Chemical Properties

6-Gingerol (6-gingerol) is a member of the curcumin family and is one of the main active components of ginger. It is a compound with a pungent flavor, and its chemical structure is similar to that of capsaicin, but its spiciness is only one hundredth, or even one thousandth, of that of capsaicin, and it has very little irritation.6-gingerol contains a phenolic group and an alicyclic ring in its structure, which makes it polar and hydrophobic, and thus affects its biological activity and pharmacological effects.

Uses

Paradol is a Gingerol related compound from ginger with antioxidant activity and cancer preventive properties.

Definition

ChEBI: [6]-Paradol is a member of phenols, a ketone and a monomethoxybenzene.

Synthesis

53172-10-4

27113-22-0

Under nitrogen protection, 16 g of sodium metal, 3.5 g of anhydrous sodium acetate and 110 g of tetrahydrofuran were added to the reaction flask and stirred at room temperature. A solution consisting of 50 g of olefinic intermediate and 200 g of ethanol was slowly added dropwise and the dropwise process was completed in about 2 hours. The reaction was then heated and refluxed, and the progress of the reaction was monitored by thin layer chromatography (unfolding agent ratio petroleum ether: dichloroethane = 3:2). After the complete disappearance of the raw material, the reaction was continued for 3.5 hours. The reaction was stopped, 10 g of activated carbon was added and refluxing was continued for 0.5 hours. The reaction mixture was filtered and concentrated under reduced pressure to remove the solvent. The residue was washed with water, layered and dehydrated to give a light yellow oily product. The purity of the product was 98% and the yield was 94%.

in vivo

target

Antifection

IC 50

COX-2

References

[1] Patent: CN106866393, 2017, A. Location in patent: Paragraph 0045; 0046; 0047; 0048
[2] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1972, p. 3001 - 3006