Lipase ligands in nelumbo nucifera leaves and study of their binding mechanism

Journal of Agricultural and Food Chemistry

Volumn 62, Issue 44, 2014, Pages 10679-10686

  Zhu, Yuan Ting ^a,c   Jia, Yan Wei ^a,c   Liu, Yi Ming ^a,b   Liang, Jian ^a   Ding, Li Sheng ^a   Liao, Xun ^a  

^a CHENGDU INSTITUTE OF BIOLOGY   (China)

^b JACKSON STATE UNIVERSITY   (United States)

^c UNIVERSITY OF CHINESE ACADEMY OF SCIENCES   (China)

Author keywords

fluorescence quenching; ligand fishing; lipase inhibitors; molecular docking; Nelumbo nucifera leaves

Indexed keywords

BINDING MECHANISMS; FLUORESCENCE QUENCHING; LIGAND FISHING; MOLECULAR DOCKING; NELUMBO NUCIFERA;

ENZYME INHIBITOR; FLAVONOID; LIGAND; PLANT EXTRACT; QUERCETIN; TRIACYLGLYCEROL LIPASE;

ANTAGONISTS AND INHIBITORS; CHEMISTRY; ELECTROSPRAY MASS SPECTROMETRY; HUMAN; ISOLATION AND PURIFICATION; KINETICS; MOLECULAR DOCKING; NELUMBO; PLANT LEAF;

ENZYME INHIBITORS; FLAVONOIDS; HUMANS; KINETICS; LIGANDS; LIPASE; MOLECULAR DOCKING SIMULATION; NELUMBO; PLANT EXTRACTS; PLANT LEAVES; QUERCETIN; SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION;

EID: 84908565618     PISSN: 00218561     EISSN: 15205118     Source Type: Journal    
DOI: 10.1021/jf503687e     Document Type: Article

References (29)

1. Tang, W.; Eisenbrand, G. Nelumbo nucifera Gaertn. In Chinese Drugs of Plant Origin; Springer: Berlin, Germany, 1992; pp 697-701.
2. Guo, H. Cultivation of lotus (Nelumbo nucifera Gaertn. ssp. nucifera) and its utilization in China Genet. Resour. Crop Evol. 2009, 56, 323-330
3. Liu, S.; Li, D.; Huang, B.; Chen, Y.; Lu, X.; Wang, Y. Inhibition of pancreatic lipase, α-glucosidase, α-amylase, and hypolipidemic effects of the total flavonoids from Nelumbo nucifera leaves J. Ethnopharmacol. 2013, 149, 263-269
4. Tho Chau Minh Vinh, D.; Tuan Duc, N.; Hung, T.; Stuppner, H.; Ganzera, M. Analysis of alkaloids in lotus (Nelumbo nucifera Gaertn.) leaves by non-aqueous capillary electrophoresis using ultraviolet and mass spectrometric detection J. Chromatogr., A 2013, 1302, 174-180
5. Mukherjee, P. K.; Mukherjee, D.; Maji, A. K.; Rai, S.; Heinrich, M. The sacred lotus (Nelumbo nucifera)-phytochemical and therapeutic profile J. Pharm. Pharmacol. 2009, 61, 407-422
6. Li, M.; Xu, Z. Quercetin in a lotus leaves extract may be responsible for antibacterial activity Arch. Pharmacal Res. 2008, 31, 640-644
7. Ono, Y.; Hattori, E.; Fukaya, Y.; Imai, S.; Ohizumi, Y. Anti-obesity effect of Nelumbo nucifera leaves extract in mice and rats J. Ethnopharmacol. 2006, 106, 238-244
8. Birari, R. B.; Bhutani, K. K. Pancreatic lipase inhibitors from natural sources: unexplored potential Drug Discovery Today 2007, 12, 879-889
9. Moaddel, R.; Marszall, M.; Bighi, F.; Yang, Q.; Duan, X.; Wainer, I. Automated ligand fishing using human serum albumin-coated magnetic beads Anal. Chem. 2007, 79, 5414-5417
10. Yasuda, M.; Wilson, D.; Fugmann, S.; Moaddel, R. Synthesis and characterization of SIRT6 protein coated magnetic beads: Identification of a novel inhibitor of SIRT6 deacetylase from medicinal plant extracts Anal. Chem. 2011, 83, 7400-7407
11. Qing, L.-S.; Xue, Y.; Zheng, Y.; Xiong, J.; Liao, X.; Ding, L.-S.; Li, B.-G.; Liu, Y.-M. Ligand fishing from Dioscorea nipponica extract using human serum albumin functionalized magnetic nanoparticles J. Chromatogr., A 2010, 1217, 4663-4668
12. Qing, L. S.; Tang, N.; Xue, Y.; Liang, J.; Liu, Y. M.; Liao, X. Identification of enzyme inhibitors using therapeutic target protein-magnetic nanoparticle conjugates Anal. Methods 2012, 4, 1612-1615
13. Yanagisawa, M.; Sugiya, M.; Iijima, H.; Nakagome, I.; Hirono, S.; Tsuda, T. Genistein and daidzein, typical soy isoflavones, inhibit TNF-α-mediated downregulation of adiponectin expression via different mechanisms in 3T3-L1 adipocytes Mol. Nutr. Food. Res. 2012, 56, 1783-1793
14. Wang, Y. Q.; Zhang, H. M.; Zhang, G. C.; Tao, W.-H.; Tang, S.-H. Binding of brucine to human serum albumin J. Mol. Struct. 2007, 830, 40-45
15. Li, Y. Q.; Zhou, F. C.; Gao, F.; Bian, J. S.; Shan, F. Comparative evaluation of quercetin, isoquercetin and rutin as inhibitors of α-glucosidase J. Agric. Food Chem. 2009, 57, 11463-11468
16. Park, H.; Hwang, K. Y.; Oh, K. H.; Kim, Y. H.; Lee, J. Y.; Kim, K. Discovery of novel α-glucosidase inhibitors based on the virtual screening with the homology-modeled protein structure Bioorg. Med. Chem. 2008, 16, 284-292
17. Point, V.; Kumar, K. V. P. P.; Marc, S.; Delorme, V.; Parsiegla, G.; Amara, S.; Carriere, F.; Buono, G.; Fotiadu, F.; Canaan, S.; Leclaire, J.; Cavalier, J.-F. Analysis of the discriminative inhibition of mammalian digestive lipases by 3-phenyl substituted 1,3,4-oxadiazol-2(3 H)-ones Eur. J. Med. Chem. 2012, 58, 452-463
18. Qing, L. S.; Xiong, J.; Xue, Y.; Liu, Y. M.; Guang, B.; Ding, L. S.; Liao, X. Using baicalin-functionalized magnetic nanoparticles for selectively extracting flavonoids from Rosa chinensis J. Sep. Sci. 2011, 34, 3240-3245
19. Chen, S.; Wu, B. H.; Fang, J. B.; Liu, Y. L.; Zhang, H. H.; Fang, L. C.; Guan, L.; Li, S. H. Analysis of flavonoids from lotus (Nelumbo nucifera) leaves using high performance liquid chromatography/photodiode array detector tandem electrospray ionization mass spectrometry and an extraction method optimized by orthogonal design J. Chromatogr., A 2012, 1227, 145-153
20. Nakai, M.; Fukui, Y.; Asami, S.; Toyoda-Ono, Y.; Iwashita, T.; Shibata, H.; Mitsunaga, T.; Hashimoto, F.; Kiso, Y. Inhibitory effects of oolong tea polyphenols on pancreatic lipase in vitro J. Agric. Food Chem. 2005, 53, 4593-4598
21. Hermoso, J.; Pignol, D.; Kerfelec, B.; Crenon, I.; Chapus, C.; FontecillaCamps, J. C. Lipase activation by nonionic detergents-the crystal structure of the porcine lipase-colipase-tetraethylene glycol monooctyl ether complex J. Biol. Chem. 1996, 271, 18007-18016
22. 13C nuclear magnetic resonance J. Chromatogr., A 2012, 1249, 130-137
23. Tao, Y.; Zhang, Y.; Wang, Y.; Cheng, Y. Hollow fiber based affinity selection combined with high performance liquid chromatography-mass spectroscopy for rapid screening lipase inhibitors from lotus leaf Anal. Chim. Acta 2013, 785, 75-81
24. Wang, Y.-Q.; Zhang, H.-M.; Zhang, G.-C.; Tao, W.-H.; Tang, S.-H. Interaction of the flavonoid hesperidin with bovine serum albumin: a fluorescence quenching study J. Lumin. 2007, 126, 211-218
25. Ladokhin, A. S. Fluorescence spectroscopy in peptide and protein analysis. In Encyclopedia of Analytical Chemistry; Wiley: New York, 2000; pp 5762-5769.
26. Soares, S.; Mateus, N.; De Freitas, V. Interaction of different polyphenols with bovine serum albumin (BSA) and human salivary α-amylase (HSA) by fluorescence quenching J. Agric. Food Chem. 2007, 55, 6726-6735
27. Eftink, M. R. Fluorescence quenching reactions. In Biophysical and Biochemical Aspects of Fluorescence Spectroscopy; Springer: Berlin, Germany, 1991; pp 1-41.
28. Daneshgar, P.; Moosavi-Movahedi, A. A.; Norouzi, P.; Ganjali, M. R.; Madadkar-Sobhani, A.; Saboury, A. A. Molecular interaction of human serum albumin with paracetamol: spectroscopic and molecular modeling studies Int. J. Biol. Macromol. 2009, 45, 129-134
29. Wang, Y. P.; Wei, Y. L.; Dong, C. Study on the interaction of 3,3-bis(4-hydroxy-1-naphthyl)-phthalide with bovine serum albumin by fluorescence spectroscopy J. Photochem. Photobiol. A 2006, 177, 6-11