S. Decrease of hepatic catalase level by treatment with diallyl sulfide and garlic homogenates in rats and mice. J. Biochem. Mol. Toxicol. 1999;13:127–134. [PubMed] [Google Scholar]
-
Chu T.C., Ogidigben M., Han J.C., Potter D.E. Allicin induced hypotension in rabbit eyes. J. Ocul. Pharmacol. 1993;9:201–209. [PubMed] [Google Scholar]
-
Chung J.G. Effects of garlic components diallyl sulfide and diallyl disulfide on arylamine N-acetyltransferase activity in human bladder tumor cells. Drug Chem. Toxicol. 1999;22:343–358. [PubMed] [Google Scholar]
-
Chung J.G., Chen G.W., Wu L.T., Chang H.L., Lin J.G., Yeh C.C., Wang T.F. Effects of garlic compounds diallyl sulphide and diallyl disulphide on arylamine N-acetyltransferase activity in strains of Helicobacter pylori from peptic ulcer patients. Am. J. Chin. Med. 1998;26:353–364. [PubMed] [Google Scholar]
-
Dirsch V.M., Gerbes A.L., Vollmar A.M. Ajoene, a compound of garlic, induces apoptosis in human promyeloleukemic cells, accompanied by generation of reactive oxygen species and activation of nuclear factor kB. Mol. Pharmacol. 1998;53:402–407. [PubMed] [Google Scholar]
-
Egen-Schwind C., Eckard R., Kemper F.H. Metabolism of garlic constituents in the isolated perfused rat liver. Planta Med. 1992;58:301–305. [PubMed] [Google Scholar]
-
Fanelli S.L., Castro G.D., de Toranzo E.G., Castro J.A. Mechanisms of the preventive properties of some garlic components in the carbon tetrachloride-promoted oxidative stress. Diallyl sulfide, diallyl disulfide, allyl mercaptan and allyl methyl sulfide. Res. Commun. Mol. Pathol. Pharmacol. 1998;102:163–174. [PubMed] [Google Scholar]
-
Feldberg R.S., Chang S.C., Kotik A.N., Nadler M., Neuwirth Z., Sundstrom D.C., Thompson N.H. In vitro mechanism of inhibition of bacterial cell growth by allicin. Antimicrob. Agent. Chemother. 1988;32:1763–1768. [PMC free article] [PubMed] [Google Scholar]
-
Fleischauer A.T., Arab L. Garlic and cancer: a critical review of the epidemiologic literature. J. Nutr. 2001;131:1032S–1040S. [PubMed] [Google Scholar]
-
Fleischauer A.T., Poole C., Arab L. Garlic consumption and cancer prevention: meta analyses of colorectal and stomach cancers. Am. J. Clin. Nutr. 2000;72:1047–1052. [PubMed] [Google Scholar]
-
Freeman F., Kodera Y. Garlic chemistry: stability of s-(2-propenyl)-2-propene-1-sulfinothioate (allicin) in blood, solvents, and simulated physiological fluids. J. Agric. Food Chem. 1995;43:2332–2338. [Google Scholar]
-
Ghobrial I.M., Witzig T.E., Adjei A.A. Targeting apoptosis pathways in cancer therapy. CA Cancer J. Clin. 2005;55:178–194. [PubMed] [Google Scholar]
-
Hageman G.J., Van Herwijnen M.H., Schilderman P.A., Rhijnsburger E.H., Moonen E.J., Kleinjans J.C. Reducing effects of garlic constituents on DNA adduct formation in human lymphocytes in vitro. Nutr. Cancer. 1997;27:177–185. [PubMed] [Google Scholar]
-
Hahn, G., 1996. Garlic: The Science and Therapeutic Application of Allium sativum L. and Related Species (second ed.). In: Koch, H.P., Lawson, L.D. (Eds.), Baltimore Williams and Wilkins, pp. 1–24.
-
Hayes M.A., Rushmore T.H., Goldberg M.T. Inhibition of hepatocarcinogenic responses to 1,2-dimethylhydrazine by diallyl sulfide, a component of garlic oil. Carcinogenesis. 1987;8:1155–1157. [PubMed] [Google Scholar]
-
Hong Y.S., Ham Y.A., Choi J.H., Kim J. Effects of allyl sulfur compounds and garlic extract on the expression of Bcl-2, Bax, and p53 in non small cell lung cancer cell lines. Exp. Mol. Med. 2000;32:127–134. [PubMed] [Google Scholar]
-
Hussain S.P., Jannu L.N., Rao A.R. Chemopreventive action of garlic on methyl-cholanthrene induced carcinogenesis in the uterine cervix of mice. Cancer Lett. 1990;49:175–180. [PubMed] [Google Scholar]
-
Imai J., Ide N., Nagae S., Moriguchi T., Matsuura H., Itakura Y. Antioxidant and radical scavenging effects of aged garlic extract and its constituents. Planta Med. 1994;60:417–420. [PubMed] [Google Scholar]
-
Jin L., Baillie T.A. Metabolism of the chemoprotective agent diallyl sulfide to glutathione conjugates in rats. Chem. Res. Toxicol. 1997;10:318–327. [PubMed] [Google Scholar]
-
Kaufmann S.H., Gores G.J. Apoptosis in cancer: cause and cure. Bioessays. 2000;22:1007–1017. [PubMed] [Google Scholar]
-
Knasmuller S., de Martin R., Domjan G., Szakmary A. Studies on the antimutagenic activities of garlic extract. Environ. Mol. Mutagen. 1989;13:357–385. [PubMed] [Google Scholar]
-
Knowles L.M., Milner J.A. Depressed p34cdc2 kinase activity and G2/M phase arrest induced by diallyl disulfide in HCT-15 cells. Nutr. Cancer. 1998;30:169–174. [PubMed] [Google Scholar]
-
Knowles L.M., Milner J.A. Diallyl disulfide inhibits p34(cdc2) kinase activity through changes in complex formation and phosphorylation. Carcinogenesis. 2000;21:1129–1134. [PubMed] [Google Scholar]
-
Lee E.S., Steiner M., Lin R. Thioallyl compounds: potent inhibitors of cell proliferation. Biochim. Biophys. Acta. 1994;1221:73–77. [PubMed] [Google Scholar]
-
Lin X.Y., Liu J.Z., Milner J.A. Dietary garlic suppresses DNA adducts caused by N-nitrosocompounds. Carcinogenesis. 1994;15:349–352. [PubMed] [Google Scholar]
-
Mahady, G.B., Fong, H.H.S., Farnsworth, N.R., 2001. Botanical Dietary Supplements: Quality, Safety and Efficacy. Swets & Zeitlinger, Lisse, The Netherland.
-
Makheja A.N., Bailey J.M. Antiplatelet constituents of garlic and onion. Agent. Action. 1990;29:360–363. [PubMed] [Google Scholar]
-
Milner J.A. Garlic: its anticarcinogenic and antitumorigenic properties. Nutr. Rev. 1996;54:S82–S86. [PubMed] [Google Scholar]
-
Milner J.A. Functional food and health promotion. J. Nutr. 1999;129:1395S–1397S. [PubMed] [Google Scholar]
-
Miron T., Rabinkov A., Mirelman D., Wilchek M., Weiner L. The mode of action of allicin: its ready permeability through phospholipid membranes may contribute to its biological activity. Biochem. Biophys. Acta. 2000;1463:20–30. [PubMed] [Google Scholar]
-
Moore G.S., Atkins R.D. The fungicidal and fungistatic effects of an aqueous garlic extract on medically important yeast like fungi. Mycologia. 1997;69:341–348. [PubMed] [Google Scholar]
-
Munday R., Munday C.M. Low doses of diallyl disulfide, a compound derived from garlic, increase tissue activities of quinone reductase and glutathione transferase in the gastrointestinal tract of the rat. Nutr. Cancer. 1999;34:42–48. [PubMed] [Google Scholar]
-
Newall C.A., Anderson L.A., Phillipson J.D. Pharmaceutical Press; London: 1996. Herbal medicines: a guide for health-care professionals, vol. ix. p. 296. [Google Scholar]
-
Orekhov A.N., Grunwald J. Effects of garlic on atherosclerosis. Nutrition. 1997;3:656–663. [PubMed] [Google Scholar]
-
Pan J., Hong J.Y., Li D., Schuetz E.G., Guzelian P.S., Huang W., Yang C.S. Regulation of cytochrome P450 2B1/2 genes by diallyl sulfone, disulfiram, and other organosulfur compounds in primary cultures of rat hepatocytes. Biochem. Pharmacol. 1993;45:2323–2329. [PubMed] [Google Scholar]
-
Perchellet J.P., Perchellet E.M., Abney N.L., Zirnstein J.A., Belman S. Effects of garlic and onion oils on glutathione peroxidase activity, the ratio of reduced/oxidized glutathione and ornithine decarboxylase induction in isolated mouse epidermal cells treated with tumor promoters. Cancer Biochem. Biophys. 1986;8:299–312. [PubMed] [Google Scholar]
-
Pinto J.T., Qiao C., Xing J., Rivlin R.S., Protomastro M.L., Weissler M.L., Tao Y., Thaler H., Heston W.D. Effects of garlic thioallyl derivatives on growth, glutathione concentration and polyamine formation of human prostate carcinoma cells in culture. Am. J. Clin. Nut. 1997;66:398–405. [PubMed] [Google Scholar]
-
Pinto J.T., Qiago C., Xing J., Suffoletto B.P., Schubert K.B., Rivlin R.S., Huryk R.F., Bacich D.J., Heston W.D. Alteration of prostate biomarker expression and testosterone utilization in human LNCaP prostate carcinoma cells by garlic derived S-allylmercaptocysteine. Prostate. 2000;45:304–314. [PubMed] [Google Scholar]
-
Rabinkov A., Miron T., Konstantinovski L., Wilchek M., Mirelman D., Weiner L. The mode of action of allicin: trapping of radicals and interaction with thiol containing proteins. Biochim. Biophys. Acta. 1998;1379:233–244. [PubMed] [Google Scholar]
-
Reicks M.M., Crankshaw D.L. Modulation of rat hepatic cytochrome P-450 activity by garlic organosulfur compounds. Nutr. Cancer. 1996;25:241–248. [PubMed] [Google Scholar]
-
Sakamoto K., Lawson L.D., Milner J.A. Allyl sulfides from garlic suppress the in vitro proliferation of human A549 lung tumor cells. Nutr. Cancer. 1997;29:152–156. [PubMed] [Google Scholar]
-
Schaffer E.M., Liu J.Z., Green J., Dangler C.A., Milner J.A. Garlic and associated allyl sulfur components inhibit N-methyl-N-nitrosourea induced rat mammary carcinogenesis. Cancer Lett. 1996;102:199–204. [PubMed] [Google Scholar]
-
Seki T., Tsuji K., Hayato Y., Moritomo T., Ariga T. Garlic and onion oils inhibit proliferation and induce differentiation of HL-60 cells. Cancer Lett. 2000;160:29–35. [PubMed] [Google Scholar]
-
Sheela C.G., Kumud K., Augusti K.T. Anti-diabetic effects of onion and garlic sulfoxide amino acids in rats. Planta Med. 1995;61:356357. [PubMed] [Google Scholar]
-
Sheen L.Y., Chen H.W., Kung Y.L., Liu C.T., Lii C.K. Effects of garlic oil and its organosulfur compounds on the activities of hepatic drug-metabolizing and antioxidant enzymes in rats fed high- and low-fat diets. Nutr. Cancer. 1999;35:160–166. [PubMed] [Google Scholar]
-
Shenoy N.R., Choughuley A.S. Inhibitory effect of diet related sulphydryl compounds on the formation of carcinogenic nitrosamines. Cancer Lett. 1992;65:227–232. [PubMed] [Google Scholar]
-
Siegers C.P., Steffen B., Robke A., Pentz R. The effects of garlic preparations against human tumor cell proliferation. Phytomedicine. 1999;6:7–11. [PubMed] [Google Scholar]
-
Sigounas G., Hooker J., Angnostou A., Steiner M. S-allyl mercaptocysteine inhibits cell proliferation and reduces the viability of erythroleukemia, breast and prostate cancer cell lines. Nutr. Cancer. 1997;27:186–191. [PubMed] [Google Scholar]
-
Singh S.V., Mohan R.R., Agarwal R., Benson P.J., Hu X., Rudy M.A., Xia H., Katoh A., Srivastava S.K., Mukhtar H., Gupta V., Zaren H.A. Novel anti-carcinogenic activity of an organosulfide from garlic: inhibition of H-RAS oncogene transformed tumor growth in vivo by diallyl disulfide is associated with inhibition of p21H-ras processing. Biochem. Biophys. Res. Commun. 1996;225:660–665. [PubMed] [Google Scholar]
-
Soni K.B., Lahiri M., Chackradeo P., Bhide S.V., Kuttan R. Protective effect of food additives on aflatoxin-induced mutagenicity and hepatocarcinogenicity. Cancer Lett. 1997;115:129–133. [PubMed] [Google Scholar]
-
Sparnins V.L., Mott A.W., Barany G., Wattenberg L.W. Effects of allyl methyl trisulfide on glutathione S-transferase activity and BP-induced neoplasia in the mouse. Nutr. Cancer. 1986;8:211–215. [PubMed] [Google Scholar]
-
Sparnins V.L., Barany G., Wattenberg L.W. Effects of organosulfur compounds from garlic and onions on benzo[a]pyrene-induced neoplasia and glutathione S-transferase activity in the mouse. Carcinogenesis. 1988;9:131–134. [PubMed] [Google Scholar]
-
Srivastava K.C., Bordia A., Verma S.K. Garlic (Allium sativum) for disease prevention. South African J. Sci. 1995;91:68–77. [Google Scholar]
-
Srivastava S.K., Hu X., Xia H., Zaren H.A., Chatterjee M.L., Agarwal R., Singh S.V. Mechanism of differential efficacy of garlic organosulfides in preventing benzo[a]pyrene-induced cancer in mice. Cancer Lett. 1997;118:61–67. [PubMed] [Google Scholar]
-
Stoll A., Seebeck E. Chemical investigations of alliin, the specific principle of garlic. Adv. Enzymol. 1951;11:377–400. [PubMed] [Google Scholar]
-
Sumiyoshi H., Wargovich M.J. Chemoprevention of 1,2-dimethylhydrazine-induced colon cancer in mice by naturally occurring organosulfur compounds. Cancer Res. 1990;50:5084–5087. [PubMed] [Google Scholar]
-
Sundaram S.G., Milner J.A. Impact of organosulfur compounds in garlic on canine mammary tumor cells in culture. Cancer Lett. 1993;74:85–90. [PubMed] [Google Scholar]
-
Sundaram S.G., Milner J.A. Diallyl disulfide induces apoptosis of human colon tumor cells. Carcinogenesis. 1996;17:669–673. [PubMed] [Google Scholar]
-
Takada N., Matsuda T., Otoshi T., Yano Y., Otani S., Hasegawa T., Nakae D., Konishi Y., Fukushima S. Enhancement by organosulfur compounds from garlic and onions of diethylnitrosamine-induced glutathione S-transferase positive foci in the rat liver. Cancer Res. 1994;54:2895–2899. [PubMed] [Google Scholar]
-
Takeyama H., Hoon D.S., Saxton R.E., Morton D.L., Irie R.F. Growth inhibition and modulation of cell markers of melanoma by S-allyl cysteine. Oncology. 1993;50:63–69. [PubMed] [Google Scholar]
-
Thomson M., Ali M. Garlic [Allium sativum]: a review of its potential use as an anti-cancer agent. Curr. Cancer Drug. Target. 2003;3:67–81. [PubMed] [Google Scholar]
-
Wargovich M.J. Diallyl sulfide, a flavour compound of garlic (Allium sativum), inhibits dimethylhydrazine-induced colon cancer. Carcinogenesis. 1987;8:487–489. [PubMed] [Google Scholar]
-
Wargovich M.J., Woods C., Eng V.W., Stephens L.C., Gray K. Chemoprevention of N-nitrosomethyl-benzylamine induced esophageal cancer in rats by the naturally occurring thioether, diallyl sulfide. Cancer Res. 1988;48:6872–6875. [PubMed] [Google Scholar]
-
Welch C., Wuarin L., Sidell N. Antiproliferative effect of the garlic compound S-allyl cysteine on human neuroblastoma cells in vitro. Cancer Lett. 1992;63:211–219. [PubMed] [Google Scholar]
-
Xiao D., Pinto J.T., Soh J.W., Deguchi A., Gundersen G.G., Palazzo A.F., Yoon J.T., Shirin H., Weinstein I.B. Induction of apoptosis by the garlic derived compound S-mercaptocysteine (SAMC) is associated with microtubule depolymerization and c-Jun NH2-terminal kinase 1 activation. Cancer Res. 2003;63:6825–6837. [PubMed] [Google Scholar]
-
Yu T.H., Wu C.M. Stability of allicin in garlic juice. J. Food Sci. 1989;54:977–981. [Google Scholar]
-
Zhang Y.S., Chen X.R., Yu Y.N. Antimutagenic effect of garlic (Allium sativum L.) on 4NQO-induced mutagenesis in Escherichia coli WP20. Mutat Res. 1989;227:215–219. [PubMed] [Google Scholar]