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Chemical Compound Review

piperine     (2E,4E)-5-benzo[1,3]dioxol-5- yl-1-(1...

Synonyms: Bioperine, Piperin, Prestwick_398, AC1LCVHI, PubChem15874, ...
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Disease relevance of Piperin


Psychiatry related information on Piperin


High impact information on Piperin


Chemical compound and disease context of Piperin


Biological context of Piperin


Anatomical context of Piperin


Associations of Piperin with other chemical compounds


Gene context of Piperin

  • These results may provide insight into the TRPV1-mediated effects of piperine on gastrointestinal function [25].
  • Simultaneous supplementation with black pepper or piperine lowered TBARS and CD levels and maintained SOD, CAT, GPx, GST, and GSH levels to near those of control rats [13].
  • We also found that piperine could reduce the expression of IL-1beta, IL-6, TNF-alpha, GM-CSF and IL-12p40 genes [26].
  • Piperine is a potent inhibitor of nuclear factor-kappaB (NF-kappaB), c-Fos, CREB, ATF-2 and proinflammatory cytokine gene expression in B16F-10 melanoma cells [26].
  • Kinetic analyses by a Lineweaver-Burk plot clearly indicated that piperine competitively inhibited MAO-A and MAO-B with Ki values of 19.0+/-0.9 microM and 3.19+/-0.5 microM, respectively [27].

Analytical, diagnostic and therapeutic context of Piperin


  1. Piperine, a phytochemical potentiator of ciprofloxacin against Staphylococcus aureus. Khan, I.A., Mirza, Z.M., Kumar, A., Verma, V., Qazi, G.N. Antimicrob. Agents Chemother. (2006) [Pubmed]
  2. Piperine enhances the bioavailability of the tea polyphenol (-)-epigallocatechin-3-gallate in mice. Lambert, J.D., Hong, J., Kim, D.H., Mishin, V.M., Yang, C.S. J. Nutr. (2004) [Pubmed]
  3. Reproductive toxicity of piperine in Swiss albino mice. Daware, M.B., Mujumdar, A.M., Ghaskadbi, S. Planta Med. (2000) [Pubmed]
  4. Piperine impairs cytochrome P4501A1 activity by direct interaction with the enzyme and not by down regulation of CYP1A1 gene expression in the rat hepatoma 5L cell line. Reen, R.K., Roesch, S.F., Kiefer, F., Wiebel, F.J., Singh, J. Biochem. Biophys. Res. Commun. (1996) [Pubmed]
  5. Chemopreventive effect of piperine on modulating lipid peroxidation and membrane bound enzymes in benzo(a)pyrene induced lung carcinogenesis. Selvendiran, K., Sakthisekaran, D. Biomed. Pharmacother. (2004) [Pubmed]
  6. Individual differences in perception of bitterness from capsaicin, piperine and zingerone. Green, B.G., Hayes, J.E. Chem. Senses (2004) [Pubmed]
  7. Piperine: researchers discover new flavor in an ancient spice. Szallasi, A. Trends Pharmacol. Sci. (2005) [Pubmed]
  8. Novel aromatic ester from Piper longum and its analogues inhibit expression of cell adhesion molecules on endothelial cells. Kumar, S., Arya, P., Mukherjee, C., Singh, B.K., Singh, N., Parmar, V.S., Prasad, A.K., Ghosh, B. Biochemistry (2005) [Pubmed]
  9. Cytochrome P450 2B1 mediates oxidant injury in puromycin-induced nephrotic syndrome. Liu, H., Bigler, S.A., Henegar, J.R., Baliga, R. Kidney Int. (2002) [Pubmed]
  10. Identification, quantification, and relative concentrations of carotenoids and their metabolites in human milk and serum. Khachik, F., Spangler, C.J., Smith, J.C., Canfield, L.M., Steck, A., Pfander, H. Anal. Chem. (1997) [Pubmed]
  11. Modulation of cadmium induced alterations in murine thymocytes by piperine: oxidative stress, apoptosis, phenotyping and blastogenesis. Pathak, N., Khandelwal, S. Biochem. Pharmacol. (2006) [Pubmed]
  12. Piperine inhibition of 1-methyl-4-phenylpyridinium-induced mitochondrial dysfunction and cell death in PC12 cells. Lee, C.S., Han, E.S., Kim, Y.K. Eur. J. Pharmacol. (2006) [Pubmed]
  13. Antioxidant efficacy of black pepper (Piper nigrum L.) and piperine in rats with high fat diet induced oxidative stress. Vijayakumar, R.S., Surya, D., Nalini, N. Redox Rep. (2004) [Pubmed]
  14. In vivo growth-inhibition of Sarcoma 180 by piplartine and piperine, two alkaloid amides from Piper. Bezerra, D.P., Castro, F.O., Alves, A.P., Pessoa, C., Moraes, M.O., Silveira, E.R., Lima, M.A., Elmiro, F.J., Costa-Lotufo, L.V. Braz. J. Med. Biol. Res. (2006) [Pubmed]
  15. Targeting of piperine intercalated in mannose-coated liposomes in experimental leishmaniasis. Raay, B., Medda, S., Mukhopadhyay, S., Basu, M.K. Indian J. Biochem. Biophys. (1999) [Pubmed]
  16. Piperine, an active principle from Piper nigrum, modulates hormonal and apo lipoprotein profiles in hyperlipidemic rats. Vijayakumar, R.S., Nalini, N. Journal of basic and clinical physiology and pharmacology. (2006) [Pubmed]
  17. Piperine-mediated changes in the permeability of rat intestinal epithelial cells. The status of gamma-glutamyl transpeptidase activity, uptake of amino acids and lipid peroxidation. Johri, R.K., Thusu, N., Khajuria, A., Zutshi, U. Biochem. Pharmacol. (1992) [Pubmed]
  18. Biochemical basis of enhanced drug bioavailability by piperine: evidence that piperine is a potent inhibitor of drug metabolism. Atal, C.K., Dubey, R.K., Singh, J. J. Pharmacol. Exp. Ther. (1985) [Pubmed]
  19. Effects of piperine on bioenergetic functions of isolated rat liver mitochondria. Reanmongkol, W., Janthasoot, W., Wattanatorn, W., Dhumma-Upakorn, P., Chudapongse, P. Biochem. Pharmacol. (1988) [Pubmed]
  20. Effect of vanilloid drugs on gastrointestinal transit in mice. Izzo, A.A., Capasso, R., Pinto, L., Di Carlo, G., Mascolo, N., Capasso, F. Br. J. Pharmacol. (2001) [Pubmed]
  21. Cobalt(II)-catalyzed intermolecular Diels-Alder reaction of piperine. Wei, K., Li, W., Koike, K., Nikaido, T. Org. Lett. (2005) [Pubmed]
  22. Impairment of UDP-glucose dehydrogenase and glucuronidation activities in liver and small intestine of rat and guinea pig in vitro by piperine. Reen, R.K., Jamwal, D.S., Taneja, S.C., Koul, J.L., Dubey, R.K., Wiebel, F.J., Singh, J. Biochem. Pharmacol. (1993) [Pubmed]
  23. Piperine, a major constituent of black pepper, inhibits human P-glycoprotein and CYP3A4. Bhardwaj, R.K., Glaeser, H., Becquemont, L., Klotz, U., Gupta, S.K., Fromm, M.F. J. Pharmacol. Exp. Ther. (2002) [Pubmed]
  24. Herbal modulation of P-glycoprotein. Zhou, S., Lim, L.Y., Chowbay, B. Drug Metab. Rev. (2004) [Pubmed]
  25. Effects of piperine, the pungent component of black pepper, at the human vanilloid receptor (TRPV1). McNamara, F.N., Randall, A., Gunthorpe, M.J. Br. J. Pharmacol. (2005) [Pubmed]
  26. Piperine is a potent inhibitor of nuclear factor-kappaB (NF-kappaB), c-Fos, CREB, ATF-2 and proinflammatory cytokine gene expression in B16F-10 melanoma cells. Pradeep, C.R., Kuttan, G. Int. Immunopharmacol. (2004) [Pubmed]
  27. Piperine from the fruits of Piper longum with inhibitory effect on monoamine oxidase and antidepressant-like activity. Lee, S.A., Hong, S.S., Han, X.H., Hwang, J.S., Oh, G.J., Lee, K.S., Lee, M.K., Hwang, B.Y., Ro, J.S. Chem. Pharm. Bull. (2005) [Pubmed]
  28. Determination of piperine in pepper (Piper nigrum) using high-performance liquid chromatography. Rathnawathie, M., Buckle, K.A. J. Chromatogr. (1983) [Pubmed]
  29. Effects of piperine on the motility of the isolated guinea-pig ileum: comparison with capsaicin. Takaki, M., Jin, J.G., Lu, Y.F., Nakayama, S. Eur. J. Pharmacol. (1990) [Pubmed]
  30. Determination of piperine in biological tissues by thin-layer chromatography and ultraviolet absorption densitometry. Bhat, B.G., Chandrasekhara, N. J. Chromatogr. (1985) [Pubmed]
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