Ajoene () is a
chemical compound available from
garlic (
Allium sativum). The name (and pronunciation) is derived from "ajo", the
Spanish word for garlic. It is found as a mixture of two isomers, E-, and Z- 4,5,9-trithiadodeca-1,6,11-triene 9-oxide.
Ajoene, an unsaturated
disulfide, is formed from a chemical reaction involving two
allicin molecules. Allicin is a sulfinyl compound that gives garlic its strong
odor and
flavor. The release of allicin occurs after a garlic clove is crushed or finely chopped. Subsequent formation of ajoene occurs when allicin is dissolved in various solvents including edible oils. Ajoene is also found in garlic extract. Ajoene is most stable and most abundant in macerate of garlic (chopped garlic in edible oil).
Scientists have found that ajoene has many
properties of interest to current
medicine. It functions as an
antioxidant, by inhibiting the release of
superoxide. Ajoene also has antithrombotic (anti-clotting) properties, which helps prevent
platelets in the
blood from forming
blood clots, potentially reducing the risk of
heart disease and
stroke in humans. Ajoene is also known to have effective broad-spectrum antimicrobial (antibacterial and antifungal) properties, helpful in preventing
yeast infection (
Candida albicans) and treating
athlete's foot (
tinea pedis), for example. Ajoene has even been shown effective in inhibiting
tumor cell growth by targeting the
microtubule cytoskeleton of such cells.
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