Tetrahydropiperine 是胡椒碱的环己基类似物，也是第一种天然芳基戊酰胺，从Piper longum分离得到。它对细胞色素 P450 (CYP) 同工型 CYP1A1/芳基烃羟化酶 (AHH；IC50=23 μM)具有抑制作用。

TETRAHYDROPIPERINE is a natural product derived from piperine, can be used to treat convulsion, epilepsy, relieve pain, and control insects.

TETRAHYDROPIPERINE is an agonist of transient receptor potential vanilloid type 1 (TRPV1; EC50 = 6.3 μM)[1]. 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[2].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)[3].

The test compounds were PIP [5-(3,4-methylenedioxyphenyl)-2,4-pentadienoylpiperidine], tetrahydropiperine [THP, 5-(3,4-methylenedioxyphenyl)-pentanoylpiperidine], a cyclohexyl analogue of piperine [CHP, 5-(3,4-methylenedioxyphenyl)-2,4-pentadienoylcyclohexylamine], and reduced CHP [rCHP, 5-(3,4-methylenedioxyphenyl)-2,4-pentanoylcyclohexylamine].?Sparsely pigmented, HRA/Skh-II mice were randomized to receive topical treatment with test compounds or vehicle twice a day for five days a week, with or without ultraviolet (UV) irradiation on 3 days a week.?Treatment was either continuous or interrupted to evaluate fading and repigmentation.?Skin inflammation and pigmentation were evaluated regularly during treatment.?DOPA+ melanocytes were determined histologically at the termination of treatment[3].

23434-88-0

C17H23NO3

289.375

Cosmoperine;四氢胡椒碱

DMSO:57 mg/mL (196.97 mM)
Powder: -20°C for 3 years
In solvent: -80°C for 2 years