Tetrahydropiperine

Tetrahydropiperine is a derivative of piperine (Item No. 11750) and an arylpentanamide originally isolated from P. longum that has diverse biological activities.^1,2 It is an agonist of transient receptor potential vanilloid type 1 (TRPV1; EC₅₀ = 6.3 µM).² It inhibits the cytochrome P450 (CYP) isoform CYP1A1/arylhydrocarbon hydroxylase (AHH; IC₅₀ = 23 µM) and 7-methoxycoumarin O-demethylase (MOCD) activity (IC₅₀ = 25 µM) in rat liver microsomes.³ Tetrahydropiperine increases skin pigmentation in a mouse model of vitiligo when 100 µl of a 175 mM solution is administered topically, an effect that can be enhanced by subsequent suberythemal ultraviolet radiation (UVR).⁴ Formulations containing tetrahydropiperine have been used to increase bioavailability of compounds applied to the skin.

WARNING This product is not for human or veterinary use.

1. Madhusudhan, P., and Vandana, K.L. Tetrahydropiperine, the first natural aryl pentanamide from Piper longum. Biochem. Syst. Ecol. 29(5), 537-538 (2001).

2. Correa, E.A., Högestätt, E.D., Sterner, O., et al. In vitro TRPV1 activity of piperine derived amides. Bioorg. Med. Chem. 18(9), 3299-3306 (2010).

3. Koul, S., Koul, J.L., Taneja, S.C., et al. Structure-activity relationship of piperine and its synthetic analogues for their inhibitory potentials of rat hepatic microsomal constitutive and inducible cytochrome P450 activities. Bioorg. Med. Chem. 8(1), 251-268 (2000).

4. Faas, L., Venkatasamy, R., Hider, R.C., et al. In vivo evaluation of piperine and synthetic analogues as potential treatments for vitiligo using a sparsely pigmented mouse model. Br. J. Dermatol. 158(5), 941-950 (2008).