Synthesis and biological activity of novel tiliroside derivants

European Journal of Medicinal Chemistry

Volumn 46, Issue 10, 2011, Pages 5189-5195

  Qin, Nan ^a   Li, Chun Bao ^b   Jin, Mei Na ^a   Shi, Li Huan ^a   Duan, Hong Quan ^a   Niu, Wen Yan ^a  

^a TIANJIN MEDICAL UNIVERSITY   (China)

^b TIANJIN UNIVERSITY   (China)

Author keywords

Acetyl CoA carboxylase (ACC); Adenosine 5 monophosphate activated protein kinase (AMPK); Anti diabetic; Tiliroside derivatives

Indexed keywords

3 O (2 OXO 4 PHENYLBUT 3 EN 1 YL) KAEMPFEROL; 3 O [2 OXO 4 (4 TOLYL)BUT 3 EN 1 YL] KAEMPFEROL; 3 O [4 (4 (BENZYLOXY)PHENYL) 2 OXOBUT 3 EN 1 YL]KAEMPFEROL; 3 O [4 (4 (TERT BUTYL)PHENYL) 2 OXOBUT 3 EN 1 YL]KAEMPFEROL; 3 O [4 (4 4 (HEXYLOXY)PHENYL) 2 OXOBUT 3 EN 1 YL]KAEMPFEROL; 3 O [4 (4 4 (OCTYLOXY)PHENYL) 2 OXOBUT 3 EN 1 YL]KAEMPFEROL; 3 O [4 (4 BUTOXYPHENYL) 2 OXOBUT 3 EN 1 YL]KAEMPFEROL; 3 O [4 (4 CYANOPHENYL) 2 OXOBUT 3 EN 1 YL]KAEMPFEROL; 3 O [4 (4 ETHOXYPHENYL) 2 OXOBUT 3 EN 1 YL]KAEMPFEROL; 3 O [4 (4 HYDROXYPHENYL) 2 OXOBUT 3 EN 1 YL]KAEMPFEROL; 3 O [4 (4 ISOPROPYLPHENYL) 2 OXOBUT 3 EN 1 YL]KAEMPFEROL; 3 O [4 (4 METHOXYPHENYL) 2 OXOBUT 3 EN 1 YL]KAEMPFEROL; ACETYL COENZYME A CARBOXYLASE; ADENYLATE KINASE; ANTIDIABETIC AGENT; KAEMPFEROL DERIVATIVE; METFORMIN; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CELL STRAIN HEPG2; CONTROLLED STUDY; DRUG ACTIVITY; DRUG STRUCTURE; DRUG SYNTHESIS; GLUCOSE INTAKE; HUMAN; HUMAN CELL; IN VITRO STUDY; INSULIN RESISTANCE; MASS SPECTROMETRY; PROTEIN PHOSPHORYLATION; PROTON NUCLEAR MAGNETIC RESONANCE; SIGNAL TRANSDUCTION; WESTERN BLOTTING;

ACETYL-COA CARBOXYLASE; AMP-ACTIVATED PROTEIN KINASES; DIABETES MELLITUS, TYPE 2; ENZYME ACTIVATION; FLAVONOIDS; GLUCOSE; HEP G2 CELLS; HUMANS; HYPOGLYCEMIC AGENTS; PLANT EXTRACTS; POTENTILLA;

EID: 80053191763     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2011.07.059     Document Type: Article

References (39)

1. J.P. Boyle, A.A. Honeycutt, K.M. Narayan, T.J. Hoerger, L.S. Geiss, H. Chen, and T.J. Thompson Diabetes Care 24 2001 1936 1940
2. R.A. DeFronzo, R.C. Bonadonna, and E. Ferrannini Diabetes Care 15 1992 318 368
3. W.T. Cefalu Exp. Biol. Med. 226 2001 13 26
4. S.P. Kim, M. Ellmerer, G.W. Van Citters, and R.N. Bergman Diabetes 52 2003 2453 2460
5. S. Dinneen, J. Gerich, and R. Rizza N. Engl. J. Med. 327 1992 707 713
6. N. Kawahara, M. Satake, and Y. Goda Chem. Pharm. Bull. 50 2002 1619 1620
7. C. Zhao, W. Qiao, Y.W. Zhang, B. Lu, and H.Q. Duan J. Chin. Mater. Med. 33 2008 680 682
8. E. Sousa, L. Zanatta, I. Seifriz, T.B. Creczynski-Pasa, M.G. Pizzolatti, B. Szpoganicz, and F.R.M.B. Silva J. Nat. Prod. 67 2004 829 832
9. Y.J. Zhu, Y.W. Zhang, Y. Liu, H.W. Chu, and H.Q. Duan Molecules 15 2010 9174 9183
10. Y. Qi, C. Tang, and H.Q. Duan Drug Eval. Res. 36 2010 187 190
11. B. Kola, A.B. Grossman, and M. Korbonits Obesity Metabolism Front Horm Res. 2008 Karger Basel 198-211
12. N.B. Javit FASEB. J. 4 1990 163 168
13. W.D. Xie, W. Wang, H. Su, D.M. Xing, Y. Pan, and L.J. Du Comp. Biochem. Physiol. C: Toxicol. Pharmacol. 143 2006 429 435
14. K. Nakamaru, K. Matsumoto, T. Taguchi, M. Suefuji, Y. Murata, M. Igata, J. Kawashima, T. Kondo, H. Motoshima, K. Tsuruzoe, N. Miyamura, K. Toyonaga, and E. Araki Biochem. Biophys. Res. Commun. 328 2005 449 454
15. C.L. Lin, and J.K. Lin Mol. Nutr. Food Res. 52 2008 930 939
16. Z. Luo, Y. Zhang, F. Li, J. He, H. Ding, L. Yan, and H. Cheng Endocrine 36 2009 60 69
17. C.L. Lin, H.C. Huang, and J.K. Lin J. Lipid Res. 48 2007 2334 2343
18. S.I. Ben, K. Laurent, A. Loubat, S. Giorgetti-Peralad, P. Colosetti, P. Auberger, J.F. Tanti, Y. Le Marchand-Brustel, and F. Bost Oncogene 27 2008 3576 3586
19. J. Ahn, H. Lee, S. Kim, J. Park, and T. Ha Biochem. Biophys. Res. Commun. 373 2008 545 549
20. P.B. Martínez de Morentin, C.R. González, and M. López J. Pathol. 222 2010 329 334
21. J. Lu, D.M. Wu, Y.L. Zheng, B. Hu, Z.F. Zhang, Q. Shan, Z.H. Zheng, C.M. Liu, and Y.J. Wang J. Pathol. 222 2010 199 212
22. C.G. Li, G. Ning, and J.L. Chen Chin. J. Diabetes 7 1999 198 200
23. M.K. Na, J.P. Jang, D. Njamen, J.T. Mbafor, Z.T. Fomum, B.Y. Kim, W.K. Oh, and J.S. Ahn J. Nat. Prod. 69 2006 1572 1576
24. A. Kato, N. Nasu, K. Takebayashi, I. Adachi, Y. Minami, F. Sanae, N. Asano, A.A. Watson, and R.J. Nash J. Agric. Food Chem. 56 2008 4469 4473
25. D. Detaille, C. Sanchez, N. Sanz, J.M. Lopez-Novoa, X. Leverve, and M.Y. El-Mir Life Sci. 82 2008 1070 1076
26. W. Qiao, C. Zhao, N. Qin, H.Y. Zhai, and H.Q. Duan J. Ethnopharmacol. 135 2011 515 521
27. D.G. Hadie, D. Carling, and A.T.R. Sim Trends Biochem. Sci. 14 1989 20 23
28. Y.C. Long, and J.R. Zierath J. Clin. Invest. 116 2006 1776 1783
29. P. Misra, and R. Chakrabarti Indian J. Med. Res. 125 2007 389 398
30. M.C. Towler, and D.G. Hardie Circ. Res. 16 2007 328 341
31. J.F. Liu, Y. Ma, Y. Wang, Z.Y. Du, J.K. Shen, and H.L. Peng Phytother. Res. 25 2011 588 596
32. M.W. Zang, S.Q. Xu, K.A. Maitland-Toolan, A. Zuccollo, X.Y. Hou, B.B. Jiang, M. Wierzbicki, T.J. Verbeuren, and R.A. Cohen Diabetes 55 2006 2180 2191
33. D.T. Ha, T.N. Trung, T.T. Phuong, N. Yim, Q.C. Chen, and K.H. Bae Bioorg. Med. Chem. Lett. 20 2010 6076 6081
34. K. Zygmunt, B. Faubert, J. MacNeil, and E. Tsiani Biochem. Biophys. Res. Commun. 398 2010 178 183
35. W.Y. Zhang, J.J. Lee, I.S. Kim, Y. Kim, J.S. Park, and C.S. Myung Biol. Pharm. Bull. 33 2010 1494 1499
36. L.H. Shi, N. Qin, L.J. Hu, L.J. Liu, H.Q. Duan, and W.Y. Niu Diabetes. Res. Clin. Pract. 92 2011 e41 e46
37. Flavonoid derivatives, synthesis and their medicinal purpose, patent PCT-CN2010-001818.
38. J. Tatsuzaki, K.F. Bastow, K. Nakagawa-Goto, S. Nakamura, H. Itokawa, and K.H. Lee J. Nat. Prod. 69 2006 1445 1449
39. K.S. Babu, X.C. Li, M.R. Jacob, Q.F. Zhang, S.I. Khan, D. Ferreira, and A.M. Clark J. Med. Chem. 49 2006 7877 7886