Pellitorine (CAS: 18836-52-7)

C₁₄H₂₅NO

• Tingling-inducing agent. Excellent stable model compound for sensory studies [3]. Exerts same profile as the unstable compound hydroxy-α-sanshool.
• Shows larvicidal, antimycobacterial and antituberculosis activity [1, 2, 4].
• α-Glucosidase inhibitor used in diabetes mellitus, cancer, infection and inflammatory research [5].
• ACAT (Acyl-CoA cholesteryl acyl transferase) inhibitor [6].
• Potential anti-cancer lead compound [7].
• Anti-thrombotic [8].
• Anti-septic [9].
• Antiprotozoal, antimalarial activity [10].
• Antagonist of the TRPV1

1. Larvicidal activity of isobutylamides identified in Piper nigrum fruits against three mosquito species: I.K. Park, et al.; J. Agric. Food Chem. 50, 1866 (2002)
2. Chemical constituents and bioactivity of Piper sarmentosum: T. Rukachaisirikul, et al.; J. Ethnopharmacol. 93, 173 (2004)
3. Stereoselective Enzymatic Synthesis of cis-Pellitorine, a Taste Active Alkamide Naturally Occurring in Tarragon: P. J. Ley, et al.; Eur. J. Org. Chem. 2004, 5135 
4. Chemical constituents of the roots of Piper sarmentosum: P. Tuntiwachwuttikul, et al.; Chem. Pharm. Bull. (Tokyo) 54, 149 (2006)
5. HPLC assisted chemobiological standardization of alpha-glucosidase-I enzyme inhibitory constituents from Piper longum Linn - An Indian medicinal plant: S.V. Pullela, et al.; J. Ethnopharmacol. 108, 445 (2006)
6. ACAT inhibition of alkamides identified in the fruits of Piper nigrum: M.C. Rho, et al.; Phytochemistry 68, 899 (2007)
7. Pellitorine, a potential anti-cancer lead compound against HL6 and MCT-7 cell lines and microbial transformation of piperine from Piper Nigrum: G.C. Ee, et al.; Molecules 15, 2398 (2010)
8. Antithrombotic activities of pellitorine in vitro and in vivo: S.K. Ku, et al.; Fitoterapia 91, 1 (2013)
9. Anti-septic effects of pellitorine in HMGB1-induced inflammatory responses in vitro and in vivo: S.K. Ku, et al.; Inflammation 37, 338 (2014)
10. Antiprotozoal activity of Achillea ptarmica (Asteraceae) and its main alkamide constituents: J.B. Althaus, et al.; Molecules 19, 6428 (2014)
11. Pellitorine, an extract of Tetradium daniellii, is an antagonist of the ion channel TRPV1: Z. Olah, et al.; Phytomed. 34, 44 (2017)