Pancreatic lipase inhibitory gallotannins from galla rhois with inhibitory effects on adipocyte differentiation in 3T3-L1 cells

Molecules

Volumn 18, Issue 9, 2013, Pages 10629-10638

  Kwon, O Jun ^a   Bae, Jong Sup ^b   Lee, Ha Yeong ^b   Hwang, Ju Young ^c   Lee, Eun Woo ^d   Ito, Hideyuki ^e   Kim, Tae Hoon ^f  

^a Daegyeong Institute for Regional Program Evaluation   (South Korea)

^b Kyungpook National University   (South Korea)

^c Andong National University   (South Korea)

^d Dong Eui University   (South Korea)

^e OKAYAMA PREFECTURAL UNIVERSITY   (Japan)

^f Daegu Haany University   (South Korea)

Author keywords

2 O digalloyl 1,3,4,6 tetra O galloyl D glucose; 3T3 L1; Galla Rhois; Gallotannins; Pancreatic lipase; Protoaphin fb

Indexed keywords

ENZYME INHIBITOR; PANCRELIPASE; PLANT EXTRACT; TANNIN;

ADIPOCYTE; ANIMAL; ARTICLE; CELL DIFFERENTIATION; CELL STRAIN 3T3; CHEMISTRY; DRUG ANTAGONISM; DRUG EFFECT; ISOLATION AND PURIFICATION; KOREAN MEDICINE; MOUSE; PHYSIOLOGY; PLANT TUMOR; POISON IVY; 3T3 CELL LINE; ANTAGONISTS AND INHIBITORS; DRUG EFFECTS; TOXICODENDRON;

3T3-L1 CELLS; ADIPOCYTES; ANIMALS; CELL DIFFERENTIATION; ENZYME INHIBITORS; HYDROLYZABLE TANNINS; MEDICINE, KOREAN TRADITIONAL; MICE; PANCRELIPASE; PLANT EXTRACTS; PLANT TUMORS; RHUS;

EID: 84885100295     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/molecules180910629     Document Type: Article

References (26)

1. Cooke, D.; Bloom, S. The obesity pipeline: current strategies in the development of anti-obesity drugs. Nat. Rev. Drug Discov. 2006, 5, 919-931. (Pubitemid 44660605)
2. Melinikova, I.; Wages, D. Anti-obesity therapies. Nat. Rev. Drug Discov. 2006, 5, 369-370. (Pubitemid 43904927)
3. Lowe, M.E. Pancreatic triglyceride lipase and colipase: Insights into dietary fat digestion. Gastroenterology 1994, 107, 1524-1536. (Pubitemid 24328294)
4. Ballinger, A.; Peikin, S.R. Orlistat: Its current status as an anti-obesity drug. Eur. J. Pharmacol. 2002, 440, 109-117. (Pubitemid 34458018)
5. Furuyashiki, T.; Nagayasu, H.; Aoki, Y.; Bessho, H.; Hashimoto, T.; Kanazawa, K.; Ashida, H. Tea catechin suppresses adipocyte differentiation accompanied by down-regulation of PPARγ2 and C/EBPα in 3T3-L1 cells.?beta; Biosci. Biotechnol. Biochem. 2004, 68, 2353-2359. (Pubitemid 40033512)
6. Choi, J.G.; Kang, O.H.; Lee, Y.S.; Oh, Y.C.; Chae, H.S.; Jang, H.J.; Kim, J.H.; Sohn, D.H.; Park, H.; Kwon, D.Y. In vitro activity of methyl gallate isolated from Galla Rhois alone and in combination with ciproflaoxacin against clinical isolates of Salmonella. J. Microbiol. Biotechnol. 2008, 18, 1848-1852.
7. Ahn, Y.J.; Lee, H.S.; Oh, H.S.; Kim, H.T.; Lee, Y.H. Antifungal activity and mode of action of Galla rhois-derived phenolics against phytopathogenic fungi. Pest. Biochemi. Physiol. 2005, 81, 105-112.
8. An, R.B.; Oh, H.; Kim, Y.C. Phenolic constituents of Galla Rhois with hepatoprotective effects on tacrine- and nitrofurantoin-induced cytotoxicity in Hep G2 cells. Biol. Pharm. Bull. 2005, 28, 2155-2157. (Pubitemid 41634272)
9. Nishizawa, M.; Yamagishi, T.; Nonaka, G.; Nishioka, I. Tannins and related compounds. Part 5. Isolation and characterization of polygalloylglucoses from Chinese gallotannin. J. Chem. Soc. Perkin Trans. I 1982, 2963-2968.
10. Tanaka, T.; Nonaka, G.; Nishioka, I. Punicafolin, an ellagitannin from the leaves of Punica granatum. Phytochemistry 1985, 24, 2075-2078.
11. Wang, R.R.; Wang, Y.H.; Zhang, X.M.; Yang, L.M.; Zhou, J.; Chen, J.J.; Zheng, Y.T. Anti-HIV-1 activities of compounds isolated from the medicinal plant Rhus chinensis. J. Ethnopharmacol. 2008, 117, 249-256.
12. Wang, K.J.; Yang, C.R.; Zhang, Y.J. Phenolic antioxidants from Chinese toon (fresh young leaves and shoots of Toona sinensis). Food Chem. 2007, 101, 356-371.
13. Su, B.N.; Hwang, B.Y.; Carchache-Blanco, E.J.; Kardono, L.B.; Afriastini, J.J.; Riswan, W.; Wild, R.; Laing, N.; Farnsworth, N.R.; Cordell, G.A.; et al. Activity-guided fractionation of the leaves of Ormosia sumatrana using a proteasome inhibition assay. J. Nat. Prod. 2004, 67, 1911-1914. (Pubitemid 39602376)
14. Aggarwal, R.; Giles, R.G.; Green, R.G.; Oosthuizen, F.J.; Taylor, C.P. Syntheses in enantiopure form of four diastereoisomeric naphopyranones derived from aphid insect pigments. Org. Biomol. Chem. 2005, 21, 263-273. (Pubitemid 40162749)
15. Zheng, C.J.; Shao, C.L.; Guo, Z.Y.; Chen, J.F.; Deng, D.S.; Yang, K.L.; Chen, Y.Y.; Fu, X.M.; She, Z.G.; Lin, Y.C.; et al. Bioactive hydroanthraquinones and anthraquinone dimers from a soft coral-derived Alternaria sp. fungus. J. Nat. Prod. 2012, 75, 189-197.
16. Cameron, D.W.; Cromartie, R.I.T.; Kingston, D.G.I.; Todd, L. Colouring matters of the Aphidiae. Part XVIII. The structure and absolute stereochemistry of the protoaphins. J. Chem. Soc. 1964, 51-61.
17. Okuda, T.; Yoshida, T.; Hatano, T. Hydrolyzable tannins and related polyphenols. Fortschr. Chem. Org. Naturs. 1995, 66, 1-117.
18. González-Sarrías, A.; Yuan, T.; Seeram, N.P. Cytotoxicity and structure activity relationship studies of maplexins A-I, gallotannins from red maple (Acer rubrum). Food Chem. Toxicol. 2012, 50, 1369-1376.
19. Wan, C.; Yuan, T.; Li, L.; Kandhi, V.; Cech, N.B.; Xie, M.; Seeram, N.P. Maplexins, new α-glucosidase inhibitors from red maple (Acer rubrum) stems. Bioorg. Med. Chem. Lett. 2012, 22, 597-600.
20. Engels, C.; Knödler, M.; Zhao, Y.Y.; Carle, R.; Gänzle, M.G.; Schieber, A. Antimicrobial activity of gallotannins isolated from mango (Mangifera indica L.) kernels. J. Agric. Food Chem. 2009, 57, 7712-7718.
21. Liu, X.; Kim, J.K.; Li, Y.; Li, J.; Liu, F.; Chen, X. Tannic acid stimulates glucose transport and inhibits adipocytes differentiation in 3T3-L1 cells. J. Nutr. 2005, 135, 165-171. (Pubitemid 40194473)
22. Yang, Z.G.; Jia, L.N.; Shen, Y.; Ohmura, A.; Kitanaka, S. Inhibitory effects of constituents from Euphorbia lunulata on differentiation of 3T3-L1 cells and nitric oxide production in RAW264.7 cells. Molecules 2011, 16, 8305-8318.
23. Birari, R.B.; Bhutani, K.K. Pancreatic lipase inhibitors from natural sources: Unexplored potential. Drug Discov. Today 2007, 12, 879-889. (Pubitemid 47539967)
24. Yun, J.W. Possible anti-obesity therapeutics from nature-A review. Phytochemistry 2010, 71, 1625-1641.
25. Kim, J.H.; Kim, H.J.; Park, H.W.; Youn, S.H.; Choi, D.Y.; Shin, C.S. Development of inhibitors against lipase and alpha-glucosidase from derivatives of monascus pigment. FEMS Microbiol. Lett. 2007, 276, 93-98. (Pubitemid 47620462)
26. Liu, Q.; Shin, E.; Ahn, M.J.; Hwang, B.Y.; Lee, M.K. Anti-adipogenic activity of Acer tegmentosum and its constituent, catechin in 3T3-L1 cells. Nat. Prod. Sci. 2011, 17, 212-215.