Characterization of unusual proanthocyanidins in leaves of bayberry (Myrica rubra Sieb. et Zucc.)

Journal of Agricultural and Food Chemistry

Volumn 59, Issue 5, 2011, Pages 1622-1629

  Yang, Haihua ^a   Ye, Xingqian ^a   Liu, Donghong ^a   Chen, Jianchu ^a   Zhang, Jinjie ^a   Shen, Yan ^a   Yu, Dong ^a  

^a ZHEJIANG UNIVERSITY   (China)

Author keywords

Bayberry; epigallocatechin 3 O gallate (EGCG); leaves; proanthocyanidins; prodelphinidins

Indexed keywords

BAYBERRY; EPIGALLOCATECHIN-3-O- GALLATE (EGCG); LEAVES; PROANTHOCYANIDINS; PRODELPHINIDINS;

DIMERS;

POLYMERS;

CATECHIN; DRUG DERIVATIVE; EPIGALLOCATECHIN GALLATE; PHENOL DERIVATIVE; PHLOROGLUCINOL; PROANTHOCYANIDIN;

ARTICLE; CHEMISTRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MYRICACEAE; PLANT LEAF;

CATECHIN; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; MYRICA; PHENOLS; PHLOROGLUCINOL; PLANT LEAVES; PROANTHOCYANIDINS;

MORELLA; MORELLA RUBRA;

EID: 79952154616     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf103918v     Document Type: Article

References (38)

1. Hümmer, W.; Schreier, P. Analysis of proanthocyanidins Mol. Nutr. Food Res. 2008, 52, 1381-1398
2. Núñez, V.; Gómez-Cordovés, C.; Bartolomé, B.; Hong, Y.-J.; Mitchell, A. E. Non-galloylated and galloylated proanthocyanidin oligomers in grape seeds from Vitus vinifera L. cv. Graciano, Tempranillo and Cabernet Sauvignon J. Sci. Food Agric. 2006, 86, 915-921
3. Karioti, A.; Bilia, A. R.; Gabbiani, C.; Messori, L.; Skaltsa, H. Proanthocyanidin glycosides from the leaves of Quercus ilex L. (Fagaceae) Tetrahedron Lett. 2009, 50, 1771-1776
4. Hellström, J. K.; Mattila, P. H. HPLC determination of extractable and unextractable proanthocyanidins in plant materials J. Agric. Food Chem. 2008, 56, 7617-7624
5. Liu, L.; Xie, B. J.; Cao, S. Q.; Yang, E.; Xu, X. Y.; Guo, S. S. A-type procyanidins from Litchi chinensis pericarp with antioxidant activity Food Chem. 2007, 105, 1446-1451 (Pubitemid 47095164)
6. Shan, B.; Cai, Y. Z.; Brooks, J. D.; Corke, H. Antibacterial properties and major bioactive components of cinnamon stick (Cinnamomum burmannii): activity against foodborne pathogenic bacteria J. Agric. Food Chem. 2007, 55, 5484-5490 (Pubitemid 47092918)
7. 1H-NMR assignment of HIV protease inhibitor, procyanidin B3 isolated from Rosa rugosa Nat. Prod. Sci. 2003, 9, 49-51 (Pubitemid 36851026)
8. Kresty, L. A.; Howell, A. B.; Baird, M. Cranberry proanthocyanidins induce apoptosis and inhibit acid-induced proliferation of human esophageal adenocarcinoma cells J. Agric. Food Chem. 2008, 56, 676-680 (Pubitemid 351300230)
9. Karthikeyan, K.; Bai, B. R. S.; Devaraj, S. N. Cardioprotective effect of grape seed proanthocyanidins on isoproterenol-induced myocardial injury in rats Int. J. Cardiol. 2007, 115, 326-333 (Pubitemid 46185633)
10. Aron, P. M.; Kennedy, J. A. Flavan-3-ols: Nature, occurrence and biological activity Mol. Nutr. Food Res. 2008, 52, 79-104 (Pubitemid 351211804)
11. Pascual-Teresa, S. D.; Santos-Buelga, C.; Rivas-Gonzalo, J. C. Quantitative analysis of flavan-3-ols in spanish foodstuffs and beverages J. Agric. Food Chem. 2000, 48, 5331-5337
12. Chen, K. S.; Xu, C. J.; Zhang, B. Red bayberry: botany and horticulture Hortic. Rev. 2004, 30, 83-114 (Pubitemid 37480732)
13. Chen, Z. L. The history of bayberries J. Fruit Sci. 1996, 13, 59-61
14. Xia, Q. L.; Chen, J. C.; Wu, D. Study on scavenging efficacy of phenols extraction of Myrica ruba leaf Food Sci. 2004, 25, 80-83
15. Chen, R. R.; Liu, N. A study on inhibiting bacteria effects of Myrica nana cheval leaves, the folk medicine in Guizhou J. Guizhou Normal Univ. (Nat. Sci.) 1999, 17, 30-32
16. Shen, J. G.; Xie, L. Y.; Zhai, M. Z.; Lin, Q. Y.; Xie, L. H. Antiviral activity and chemical compositions of extracts from Myrica rubra J. Fujian Agric. For. Univ. (Nat. Sci. Ed.) 2004, 33, 441-443
17. Zou, Y. H.; Li, G. R. Analysis of flavonoid as antioxidant in Myrica rubra Leaf with reversed-phase high performance liquid chromatography Chin. J. Anal. Chem. 1998, 26, 531-534
18. Li, M.; Xiang, P.; Yang, Z. W.; Xiang, C.; Lin, P.; Lin, Y. M. Content and structure of tannins in different parts of bayberry (Myrica rubra (Lour.) Sieb. et Zucc) Chem. Ind. For. Prod. 2008, 28, 55-60
19. Xu, G. H.; Liu, D. H.; Chen, J. C.; Ye, X. Q.; Ma, Y. Q.; Shi, J. Juice components and antioxidant capacity of citrus varieties cultivated in China Food Chem. 2008, 106, 545-551 (Pubitemid 47334946)
20. Sun, B. S.; Ricardo-da-Silva, J. M.; Spranger, I. Critical factors of vanillin assay for catechins and proanthocyanidins J. Agric. Food Chem. 1998, 46, 4267-4274 (Pubitemid 128488527)
21. Karonen, M.; Leikas, A.; Loponen, J.; Sinkkonen, J.; Ossipov, V.; Pihlaja, K. Reversed-phase HPLC-ESI/MS analysis of birch leaf proanthocyanidins after their acidic degradation in the presence of nucleophiles Phytochem. Anal. 2007, 18, 378-386 (Pubitemid 47422793)
22. Taylor, A. W.; Barofsky, E.; Kennedy, J. A.; Deinzer, M. L. Hop (Humulus lupulus L.) proanthocyanidins characterized by mass spectrometry, acid catalysis, and gel permeation chromatography J. Agric. Food Chem. 2003, 51, 4101-4110
23. Ku, C. S.; Mun, S. P. Characterization of proanthocyanidin in hot water extract isolated from Pinus radiata bark Wood Sci. Technol. 2007, 41, 235-247 (Pubitemid 46384887)
24. Kennedy, J. A.; Jones, G. P. Analysis of proanthocyanidin cleavage products following acid-catalysis in the presence of excess phloroglucinol J. Agric. Food Chem. 2001, 49, 1740-1746 (Pubitemid 32816813)
25. Michodjehoun-Mestres, L.; Souquet, J.-M.; Fulcrand, H.; Meudec, E.; Reynes, M.; Brillouet, J.-M. Characterisation of highly polymerised prodelphinidins from skin and flesh of four cashew apple (Anacardium occidentale L.) genotypes Food Chem. 2009, 114, 989-995
26. Oszmianski, J.; Sapis, J. C. Fractionation and identification of some low molecular weight grape seed phenolics J. Agric. Food Chem. 1989, 37, 1293-1297
27. Huang, B.; Ban, X. Q.; He, J. S.; Tong, J.; Wang, Y. W. Comparative analysis of essential oil components and antioxidant activity of extracts of Nelumbo nucifera from various areas of China J. Agric. Food Chem. 2010, 58, 441-448
28. Rao, K. S.; Chaudhury, P. K.; Pradhan, A. Evaluation of anti-oxidant activities and total phenolic content of Chromolaena odorata Food Chem. Toxicol. 2010, 48, 729-732
29. Adedapo, A. A.; Jimoh, F. O.; Koduru, S.; Afolayan, A. J.; Masika, P. J. Antibacterial and antioxidant properties of the methanol extracts of the leaves and stems of Calpurnia aurea BMC Complement. Altern. Med. 2008, 8, 53
30. Shukla, S.; Mehta, A.; Bajpai, V. K.; Shukla, S. In vitro antioxidant activity and total phenolic content of ethanolic leaf extract of Stevia rebaudiana Bert Food Chem. Toxicol. 2009, 47, 2338-2343
31. Salawu, M. B.; Acamovic, T.; Stewart, C. S.; Roothaert, R. L. Composition and degradability of different fractions of Calliandra leaves, pods and seeds Anim. Feed Sci. Technol. 1999, 77, 181-199 (Pubitemid 29120397)
32. Foo, L. Y.; Lu, Y.; Mcnabb, W. C.; Waghorn, G.; Ulyatt, M. J. Proanthocyanidins from Lotus pedunculatus Phytochemistry 1997, 45, 1689-1696 (Pubitemid 27305064)
33. Foo, L. Y.; Newman, R.; Waghorn, G.; Mcnabb, W. C.; Ulyatt, M. J. Proanthocyanidins from Lotus corniculatus Phytochemistry 1996, 41, 617-624
34. Arranz, S.; Saura-Calixto, F.; Shaha, S.; Kroon, P. A. High contents of nonextractable polyphenols in fruits suggest that polyphenol contents of plant foods have been underestimated J. Agric. Food Chem. 2009, 57, 7298-7303
35. Jerez, M.; Touriño, S.; Sineiro, J.; Torres, J. L.; Núñez, M. J. Procyanidins from pine bark: relationships between structure, composition and antiradical activity Food Chem. 2007, 104, 518-527 (Pubitemid 46661054)
36. Friedrich, W.; Eberhardt, A.; Galensa, R. Investigation of proanthocyanidins by HPLC with electrospray ionization mass spectrometry Eur. Food Res. Technol. 2000, 211, 56-64
37. Gu, H. F.; Li, C. M.; Xu, Y. J.; Hu, W. F.; Chen, M. H.; Wan, Q. H. Structural features and antioxidant activity of tannin from persimmon pulp Food Res. Int. 2008, 41, 208-217
38. Wu, Q. L.; Wang, M. F.; Simon, J. E. Determination of proanthocyanidins in grape products by liquid chromatography/mass spectrometric detection under low collision energy Anal. Chem. 2003, 75, 2440-2444 (Pubitemid 36582830)