The synthesis and biological evaluation of novel Danshensu-cysteine analog conjugates as cardiovascular-protective agents

European Journal of Medicinal Chemistry

Volumn 55, Issue , 2012, Pages 176-187

  Jia, Yaoling ^a   Dong, Xiaoyi ^a   Zhou, Pengfei ^a   Liu, Xinhua ^a   Pan, Lilong ^a   Xin, Hong ^a   Zhu, Yi Zhun ^a   Wang, Yang ^a  

^a FUDAN UNIVERSITY   (China)

Author keywords

Cardiovascular protective; Conjugate; Cysteine; Danshensu

Indexed keywords

(3 BENZYLTHIO 1 METHOXY 1 OXO 2 PROPANYL) 2 ACETOXY 3 (, DIACETOXYPHENYL)PROPENAMIDE; (3 BENZYLTHIO 1 METHOXY 1 OXO 2 PROPANYL) 3 (3,4 DIACETOXYPHENYL)PROPANAMIDE; (3 METHOXY 3 OXO 2 AMINOPROPYL) 2 ACETOXY 3 (3,4 DIACETOXYPHENYL)PROPENETHIOATE; (3 METHOXY 3 OXO 2 AMINOPROPYL) 2 ACETOXY 3 (3,4 METHYLENEDIOXYPHENYL)PROPENETHIOATE; 3 (3,4 DIHYDROXYPHENYL)LACTIC ACID; 3 BENZYLTHIO 1 METHOXY 1 OXO 2 PROPANYL) 2 ACETOXY 3 (3,4 DIACETOXYPHENYL)PROPANAMIDE; 3 METHOXY 3 OXO 2 (TERT BUTOXYCARBONYLAMINO)PROPYL) 2 ACETOXY 3 (, DIACETOXYPHNEYL)PROPENETHIOATE; 3 METHOXY 3 OXO 2 (TERT BUTOXYCARBONYLAMINO)PROPYL) 2 ACETOXY 3 (3,4 METHYLENEDIOXYPHENYL)PROPENETHIOATE; AMIDE; CARDIOVASCULAR AGENT; CASPASE 9; CYSTEINE DERIVATIVE; GLUTATHIONE; HYDROGEN PEROXIDE; MALONALDEHYDE; PROTEIN BAX; PROTEIN BCL 2; PROTEIN P53; THIOESTER; UNCLASSIFIED DRUG;

APOPTOSIS; ARTICLE; DRUG STRUCTURE; DRUG SYNTHESIS; HEART PROTECTION; HUMAN; HUMAN CELL; MITOCHONDRION; PROTEIN EXPRESSION;

APOPTOSIS REGULATORY PROTEINS; CARDIOTONIC AGENTS; CHEMISTRY TECHNIQUES, SYNTHETIC; CYSTEINE; GLUTATHIONE; HUMAN UMBILICAL VEIN ENDOTHELIAL CELLS; HUMANS; HYDROGEN PEROXIDE; LACTATES; MALONDIALDEHYDE; OXIDATIVE STRESS;

EID: 84865726687     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2012.07.016     Document Type: Article

References (41)

1. L.J. Zhang, L. Chen, Y. Lu, J.M. Wu, B. Xu, Z.G. Sun, S.Z. Zheng, and A.Y. Wang Eur. J. Pharmacol. 643 2010 195 201
2. C.M. Cao, Q. Xia, X. Zhang, W.H. Xu, H.D. Jiang, and J.Z. Chen Life Sci. 72 2003 2451 2463
3. M. Ding, T.X. Ye, G.R. Zhao, Y.J. Yuan, and Z.X. Guo Int. Immunopharmacol. 5 2005 1641 1651
4. C.N. Dong, Y. Wang, and Y.Z. Zhu Bioorg. Med. Chem. 17 2009 3499 3507
5. J.M. Yu, F. Xue, and H.J. Dai Yao Xue Xue Bao 26 1991 552 556
6. C. Lazar, A. Kluczyk, T. Kiyota, and Y. Konishi J. Med. Chem. 47 2004 6973 6982
7. R. Morphy, C. Kay, and Z. Rankovic Drug Discov. Today 9 2004 641 651
8. R. Morphy, and Z. Rankovic J. Med. Chem. 48 2005 6523 6543
9. A. Gasco, D. Boschi, K. Chegaev, C. Cena, A. Di Stilo, R. Fruttero, L. Lazzarato, B. Rolando, and P. Tosco Pure Appl. Chem. 80 2008 1693 1701
10. J.J. Baldwin, W.C. Lumma, G.F. Lundell, G.S. Ponticello, A.W. Raab, E.L. Engelhardt, R. Hirschmann, C.S. Sweet, and A. Scriabine J. Med. Chem. 22 1979 1284 1290
11. C.H. Liu, W. Guo, X.R. Shi, M.A. Kaium, X.F. Gu, and Y.Z. Zhu Eur. J. Med. Chem. 46 2011 3996 4009
12. C.H. Liu, X.F. Gu, and Y.Z. Zhu Bioorg. Med. Chem. Lett. 20 2010 6942 6946
13. T. Miron, A. Rabinkov, E. Peleg, T. Rosenthal, D. Mirelman, and M. Wilchek Am. J. Hypertens. 17 2004 71 73
14. P.K. Moore, M. Bhatia, and S. Moochhala Trends Pharmacol. Sci. 24 2003 609 611
15. L. Xiao, Y.M. Wu, R. Wang, Y.X. Liu, F.W. Wang, and R.R. He Chin. Med. J. 120 2007 1343 1347
16. Y.Z. Zhu, S.H. Huang, B.K.H. Tan, J. Sun, M. Whiteman, and Y.C. Zhu Nat. Prod. Rep. 21 2004 478 489
17. K. Abe, and H. Kimura J. Neurosci. 16 1996 1066 1071
18. S.H. Roth, B. Skrajny, and R.J. Reiffenstein Clin. Exp. Pharmacol. Physiol. 22 1995 379 380
19. Y.F. Wang, P. Mainali, C.S. Tang, L. Shi, C.Y. Zhang, H. Yan, X.Q. Liu, and J.B. Du Chin. Med. J. 121 2008 420 423
20. M.K. Muellner, S.M. Schreier, H. Laggner, M. Hermann, H. Esterbauer, M. Exner, B.M.K. Gmeiner, and S. Kapiotis Biochem. J. 420 2009 277 281
21. B. Geng, L. Chang, C.S. Pan, Y.F. Qi, J. Zhao, Y.Z. Pang, J.B. Du, and C.S. Tang Biochem. Biophys. Res. Commun. 318 2004 756 763
22. C.Y. Zhang, J.B. Du, D.F. Bu, H. Yan, X.Y. Tang, and C.S. Tang Biochem. Biophys. Res. Commun. 302 2003 810 816
23. L.J. Liu, and Y.Y. Yeh J. Nutr. 132 2002 1129 1134
24. K. Koerberple, and G. Massiot J. Heterocycl. Chem. 32 1995 1309 1315
25. Y.L. Jia, and Y. Wang Chin. J. Org. Chem. 31 2011 538 543
26. Q. Wang, X.L. Wang, H.R. Liu, P. Rose, and Y.Z. Zhu Antioxid. Redox Signal. 12 2010 1155 1165
27. Z.Q. Zhao, D.A. Velez, N.P. Wang, K.O. Hewan-Lowe, M. Nakamura, R.A. Guyton, and J. Vinten-Johansen Apoptosis 6 2001 279 290
28. X.H. Liu, L.L. Pan, Q.H. Gong, and Y.Z. Zhu Curr. Pharm. Biotechnol. 11 2010 895 905
29. L.L. Pan, X.H. Liu, Q.H. Gong, D. Wu, and Y.Z. Zhu PLoS One 6 2011 e19766
30. H.T. Liu, W.M. Li, G. Xu, X.Y. Li, X.F. Bai, P. Wei, C. Yu, and Y.G. Du Pharmacol. Res. 59 2009 167 175
31. X.D. Wang Genes Dev. 15 2001 2922 2933
32. H. Xin, X.H. Liu, and Y.Z. Zhu Eur. J. Pharmacol. 612 2009 75 79
33. N.A. Thornberry, and Y. Lazebnik Science 281 1998 1312 1316
34. A. Clerk, S.M. Cole, T.E. Cullingford, J.G. Harrison, M. Jormakka, and D.M. Valks Pharmacol. Ther. 97 2003 223 261
35. R. von Harsdorf, P.F. Li, and R. Dietz Circulation 99 1999 2934 2941
36. H. Wang, W.W. Pei, and W.P. Ye Chem. Res. Chin. Univ. 21 2005 536 539
37. E. Hashimoto, T. Ogita, T. Nakaoka, R. Matsuoka, A. Takao, and Y. Kira Am. J. Physiol. 267 1994 H1948 H1954
38. J.A. Maclaren, W.E. Savige, and J.M. Swan Aust. J. Chem. 11 1958 345 359
39. Y. Saito, H. Ouchi, and H. Takahata Tetrahedron 62 2006 11599 11607
40. A.C. Bazan, J.M. Edwards, and U. Weiss Tetrahedron 34 1978 3005 3015
41. R. Venkatasamy, L. Faas, A.R. Young, A. Raman, and R.C. Hider Bioorg. Med. Chem. 12 2004 1905 1920