Poncirus trifoliata (L.) Raf.: Chemical composition, antioxidant properties and hypoglycaemic activity via the inhibition of α-amylase and α-glucosidase enzymes

Journal of Functional Foods

Volumn 25, Issue , 2016, Pages 477-485

  Tundis, R ^a   Bonesi, M ^a   Sicari, V ^b   Pellicano T M ^b   Tenuta, M C ^a   Leporini, M ^a   Menichini, F ^a   Loizzo, M R ^a  

^a UNIVERSITY OF CALABRIA   (Italy)

^b UNIVERSITY MEDITERRANEA OF REGGIO CALABRIA   (Italy)

Author keywords

Antioxidant; Functional food; Hypoglycaemic; Juice; Phytochemical screening; Poncirus trifoliata (L.) Raf

Indexed keywords

EID: 84977558323     PISSN: 17564646     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.jff.2016.06.034     Document Type: Article

References (46)

1. Adams R.P. Identification of essential oil components by gas chromatography/mass spectrometry 2007, Allured Publishing, Carol Stream, IL, USA. 4th ed.
2. Arena E., Fallico B., Maccarone E. Evaluation of antioxidant capacity of blood orange juices as influenced by constituents, concentration process and storage. Food Chemistry 2001, 74:423-427.
3. Bennet R.D., Hasegawa S. Alpha-oxygenated limonoids from the Rutaceae. Phytochemistry 1982, 21:2349-2351.
4. Chung H.-J., Park E.-J., Pyee Y., Xu G.H., Lee S.-H., Kim Y.S., Lee S.-H. 25-Methoxyhispidol A, a novel triterpenoid of Poncirus trifoliata, inhibits cell growth via the modulation of EGFR/c-Src signaling pathway in MDA-MB-231 human breast cancer cells. Food and Chemical Toxicology: An International Journal Published for the British Industrial Biological Research Association 2011, 49:2942-2946.
5. Davies N.W. Gas chromatographic retention indices of monoterpenes and sesquiterpenes on methyl silicon and Carbowax 20M phases. Journal of Chromatography 1990, 503:1-24.
6. Deterre S., McCollum G., Leclair C., Bai J., Manthey J., Salvatore J., Raithore S., Baldwin E., Plotto A. Secondary metabolite composition in Citrus × Poncirus trifoliata hybrids. Proceedings of the Florida State Horticultural Society 2013, 126:206-215.
7. Eom S.-H., Heo S.-J., Lee D.-S., Lee M.-S., Kim Y.-M., Jung W.-K., Kim Y.-M. Radical scavenging activity of Poncirus trifoliate extracts and their inhibitory effect against hydrogen peroxide induced cell damage. Journal of the Korean Society for Applied Biological Chemistry 2011, 54:479-487.
8. Feng T., Wang R.-R., Cai X.-H., Zheng Y.-T., Luo X.-D. Anti-human immunodeficiency virus-1 constituents of the bark of Poncirus trifoliata. Chemical & Pharmaceutical Bulletin 2010, 58:971-975.
9. Ferlazzo N., Visalli G., Smeriglio A., Cirmi S., Lombardo G.E., Campiglia P., Di Pietro A., Navarra M. Flavonoid fraction of orange and bergamot juices protect human lung epithelial cells from hydrogen peroxide-induced oxidative stress. Evidence-based Complementary and Alternative Medicine 2015, 2015. Article ID 957031.
10. Giacco F., Brownlee M. Oxidative stress and diabetic complications. Circulation Research 2010, 107:1058-1060.
11. Heinrich G., Schultze W., Wegener R. Zur Kompartimentierung der synthese von mono- und sesqui-terpenen des ätherischen Öls bei Poncirus trifoliata. Protoplasma 1980, 103:115-129.
12. Hollman P.C.H., Katan M.B. Dietary flavonoids: Intake, health effects and bioavailability. Food and Chemical Toxicology: An International Journal Published for the British Industrial Biological Research Association 1999, 37:937-942.
13. Humayun A., Gautam C.K., Madhav M., Sourav S., Ramalingam C. Effect of citric and malic acid on shelf life and sensory characteristics of orange juice. International Journal of Pharmacy and Pharmaceutical Sciences 2014, 6:117-119.
14. Iauk L., Acquaviva R., Mastrojeni S., Amodeo A., Pugliese M., Ragusa M., Loizzo M.R., Menichini F., Tundis R. Antibacterial, antioxidant, and hypoglycaemic effects of Thymus capitatus (L.) Hoffmanns. et Link leaves fractions. Journal of Enzyme Inhibition and Medicinal Chemistry 2015, 30:360-365.
15. Jayaprakasha G.K., Mandadi K.K., Poulose S.M., Jadegoud Y., Nagana Gowda G.A., Patil B.S. Inhibition of colon cancer cell growth and antioxidant activity of bioactive compounds from Poncirus trifoliata (L.) Raf. Bioorganic & Medicinal Chemistry 2007, 15:4923-4932.
16. Jennings W., Shibamoto T. Qualitative analysis of flavour and fragrance volatiles by glass capillary gas chromatography 1980, Academic Press, New York, NY, USA.
17. Jia S., Hu Y., Zhang W., Zhao X., Chen Y., Sun C., Li X., Chen K. Hypoglycemic and hypolipidemic effects of neohesperidin derived from Citrus aurantium L. in diabetic KK-A(y) mice. Food & Function 2015, 6:878-886.
18. Kim H.M., Kim H.J., Park S.T. Inhibition of immunoglobulin E production by Poncirus trifoliata fruit extract. Journal of Ethnopharmacology 1999, 66:283-288.
19. Kim J.K., Choi S.J., Bae H., Kim C.R., Cho H.-Y., Kim Y.J., Lim S.T., Kim C.J., Kim H.K., Peterson S., Shin D.H. Effects of methoxsalen from Poncirus trifoliata on acetylcholinesterase and trimethyltin-induced learning and memory impairment. Bioscience, Biotechnology, and Biochemistry 2011, 75:1984-1989.
20. Kyriakis E., Stravodimos G.A., Kantsadi A.L., Chatzileontiadou D.S., Skamnaki V.T., Leonidas D.D. Natural flavonoids as antidiabetic agents. The binding of gallic and ellagic acids to glycogen phosphorylase b. FEBS Letters 2015, 589:1787-1794.
21. La Torre G.L., Saitta M., Vilasi F., Pellicanò T., Dugo G. Direct determination of phenolic compounds in Sicilian wines by liquid chromatography with PDA and MS detection. Food Chemistry 2006, 94:640-650.
22. Lee J.-H., Lee S.-H., Kim Y.S., Jeong C.S. Protective effects of neohesperidin and poncirin isolated from the fruits of Poncirus trifoliata on potential gastric disease. Phytotherapy Research 2009, 23:1748-1753.
23. Loizzo M.R., Tundis R., Chandrika U.G., Abeysekera A.M., Menichini F., Frega N.G., Menichini F. Antioxidant and antibacterial activities on foodborne pathogens of Artocarpus heterophyllus Lam. (Moraceae) leaves extracts. Journal of Food Science 2010, 75:M291-M295.
24. Menichini F., Loizzo M.R., Bonesi M., Conforti F., De Luca D., Statti G.A., de Cindio B., Menichini F., Tundis R. Phytochemical profile, antioxidant, anti-inflammatory and hypoglycemic potential of hydroalcoholic extracts from Citrus medica L. cv Diamante flowers, leaves and fruits at two maturity stages. Food and Chemical Toxicology: An International Journal Published for the British Industrial Biological Research Association 2011, 49:1549-1555.
25. Menichini F., Tundis R., Loizzo M.R., Bonesi M., D'Angelo D., Lombardi P., Mastellone V. Citrus medica L. cv Diamante (Rutaceae) peel extract improves glycaemic status of Zucker diabetic fatty (ZDF) rats and protects against oxidative stress. Journal of Enzyme Inhibition and Medicinal Chemistry 2015, in press. 10.3109/14756366.2015.1115400.
26. Mollace V., Sacco I., Janda E., Malara C., Ventrice D., Colica C., Visalli V., Muscoli S., Ragusa S., Muscoli C., Rotiroti D., Romeo F. Hypolipemic and hypoglycaemic activity of bergamot polyphenols: From animal models to human studies. Fitoterapia 2011, 82:309-316.
27. Nogata Y., Sakamoto K., Shiratsuchi H., Ishii T., Yano M., Ohta H. Flavonoid composition of fruit tissues of Citrus species. Bioscience, Biotechnology, and Biochemistry 2006, 70:178-192.
28. Owira P.M., Ojewole J.A. Grapefruit juice improves glycemic control but exacerbates metformin-induced lactic acidosis in non-diabetic rats. Methods and Findings in Experimental and Clinical Pharmacology 2009, 31:563-570.
29. Papa F., Maggi F., Cianfaglione K., Sagratini G., Caprioli G., Vittori S. Volatile profiles of flavedo, pulp and seeds in Poncirus trifoliata fruits. Journal of the Science of Food and Agriculture 2014, 94:2874-2887.
30. Rahman A., Siddiqui S.A., Jakhar R., Kang S.C. Growth inhibition of various human cancer cell lines by imperatorin and limonin from Poncirus trifoliata Rafin. seeds. Anti-Cancer Agents in Medicinal Chemistry 2015, 15:236-241.
31. Rajkumar S., Jebanesan A. Bioactivity of flavonoid compounds from Poncirus trifoliata L. (family: Rutaceae) against the dengue vector, Aedes aegypti L. (Diptera: Culicidae). Parasitology Research 2008, 104:19-25.
32. Reuther W., Batchelor L.D., Webber H.J. The citrus industry. History, world distribution, botany, and varieties 1989, Vol. 1. University of California Press, Berkeley, CA.
33. Ríos J.L., Francini F., Schinella G.R. Natural products for the treatment of type 2 diabetes mellitus. Planta Medica 2015, 81:975-994.
34. Rotelli A.E., Guardia T., Juárez A.O., De La Rocha N.E., Pelzer L.E. Comparative study of flavonoids in experimental models of inflammation. Pharmacological Research 2003, 48:601-606.
35. Shaw J.E., Sicree R.A., Zimmet P.Z. Global estimates of the prevalence of diabetes for 2010 and 2030. Diabetes Research and Clinical Practice 2010, 87:4-14.
36. Shen S.C., Ko C.H., Tseng S.W., Tsai S.H., Chen Y.C. Structurally related antitumor effects of flavanones in vitro and in vivo: Involvement of caspase 3 activation, p21 gene expression, and reactive oxygen species production. Toxicology and Applied Pharmacology 2004, 197:84-95.
37. Shen W., Xu Y., Lu Y.H. Inhibitory effects of citrus flavonoids on starch digestion and antihyperglycemic effects in HepG2 cells. Journal of Agricultural and Food Chemistry 2012, 60:9609-9619.
38. Starkenmann C., Niclass Y., Escher S. Volatile organic sulfur-containing constituents in Poncirus trifoliata (L.) Raf. (Rutaceae). Journal of Agricultural and Food Chemistry 2007, 55:4511-4517.
39. Stuart A.R., Gulve E.A., Wang M. Chemistry and biochemistry of type 2 diabetes. Chemical Reviews 2004, 104:1255-1282.
40. Tadera K., Minami Y., Takamatsu K., Matsuoka T. Inhibition of alpha-glucosidase and alpha-amylase by flavonoids. Journal of Nutritional Science and Vitaminology 2006, 52:149-153.
41. Tundis R., Loizzo M.R., Menichini F. Natural products as α-amylase and α-glucosidase inhibitors and their hypoglycaemic potential in the treatment of diabetes: An update. Mini Reviews in Medicinal Chemistry 2010, 10:315-331.
42. Tundis R., Loizzo M.R., Menichini F. An overview on chemical aspects and potential health benefits of limonoids and their derivatives. Critical Reviews in Food Science and Nutrition 2014, 54:225-250.
43. WHO Diabetes. Fact Sheet N° 312 Accessed on 13.11.14. http://www.who.int/mediacentre/factsheets/fs312/en/.
44. Wu T.-S., Ru J.C., Huang S.-C., Furukawa H. The first isolation of an acridone alkaloid from Poncirus trifoliata. Journal of Natural Products 1986, 49:1154-1155.
45. Yi J.M., Kim M.S., Koo H.N., Song B.K., Yoo Y.H., Kim H.M. Poncirus trifoliata fruit induces apoptosis in human promyelocytic leukemia cells. Clinica Chimica Acta 2004, 340:179-185.
46. Zhou H.Y., Shin E.M., Guo L.Y., Zou L.B., Xu G.H., Lee S.-H., Ze K.R., Kim E.K., Kang S.S., Kim Y.S. Anti-inflammatory activity of 21(alpha, beta)-methylmelianodiols, novel compounds from Poncirus trifoliata Rafinesque. European Journal of Pharmacology 2007, 572:239-248.