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Anticancer effects of diallyl trisulfide derived from garlic.

Abstract
Alk(en)yl sulfides are characteristic flavor components of garlic. Several lines of epidemiological study indicate that the risk of a certain cancer can be prevented by consumption of garlic. In this manuscript, we examined the anticancer property of garlic-derived alk(en)yl sulfides, and the molecular basis especially for diallyl trisulfide which is a major constituent of the garlic oil. Alk(en)yl sulfides with different numbers of sulfur atom (i.e., mono-, di-, and trisulfide) were synthesized and purified (>99%). The anticancer activity of the alk(en)yl sulfides was primarily examined using human colon cancer cells HCT-15 and DLD-1. The growth of the cells was significantly suppressed by diallyl trisulfide, but neither diallyl monosulfide nor diallyl disulfide showed such an effect. The number of cells arrested at G2/M phase, the cells with a sub-G1 DNA content, and the cells with caspase-3 activity were dramatically increased by diallyl trisulfide treatment. Diallyl trisulfide disrupted microtubule network formation of the cells, and microtubule fragments could be seen at the interphase. There was a specific oxidative modification of cysteine residues Cys12 beta and Cys354 beta, forming S-allylmercaptocysteines in the tubulin molecule. These results suggest that diallyl trisulfide is responsible, at least in part, for the epidemiologically proven anticancer effect for garlic eaters.
AuthorsTaiichiro Seki, Takashi Hosono, Tomomi Hosono-Fukao, Kahoru Inada, Rie Tanaka, Jun Ogihara, Toyohiko Ariga
JournalAsia Pacific journal of clinical nutrition (Asia Pac J Clin Nutr) Vol. 17 Suppl 1 Pg. 249-52 ( 2008) ISSN: 0964-7058 [Print] Australia
PMID18296348 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't, Review)
Chemical References
  • Allyl Compounds
  • Antineoplastic Agents, Phytogenic
  • Sulfides
  • diallyl trisulfide
Topics
  • Allyl Compounds (pharmacology)
  • Antineoplastic Agents, Phytogenic (pharmacology)
  • Apoptosis
  • Cell Cycle (drug effects)
  • Cell Line, Tumor
  • Garlic (chemistry)
  • Humans
  • Microtubules (drug effects, ultrastructure)
  • Neoplasms (drug therapy)
  • Sulfides (pharmacology)

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