Diallyl trisulfide

Description

Hydrogen sulfide (H₂S) is an endogenously-produced gaseous second messenger that can regulate many physiological processes. Diallyl trisulfide (DATS) is an organic polysulfide compound found in garlic that acts as an H₂S donor. It reduces the survival of prostate cancer PC-3 cells (IC₅₀ = 22 μM) and inhibits the growth of human colon adenocarcinoma HCT15 cells (IC₅₀ = 11.5 μM). DATS suppresses the growth of PC-3 xenografts in vivo in mice and induces vascular smooth muscle relaxation. Garlic extracts also lower cholesterol and there is evidence that DATS can alter the expression of genes and inhibit enzymes that are relevant to cholesterol synthesis.

Chemical properties

Diallyl trisulfide is a yellow liquid with a disagreeable odor. It is a stable transformation product of allicin. Insoluble in water and ethanol, miscible in ether. Natural products are found in onions, garlic, etc. Diallyl trisulfide (DATS) and diallyl disulfide (DADS) are the two major organosulfides in garlic oil.

Occurrence

Reported found in garlic oil.

The Uses of Diallyl trisulfide

Diallyl Trisulfide, is an organosulfur garlic compound that induces neovasculogenesis and has preventive effects against ischemic injuries. Antiarrythmic effect.

The Uses of Diallyl trisulfide

Diallyl trisulfide (DATS) has been used to study its antimicrobial effects against Campylobacter jejuni. It has also been used to test its effect on hepatic regeneration in partial hepatectomy (PHx) rats.

What are the applications of Application

Diallyl trisulfide is an inhibitor of chemically induced tumorigenesis

Definition

ChEBI: Diallyl trisulfide is an organic trisulfide that is trisulfane in which both of the hydrogens are replaced by allyl groups. A component of the essential oil of garlic and a major component of the traditional Chinese medicine allitridium, it exhibits antifungal, antitumour and antioxidant activity It has a role as an apoptosis inducer, an estrogen receptor antagonist, an antineoplastic agent, a vasodilator agent, an antioxidant, an anti-inflammatory agent, an insecticide, an antiprotozoal drug, a platelet aggregation inhibitor and an antilipemic drug.

Preparation

In nature, diallyl trisulfide is formed from alliin and allicin.

General Description

Diallyl trisulfide (DATS) is one of the organosulfur compounds found in garlic (Allium sativum), and other Allium genera such as onions. This sulfur-rich compound is produced by the rapid disintegration of its metabolic precursor Allicin.

Biochem/physiol Actions

DATS is a potent anti-cancer and chemopreventive agent that regulates apoptosis, metastasis, cell cycle, and angiogenesis in cancer pathways. It is also an excellent neuroprotective agent. DATS elicits antioxidant and anti-inflammatory activities against doxorubicin (DOX)-induced rats brains. It may improve glycemic control, muscle glucose utilization, and insulin secretion in streptozotocin-induced diabetic rats.