A Study of Pungency of Capsaicinoid as Affected by Their Molecular Structure Alteration


An attempt was made in an effort to synthesize a series of capsaicinoids, most of which are synthesized in our laboratory and characterized to be completely new members of capsaicinoids. The Structure-pungency dependence are presented and discussed.

Share and Cite:

J. WANG, Z. PENG, S. ZHOU, J. Zhang, S. Zhang, X. ZHOU, X. ZHANG and B. PENG, "A Study of Pungency of Capsaicinoid as Affected by Their Molecular Structure Alteration," Pharmacology & Pharmacy, Vol. 2 No. 3, 2011, pp. 109-115. doi: 10.4236/pp.2011.23014.

Conflicts of Interest

The authors declare no conflicts of interest.


[1] Athanasiou, A.Bates T. E. et al., Vanilloid receptor agonists and antagonists are mitochon-drial inhibitors :How vanilloids causenon-vanilloid receptor mediated cell dea- th, Biochemcal and Biophysical Research Communication,Vol.354, 2007, pp.50-55.
[2] A. Mori, S. Lehmann, J. O’kelly et. al., HCapsaicin, a component of red peppers, inhibits the growth of andro- gen-independent, p53 mutant prostate cancer cellsH, Can- cer Research, Vol.66, No.6, March 2006, pp.3222-3229.
[3] Choi S. Y., H. Ha and Kim K. T., Capsaicin inhibits Platelet — activating Factor – induced cytosolic Ca2+ rise and superoxide production. J. Immuunol., Vol. 165, No. 7, October 2000, pp.3992-3998.
[4] Morre D. J. Caldwell A. Mgyorga A. at al., NADA oxidase activity from sera Altered by capsaicin is widely distributed among cancer among cancer Patients, Arch. Biochem. Biophys. Vol. 342, No.2, 1997 pp.224-230.
[5] Galati G, and O’Brien P. L., Cytoprotective and anticancer properties of coenzyme quersus capsacic., Biofactors., Vol. 18, No. 1-4, 2003 pp.195-205.
[6] Ana maria Sanchez, Javier Martinez-Botas, Ines Diaz- Laviada et al., Induction of the endoplasmic reticulum stress protein GADD153/CHOP by capsaicin in prostate PC-3 cell: A microarray study., Biochemical and Bio- physical Research Communications, Vol. 372, 2008, pp. 785-791.
[7] Sophie Malagarie-Cazenave, Nuria Olea-Herrero, Ines Diaz-Laviada et al., Capsaicin, a component of red peppers, induces expression of androgen receptor via PI3K and MAPK pathways in prostate LNCaP cells., FEBS Letters, Vol.583, 2009, pp.141-147.
[8] Ines Diaz-Laviada, Effect of capsaicin on prostate cancer cells., Future Oncology, Vol.6, No.10, 2010, pp. 1545- 1550.
[9] Ana Maria Sanchez, Sophie Malagarie-Cazenave, Ines Diaz-Laviada et al., Apoptosis induced by capsaicin in prostate PC-3 cell involves ceramide accumulation, neutral sphingomyelinase, and JNK activation., Apoptosis, Vol. 12, 2007, pp.2013-2024.
[10] Kathleen C. Brown, Ted R. Witte, Piyali Dasgupta et al., Capsaicin displays anti-proliferative activity against human small cell lung cancer in cell culture and nude mice models via the E2F pathway., PloS ONE, Vol. 5, No. 4, 2010, pp. 1-15.
[11] Keisuke Ito, Tomonori Nakazato, Masahiro Kizaki et al., Induction of apoptosis in leukemic cell by homovanillic acid derivative, capsaicin, through oxidative stress: Implication of phosphorylation of p52 at Ser-15 residue by reactive oxygen species., Cancer Research, Vol.64, 2004, pp. 1071-1078
[12] P. M. Gannett, D. L. Nagel, P. J. Reilly, et al., The Capsaicinoids: Their Separation, Synthesis, and mutagenicity. J. Org. Chem. Vol. 53, 1988,1064-1071
[13] Harumi Kaga, Masakatsu and Kazuhiko Orito, A Facile procedure of Capsaicin., J. Org. Chem., Vol.54, 1989, pp. 3477-3478.
[14] Zhou Sheng-ze, Zhou xiang-feng and Peng Bi-xian, A novel synthesis method of capsaicinoids., CN- 2007100877050
[15] Wiber Scoville, The Journal of the American Pharmacists Association; Vol. 1, 1912, pp. 453-4.
[16] Donna R Trainer, Anthony T Grenis, Spices and Seasonings, a food technology handbook, 2nd Ed., 2001, Wiley IEEE.

Copyright © 2024 by authors and Scientific Research Publishing Inc.

Creative Commons License

This work and the related PDF file are licensed under a Creative Commons Attribution 4.0 International License.