Extraction, bioavailability, and bioefficacy of capsaicinoids

Journal of Food and Drug Analysis

Volumn 25, Issue 1, 2017, Pages 27-36

  Lu, Muwen ^a   Ho, Chi Tang ^a   Huang, Qingrong ^a  

^a RUTGERS UNIVERSITY   (United States)

Author keywords

bioavailability; bioefficacy; biological mechanism capsaicinoids; extraction

Indexed keywords

BIOAVAILABILITY; EXTRACTION; HUMAN; METABOLISM; VEGETABLE;

SOLANUM ALKALOID;

BIOLOGICAL AVAILABILITY; HUMANS; SOLANACEOUS ALKALOIDS; VEGETABLES;

EID: 85008406235     PISSN: 10219498     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jfda.2016.10.023     Document Type: Review

References (66)

1. [1] Asnin, L., Park, S.W., Isolation and analysis of bioactive compounds in Capsicum peppers. Crit Rev Food Sci Nutr 55 (2015), 254–289.
2. [2] Zewdie, Y., Bosland, P.W., Capsaicinoid profiles are not good chemotaxonomic indicators for Capsicum species. Biochem Syst Ecol 29 (2001), 161–169.
3. [3] Barbero, G.F., Liazid, A., Azaroual, L., Palma, M., Barroso, C.G., Capsaicinoid contents in peppers and pepper-related spicy foods. Int J Food Prop 19 (2015), 485–493.
4. [4] Thiele, R., Mueller-Seitz, E., Petz, M., Chili pepper fruits: presumed precursors of fatty acids characteristic for capsaicinoids. J Agric Food Chem 56 (2008), 4219–4224.
5. [5] Rollyson, W.D., Stover, C.A., Brown, K.C., Perry, H.E., Stevenson, C.D., McNees, C.A., Ball, J.G., Valentovic, M.A., Dasgupta, P., Bioavailability of capsaicin and its implications for drug delivery. J Control Release 28 (2014), 96–105.
6. [6] Jang, J.J., Kim, S.H., Yun, T.K., Inhibitory effect of capsaicin on mouse lung tumor development. In Vivo 3 (1989), 49–54.
7. [7] Mori, A., Lehmann, S., O'Kelly, J., Kumagai, T., Desmond, J.C., Pervan, M., McBride, W.H., Kizaki, M., Koeffler, H.P., Capsaicin, a component of red peppers, inhibits the growth of androgen-independent, p53 mutant prostate cancer cells. Cancer Res 66 (2006), 3222–3229.
8. [8] Park, K.K., Surh, Y.J., Effects of capsaicin on chemically-induced two-stage mouse skin carcinogenesis. Cancer Lett 114 (1997), 183–184.
9. [9] Tanaka, T., Kohno, H., Sakata, K., Yamada, Y., Hirose, Y., Sugie, S., Mori, H., Modifying effects of dietary capsaicin and rotenone on 4-nitroquinoline 1-oxide-induced rat tongue carcinogenesis. Carcinogenesis 23 (2002), 1361–1367.
10. [10] Gilardini Montani, M.S., D'Eliseo, D., Cirone, M., Di Renzo, L., Faggioni, A., Santoni, A., Velotti, F., Capsaicin-mediated apoptosis of human bladder cancer cells activates dendritic cells via CD91. Nutrition 31 (2015), 578–581.
11. [11] Oh, S.H., Kim, Y.S., Lim, S.C., Hou, Y.F., Chang, I.Y., You, H.J., Dihydrocapsaicin (DHC), a saturated structural analog of capsaicin, induces autophagy in human cancer cells in a catalase-regulated manner. Autophagy 4 (2008), 1009–1019.
12. [12] Ziglioli, F., Frattini, A., Maestroni, U., Dinale, F., Ciufifeda, M., Cortellini, P., Vanilloid-mediated apoptosis in prostate cancer cells through a TRPV-1 dependent and a TRPV-1-independent mechanism. Acta Biomed 80 (2009), 13–20.
13. [13] Choi, C.H., Jung, Y.K., Oh, S.H., Selective induction of catalase-mediated autophagy by dihydrocapsaicin in lung cell lines. Free Radic Biol Med 49 (2010), 245–257.
14. [14] Srinivasan, K., Sambaiah, K., Chandrasekhara, N., Spices as beneficial hypolipidemic food adjuncts: a review. Food Rev Int 20 (2004), 187–220.
15. [15] Dairam, A., Fogel, R., Limson, J.L., Daya, S., Antioxidant and iron-binding properties of curcumin, capsaicin, and s-allylcysteine reduce oxidative stress in rat brain homogenate. J Agric Food Chem 56 (2008), 3350–3356.
16. [16] Manjunatha, H., Srinivasan, K., Hypolipidemic and antioxidant effects of curcumin and capsaicin in high-fat-fed rats. Can J Physiol Pharmacol 85 (2007), 588–596.
17. [17] Ahuja, K.D.K., Kunde, D.A., Ball, M.J., Geraghty, D.P., Effects of capsaicin, dihydrocapsaicin, and curcumin on copper-induced oxidation of human serum lipids. J Agric Food Chem 54 (2006), 6436–6439.
18. [18] Chen, K.S., Chen, P.N., Hsieh, Y.S., Lin, C.Y., Lee, Y.H., Chu, S.C., Capsaicin protects endothelial cells and macrophage against oxidized low-density lipoprotein-induced injury by direct antioxidant action. Chem Biol Interact 228 (2015), 35–45.
19. [19] Lee, C.Y., Kim, M., Yoon, S.W., Lee, C.H., Short-term control of capsaicin on blood and oxidative stress of rats in vivo. Phytother Res 17 (2003), 454–458.
20. [20] Hassan, M.H., Edfawy, M., Mansour, A., Hamed, A.A., Antioxidant and antiapoptotic effects of capsaicin against carbon tetrachloride-induced hepatotoxicity in rats. Toxicol Ind Health 28 (2012), 428–438.
21. [21] Mason, L., Moore, R.A., Derry, S., Edwards, J.E., McQuay, H.J., Systematic review of topical capsaicin for the treatment of chronic pain. BMJ 328 (2004), 991–994.
22. [22] Holzer, P., Capsaicin: cellular targets, mechanisms of action, and selectivity for thin sensory neurons. Pharm Rev 43 (1991), 143–201.
23. [23] Baamonde, A., Lastra, A., Juarez, L., Hidalgo, A., Menendez, L., TRPV1 desensitisation and endogenous vanilloid involvement in the enhanced analgesia induced by capsaicin in inflamed tissues. Brain Res Bull 67 (2005), 476–481.
24. [24] Jones, W.K., Fan, G.C., Liao, S., Zhang, J.M., Wang, Y., Weintraub, N.L., Kranias, E.G., Schultz, J.E., Lorenz, J., Ren, X., Peripheral nociception associated with surgical incision elicits remote nonischemic cardioprotection via neurogenic activation of protein kinase C signaling. Circulation 120 (2009), S1–S9.
25. [25] Tremarin Cda, S., Casali, K.R., Meurer, L., Schaan, B.D., Capsaicin-induced metabolic and cardiovascular autonomic improvement in an animal model of the metabolic syndrome. Br J Nutr 111 (2014), 207–214.
26. [26] Gross, E.R., Gross, G.J., Mochly-Rosen, D., Acute capsaicin treatment reduces myocardial infarct size in rats via the transient receptor potential vallinoid 1 channel. J Crit Care, 25, 2010, 18.
27. [27] Reinbach, H.C., Smeets, A., Martinussen, T., Moller, P., Westerterp-Plantenga, M.S., Effects of capsaicin, green tea and CH-19 sweet pepper on appetite and energy intake in humans in negative and positive energy balance. Clin Nutr 28 (2009), 260–265.
28. [28] Leung, F.W., Capsaicin-sensitive intestinal mucosal afferent mechanism and body fat distribution. Life Sci 83 (2008), 1–5.
29. [29] Luo, X.J., Peng, J., Li, Y.J., Recent advances in the study on capsaicinoids and capsinoids. Eur J Pharmacol 650 (2011), 1–7.
30. [30] Joo, J.I., Kim, D.H., Choi, J.W., Yun, J.W., Proteomic analysis for antiobesity potential of capsaicin on white adipose tissue in rats fed with a high fat diet. J Proteome Res 9 (2009), 2977–2987.
31. [31] O'Neill, J., Brock, C., Olesen, A.E., Andresen, T., Nilsson, M., Dickenson, A.H., Unravelling the mystery of capsaicin: a tool to understand and treat pain. Pharmacol Rev 64 (2012), 939–971.
32. [32] Lu, M., Cao, Y., Ho, C.T., Huang, Q., Development of organogel-derived capsaicin nanoemulsion with improved bioaccessibility and reduced gastric mucosa irritation. J Agric Food Chem 64 (2016), 4735–4741.
33. [33] Tan, S., Gao, B., Tao, Y., Guo, J., Su, Z.Q., Antiobese effects of capsaicin-chitosan microsphere (CCMS) in obese rats induced by high fat diet. J Agric Food Chem 62 (2014), 1866–1874.
34. [34] Zhu, Y., Zhang, J., Zheng, Q., Wang, M., Deng, W., Li, Q., Firempong, C.K., Wang, S., Tong, S., Xu, X., Yu, J., In vitro and in vivo evaluation of capsaicin-loaded microemulsion for enhanced oral bioavailability. J Sci Food Agric 95 (2015), 2678–2685.
35. [35] Barbero, G.F., Liazid, A., Palma, M., Barroso, C.G., Ultrasound-assisted extraction of capsaicinoids from peppers. Talanta 75 (2008), 1332–1337.
36. [36] Kirschbaum-Titze, P., Hiepler, C., Mueller-Seitz, E., Petz, M., Pungency in paprika (Capsicum annuum). 1. decrease of capsaicinoid content following cellular disruption. J Agric Food Chem 50 (2002), 1260–1263.
37. [37] Contreras-Padilla, M., Yahia, E.M., Changes in capsaicinoids during development, maturation, and senescence of chile peppers and relation with peroxidase activity. J Agric Food Chem 46 (1998), 2075–2079.
38. [38] Santamaria, R.I., Reyes-Duarte, M.D., Barzana, E., Fernando, D., Gama, F.M., Mota, M., Lopez-Munguıa, A., Selective enzyme-mediated extraction of capsaicinoids and carotenoids from chili guajillo puya (Capsicum annuum L.) using ethanol as solvent. J Agric Food Chem 48 (2000), 3063–3067.
39. [39] Williams, O.J., Viyaya-Raghavan, G.S., Orsat, V., Dai, J.M., Microwave-assisted extraction of capsaicinoids from capsicum fruit. J Food Biochem 28 (2004), 113–122.
40. [40] Karnka, R., Rayanakorn, M., Watanesk, S., Vaneesorn, Y., Optimization of high-performance liquid chromatographic parameters for the determination of capsaicinoid compounds using the simplex method. Anal Sci 18 (2002), 661–665.
41. [41] Korel, F., Bagdatlioglu, N., Balaban, M.O., Hisil, Y., Ground red peppers-capsaicinoids content, scoville scores, and discrimination by an electronic nose. J Agric Food Chem 50 (2002), 3257–3261.
42. [42] Daood, H.G., Illés, V., Gnayfeed, M.H., Mészáros, B., Horváth, G., Biacs, P.A., Extraction of pungent spice paprika by supercritical carbon dioxide and subcritical propane. J Supercrit Fluids 23 (2002), 143–152.
43. [43] Chen, J.H., Wang, F.M., Liu, J., Lee, F.S., Wang, X.R., Yang, H.H., Analysis of alkaloids in Coptis chinensis Franch by accelerated solvent extraction combined with ultra performance liquid chromatographic analysis with photodiode array and tandem mass spectrometry detections. Anal Chim Acta 613 (2008), 184–195.
44. [44] Domínguez, H., Núñez, M.J., Lema, J.M., Enzymatic pretreatment to enhance oil extraction from fruits and oilseeds: a review. Food Chem 49 (1994), 271–286.
45. [45] Desikacharya, S.S.R., Naidu, M.M., Sowbhagya, H.B., Naik, J.P., Krishnamurthy, N., Process of extracting chili (Capsicum) oleoresin. U.S. Patent Application 20040191364 A1, 2004.
46. [46] Salgado-Roman, M., Botello-Alvarez, E., Rico-Martinez, R., Jimenez-Islas, H., Cardenas-Manriquez, M., Navarrete-Bolanos, J.L., Enzymatic treatment to improve extraction of capsaicinoids and carotenoids from chili (Capsicum annuum) fruits. J Agric Food Chem 56 (2008), 10012–10018.
47. [47] Boonkird, S., Phisalaphong, C., Phisalaphong, M., Ultrasound-assisted extraction of capsaicinoids from Capsicum frutescens on a lab- and pilot-plant scale. Ultrason Sonochem 15 (2008), 1075–1079.
48. [48] Bajer, T., Bajerová, P., Kremr, D., Eisner, A., Ventura, K., Central composite design of pressurised hot water extraction process for extracting capsaicinoids from chili peppers. J Food Compost Anal 40 (2015), 32–38.
49. [49] Santos, P., Aguiar, A.C., Barbero, G.F., Rezende, C.A., Martinez, J., Supercritical carbon dioxide extraction of capsaicinoids from malagueta pepper (Capsicum frutescens L.) assisted by ultrasound. Ultrason Sonochem 22 (2015), 78–88.
50. 2 extraction of bioactive compounds from dedo de moça pepper (Capsicum baccatum L. var. pendulum). Ultrason Sonochem 31 (2016), 284–294.
51. [51] De Aguiar, A.C., Dos Santos, P., Coutinho, J.P., Barbero, G.F., Godoy, H.T., Martínez, J., Supercritical fluid extraction and low pressure extraction of Biquinho pepper (Capsicum chinense). LWT-Food Sci Technol 59 (2014), 1239–1246.
52. [52] Barbero, G.F., Palma, M., Barroso, C.G., Pressurized liquid extraction of capsaicinoids from pepper. J Agric Food Chem 54 (2006), 3231–3236.
53. [53] Liu, A., Han, C., Zhou, X., Zhu, Z., Huang, F., Shen, Y., Determination of three capsaicinoids in Capsicum annuum by pressurized liquid extraction combined with LC-MS/MS. J Sep Sci 36 (2013), 857–862.
54. [54] Barbero, G.F., Palma, M., Barroso, C.G., Determination of capsaicinoids in peppers by microwave-assisted extraction-high-performance liquid chromatography with fluorescence detection. Anal Chim Acta 578 (2006), 227–233.
55. [55] Sharif, K.M., Rahman, M.M., Azmir, J., Mohamed, A., Jahurul, M.H.A., Sahena, F., Zaidul, I.S.M., Experimental design of supercritical fluid extraction—a review. J Food Eng 124 (2014), 105–116.
56. [56] Brunner, G., Supercritical fluids: technology and application to food processing. J Food Eng 67 (2005), 21–33.
57. [57] Kantiani, L., Farre, M., Grases Freixiedas, J.M., Barcelo, D., Development and validation of a pressurised liquid extraction liquid chromatography-electrospray-tandem mass spectrometry method for beta-lactams and sulfonamides in animal feed. J Chromatogr A 1217 (2010), 4247–4254.
58. [58] Chuichulcherm, S., Prommakort, S., Srinophakun, P., Thanapimmetha, A., Optimization of capsaicin purification from Capsicum frutescens Linn. with column chromatography using Taguchi design. Ind Crop Prod 44 (2013), 473–479.
59. [59] Donnerer, J., Amann, R., Schuligoi, R., Lembeck, F., Absorption and metabolism of capsaicinoids following intragastric administration in rats. Naunyn Schmiedebergs Arch Pharmacol 342 (1990), 357–361.
60. [60] Kuzma, M., Fodor, K., Maasz, G., Avar, P., Mozsik, G., Past, T., Fischer, E., Perjesi, P., A validated HPLC-FLD method for analysis of intestinal absorption and metabolism of capsaicin and dihydrocapsaicin in the rat. J Pharm Biomed Anal 103 (2014), 59–66.
61. [61] Halme, M., Pesonen, M., Salo, H., Soderstrom, M., Pasanen, M., Vahakangas, K., Vanninen, P., Comparison of in vitro metabolism and cytotoxicity of capsaicin and dihydrocapsaicin. J Chromatogr B Analyt Technol Biomed Life Sci, 2016, 1009–1010.
62. [62] Suresh, D., Srinivasan, K., Distribution and elimination of capsaicin, piperine & curcumin following oral intake in rats. Indian J Med Res 131 (2010), 682–691.
63. [63] Kawada, T., Suzuki, T., Takahashia, M., Iwai, K., Gastrointestinal absorption and metabolism of capsaicin and dihydrocapsaicin in rats. Toxicol Appl Pharmacol 72 (1984), 449–456.
64. [64] Chanda, S., Bashir, M., Babbar, S., Koganti, A., Bley, K., In vitro hepatic and skin metabolism of capsaicin. Drug Metab Dispos 36 (2008), 670–675.
65. [65] Reilly, C.A., Ehlhardt, W.J., Jackson, D.A., Kulanthaivel, P., Mutlib, A.E., Espina, R.J., Moody, D.E., Crouch, D.J., Yost, G.S., Metabolism of capsaicin by cytochrome P450 produces novel dehydrogenated metabolites and decreases cytotoxicity to lung and liver cells. Chem Res Toxicol 16 (2003), 336–349.
66. [66] Reilly, C.A., Henion, F., Bugni, T.S., Ethirajan, M., Stockmann, C., Pramanik, K.C., Srivastava, S.K., Yost, G.S., Reactive intermediates produced from the metabolism of the vanilloid ring of capsaicinoids by P450 enzymes. Chem Res Toxicol 26 (2013), 55–66.