Analysis of 10 metabolites of polymethoxyflavones with high sensitivity by electrochemical detection in high-performance liquid chromatography

Journal of Agricultural and Food Chemistry

Volumn 63, Issue 2, 2015, Pages 509-516

  Zheng, Jinkai ^a,b   Bi, Jinfeng ^a   Johnson, David ^b   Sun, Yue ^b   Song, Mingyue ^b   Qiu, Peiju ^b   Dong, Ping ^b   Decker, Eric ^b   Xiao, Hang ^a,b  

^a INSTITUTE OF PLANT PROTECTION   (China)

^b UNIVERSITY OF MASSACHUSETTS   (United States)

Author keywords

electrochemical detection; HPLC; hydroxyl polymethoxyflavones; metabolites; nobiletin; quantification

Indexed keywords

BIOMOLECULES; CALIBRATION; CHROMATOGRAPHY; ELECTROCHEMISTRY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; LIQUID CHROMATOGRAPHY; LIQUIDS; METABOLITES;

ELECTROCHEMICAL DETECTION; HPLC; NOBILETIN; POLYMETHOXYFLAVONES; QUANTIFICATION;

CHEMICAL DETECTION;

FLAVONE DERIVATIVE; NOBILETIN;

ANIMAL; CHEMISTRY; DEVICES; EVALUATION STUDY; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; MALE; METABOLISM; MOUSE; PROCEDURES; SENSITIVITY AND SPECIFICITY; URINE;

ANIMALS; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; FLAVONES; MALE; MICE; SENSITIVITY AND SPECIFICITY;

EID: 84921447617     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf505545x     Document Type: Article

References (25)

1. Li, S. M.; Lo, C. Y.; Ho, C. T. Hydroxylated polymethoxyflavones and methylated flavonoids in sweet orange (Citrus sinensis) peel J. Agric. Food Chem. 2006, 54, 4176-4185
2. Li, S. M.; Pan, M. H.; Lo, C. Y.; Tan, D.; Wang, Y.; Shahidi, F.; Ho, C. T. Chemistry and health effects of polymethoxyflavones and hydroxylated polymethoxyflavones J. Funct. Foods 2009, 1, 2-12
3. Li, S. M.; Wang, Z. Y.; Sang, S. M.; Huang, M. T.; Ho, C. T. Identification of nobiletin metabolites in mouse urine Mol. Nutr. Food Res. 2006, 50, 291-299
4. Zheng, J. K.; Song, M. Y.; Dong, P.; Qiu, P. J.; Guo, S. S.; Zhong, Z. M.; Li, S. M.; Ho, C. T.; Xiao, H. Identification of novel bioactive metabolites of 5-demethylnobiletin in mice Mol. Nutr. Food Res. 2013, 57, 1999-2007
5. Li, S. M.; Wang, H.; Guo, L. M.; Zhao, H.; Ho, C. T. Chemistry and bioactivity of nobiletin and its metabolites J. Funct. Foods 2014, 6, 2-10
6. Lai, C. S.; Ho, M. H.; Tsai, M. L.; Li, S. M.; Badmaev, V.; Ho, C. T.; Pan, M. H. Suppression of adipogenesis and obesity in high-fat induced mouse model by hydroxylated polymethoxyflavones J. Agric. Food Chem. 2013, 61, 10320-10328
7. Charoensinphon, N.; Qiu, P. J.; Dong, P.; Zheng, J. K.; Ngauv, P.; Cao, Y.; Li, S. M.; Ho, C. T.; Xiao, H. 5-Demethyltangeretin inhibits human nonsmall cell lung cancer cell growth by inducing G2/M cell cycle arrest and apoptosis Mol. Nutr. Food Res. 2013, 57, 2103-2111
8. Lai, C. S.; Tsai, M. L.; Cheng, A. C.; Li, S. M.; Lo, C. Y.; Wang, Y.; Xiao, H.; Ho, C. T.; Wang, Y. J.; Pan, M. H. Chemoprevention of colonic tumorigenesis by dietary hydroxylated polymethoxyflavones in azoxymethane-treated mice Mol. Nutr. Food Res. 2011, 55, 278-290
9. Qiu, P. J.; Guan, H. S.; Dong, P.; Li, S. M.; Ho, C. T.; Pan, M. H.; McClements, D. J.; Xiao, H. The p53-, Bax- and p21-dependent inhibition of colon cancer cell growth by 5-hydroxy polymethoxyflavones Mol. Nutr. Food Res. 2011, 55, 613-622
10. Ko, H. C.; Jang, M. G.; Kang, C. H.; Lee, N. H.; Kang, S. I.; Lee, S. R.; Park, D. B.; Kim, S. J. Preparation of a polymethoxyflavone-rich fraction (PRF) of Citrus sunki Hort. ex Tanaka and its antiproliferative effects Food Chem. 2010, 123, 484-488
11. Xiao, H.; Yang, C. S.; Li, S. M.; Jin, H. Y.; Ho, C. T.; Patel, T. Monodemethylated polymethoxyflavones from sweet orange (Citrus sinensis) peel inhibit growth of human lung cancer cells by apoptosis Mol. Nutr. Food Res. 2009, 53, 398-406
12. Qiu, P. J.; Guan, H. S.; Dong, P.; Guo, S. S.; Zheng, J. K.; Li, S. M.; Chen, Y.; Ho, C. T. The inhibitory effects of 5-hydroxy-3,6,7,8,3′,4′-hexamethoxyflavone on human colon cancer cells Mol. Nutr. Food Res. 2011, 55, 1523-1532
13. Qiu, P. J.; Dong, P.; Guan, H. S.; Li, S. M.; Ho, C. T.; Pan, M. H.; McClements, D. J.; Xiao, H. Inhibitory effects of 5-hydroxy polymethoxyflavones on colon cancer cells Mol. Nutr. Food Res. 2010, 54, S244-S252
14. Li, S. M.; Pan, M. H.; Lai, C. S.; Lo, C. Y.; Dushenkov, S.; Ho, C. T. Isolation and syntheses of polymethoxyflavones and hydroxylated polymethoxyflavones as inhibitors of HL-60 cell lines Bioorg. Med. Chem. 2007, 15, 3381-3389
15. Stremple, P. GC/MS analysis of polymethoxyflavones in citrus oils HRC-J. High Resolut. Chromatogr. 1998, 21, 587-591
16. Dugo, P.; Mondello, L.; Dugo, G.; Heaton, D. M.; Bartle, K. D.; Clifford, A. A.; Myers, P. Rapid analysis of polymethoxylated flavones from citrus oils by supercritical fluid chromatography J. Agric. Food Chem. 1996, 44, 3900-3905
17. Li, S. M.; Wang, Y.; Wang, Z. Y.; Xiao, H.; Lo, C. Y.; Rawson, N.; Ho, C. T. Quantitative analysis of hydroxylated polymethoxyflavones by high-performance liquid chromatography Biomed. Chromatogr. 2010, 24, 838-845
18. Liang, Y.; Cao, W.; Chen, W. J.; Xiao, X. H.; Zheng, J. B. Simultaneous determination of four phenolic components in citrus honey by high performance liquid chromatography using electrochemical detection Food Chem. 2009, 114, 1537-1541
19. Suzuki, K.; Katayama, M.; Takamatsu, K.; Kaneko, S.; Miyaji, K.; Ishikawa, H.; Matsuda, Y. Improvement of sensitivity and selectivity of high-performance liquid chromatography for anti-retroviral drugs (non-reverse transcriptase inhibitors) by diamond-electrode electrochemical and fluorescence detection J. Chromatogr., A 2009, 1216, 3117-3121
20. Lebiedzinska, A.; Marszatt, M. L.; Kuta, J.; Szefer, P. Reversed-phase high-performance liquid chromatography method with coulometric electrochemical and ultraviolet detection for the quantification of vitamins B-1 (thiamine), B-6 (pyridoxamine, pyridoxal and pyridoxine) and B-12 in animal and plant foods J. Chromatogr., A 2007, 1173, 71-80
21. Dong, P.; Qiu, P. J.; Zhu, Y.; Li, S. M.; Ho, C. T.; McClements, D. J.; Xiao, H. Simultaneous determination of four 5-hydroxy polymethoxyflavones by reversed-phase high performance liquid chromatography with electrochemical detection J. Chromatogr., A 2010, 1217, 642-647
22. Prados, P.; Higashidate, S.; Imai, K.; Sato, Y.; Nagao, T. Sensitive determination of (-)-isoproterenol and (-)-(R)-1-(3,4-dihydroxyphenyl)-2-[(3,4-dimethoxyphenethyl) Amino] ethanol (T-0509), a cardiotonic agent, in rat plasma utilizing a fully automated catecholamine analyzer Biomed. Chromatogr. 1994, 8, 49-51
23. Ranta, V. P.; Hamalainen, K. M.; Auriola, S.; Urtti, A. Gradient high-performance liquid chromatographic analysis of enkephalin peptides, their metabolites and enzyme inhibitors using combined ultraviolet and electrochemical detection. 1. Optimization of separation and detection J. Chromatogr., A 1997, 766, 85-97
24. Raggi, M. A.; Bugamelli, F.; Sabbioni, C.; Ronchi, D. D.; Pinzauti, S.; Volterra, V. An improved HPLC-ED method for monitoring plasma levels of clozapine and its active metabolites in schizophrenic patients Chromatographia 2000, 51, 147-153
25. Piazza, C.; Privitera, M. G.; Melilli, B.; Incognito, T.; Marano, M. R.; Leggio, G. M.; Roxas, M. A.; Drago, F. Influence of inulin on plasma isoflavone concentrations in healthy postmenopausal women Am. J. Clin. Nutr. 2007, 86, 775-780