Synthesis and biological evaluation of novel hybrid chalcone derivatives as vasorelaxant agents

European Journal of Medicinal Chemistry

Volumn 45, Issue 9, 2010, Pages 3986-3992

  Dong, Xiaowu ^a   Du, Lilin ^a   Pan, Zhichao ^a   Liu, Tao ^a   Yang, Bo ^a   Hu, Yongzhou ^a  

^a ZHEJIANG UNIVERSITY   (China)

Author keywords

1,4 Dihydropyridyl moiety; Hybrid chalcones; Nitric oxide donor; Vasorelaxant agent

Indexed keywords

2 [2 [3 (BENZO[D][1,3]DIOXOL 5 YL)ACRYLOYL] 3,5 DIHYDROXYPHENOXY]ETHYLNITRATE; 2,2',2'' [2 [3 (BENZO[D][1,3]DIOXOL 5 YL)ACRYLOYL]BENZENE 1,3,5 TRIYL]TRIS(OXY)TRIS(ETHANE 2,1 DIYL)TRINITRATE; 2,4,6 TRIHYDROXY 3',4' METHYLENEDIOXYL CHALCONE; 3 [2 [2 [3 (3 BROMOPHENYL)ACRYLOYL] 3,5 DIHYDROXYPHENOXY]ETHYL] 5 METHYL 2,6 DIMETHYL 4 (3 NITROPHENYL) 1,4 DIHYDROPYRIDINE 3,5 DICARBOXYLATE; 3 [2 [2 [3 (BENZO[D][1,3]DIOXOL 5 YL)ACRYLOYL] 3,5 DIHYDROXYPHENOXY]ETHYL] 5 METHYL 2,6 DIMETHYL 4 (3 NITROPHENYL) 1,4 DIHYDROPYRIDINE 3,5 DICARBOXYLATE; 3 [2 [2 [3 (BENZO[D][1,3]DIOXOL 5 YL)ACRYLOYL] 5 HYDROXYPHENOXY]ETHYL] 5 METHYL 2,6 DIMETHYL 4 (3 NITROPHENYL) 1,4 DIHYDROPYRIDINE 3,5 DICARBOXYLATE; 3 [2 [3,5 DIHYDROXY 2 [3 (4 HYDROXYPHENYL)ACRYLOYL]PHENOXY]ETHYL] 5 METHYL 2,6 DIMETHYL 4 (3 NITROPHENYL) 1,4 DIHYDROPYRIDINE 3,5 DICARBOXYLATE; 3 [[2 [3 (BENZO[D][1,3]DIOXOL 5 YL)ACRYLOYL] 3,5 DIHYDROXYPHENOXY]METHYL] 4 METHYL 1,2,5 OXADIAZOLE 2 OXIDE; 4 [[2 [3 (BENZO[D][1,3]DIOXOL 5 YL)ACRYLOYL] 3,5 DIHYDROXYPHENOXY]METHYL] 3 METHYL 1,2,5 OXADIAZOLE 2 OXIDE; 4 [[4 [3 (BENZO[D][1,3]DIOXOL 5 YL)ACRYLOYL] 3 HYDROXY 5 [2 (NITROOXY)ETHOXY]PHENOXY]METHYL] 3 METHYL 1,2,5 OXADIAZOLE 2 OXIDE; CHALCONE DERIVATIVE; NITRIC OXIDE DONOR; PHENYLEPHRINE; UNCLASSIFIED DRUG; VASODILATOR AGENT;

ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; CORONARY ARTERY DILATATION; DRUG ACTIVITY; DRUG CONJUGATION; DRUG POTENCY; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; MALE; MOLECULAR HYBRIDIZATION; NONHUMAN; RAT; VASODILATATION;

ANIMALS; AORTA; CHALCONE; DIHYDROPYRIDINES; MALE; NITRIC OXIDE; RATS; RATS, SPRAGUE-DAWLEY; STRUCTURE-ACTIVITY RELATIONSHIP; VASODILATOR AGENTS;

EID: 77955559819     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2010.05.054     Document Type: Article

References (26)

1. W. Ren, Z. Qiao, H. Wang, L. Zhu, and L. Zhang Med. Res. Rev. 23 2003 519 534
2. G.D. Carlo, N. Mascolo, A.A. lzzo, and F. Capasso Life Sci. 65 1999 337 353
3. E. Tripoli, M.L. Guardia, S. Giammanco, D.D. Majo, and M. Giammanco Food Chem. 104 2007 466 479
4. M. Gross Pharmaceut. Biol. 42 2004 21 35
5. A. Koenig, C. Roegler, K. Lange, A. Daiber, E. Glusa, and J. Lehmann Bioorg. Med. Chem. Lett. 17 2007 5881 5885
6. Z. Nowakowska Eur. J. Med. Chem. 42 2007 125 137
7. L. Hooper, P. AKroon, E.B. Rimm, J.S. Cohn, I. Harvey, K.A. Cornu, J.J. Ryder, W.L. Hall, and A. Cassidy Am. J. Clin. Nutr. 88 2008 38 50
8. F. Fusi, S. Saponara, F. Pessina, B. Gorelli, and G. Sgaragli Eur. J. Nutr. 42 2003 10 17
9. J. Duarte, F. Perez-vizcaino, J. Jimenez, J. Tamargo, and A. Zarzuelo Stud. Nat. Prod. Chem. 25 2001 565 605
10. Y.H. Zhang, Y.S. Park, T.J. Kim, L.H. Fang, H.Y. Ahn, J.T. Hong, Y. Kim, C.K. Lee, and Y.P. Yun Gen. Pharmacol. 35 2002 341 347
11. S.K. Mishra, S.E. Abbot, A. Choudhury, M. Cheng, N. Khatab, N.J.R. Maycock, A. Zavery, and P.I. Aaronson Cardiovasc. Res. 46 2000 539 546
12. H.D. Jiang, Q. Xia, X.X. Wang, J.F. Song, and I.C. Jiang Pharmazie 60 2005 444 447
13. Z. Pan, T. Feng, L. Shan, B. Cai, W. Chu, H. Niu, Y. Lu, and B. Yang Phytother. Res. 22 2008 1428 1433
14. M. Galisteo, M.F. García-Saura, R. Jiménez, C.I. Villar, A. Zarzuelo, F. Vargas, and J. Duarte Mol. Cell. Biochem. 259 2004 91 99
15. X. Dong, T. Liu, J. Yan, P. Wu, J. Chen, and Y. Hu Bioorg. Med. Chem. 17 2009 716 726
16. X. Dong, L. Qi, C. Jiang, J. Chen, E. Wei, and Y. Hu Bioorg. Med. Chem. Lett. 19 2009 3196 3198
17. X. Dong, J. Chen, C. Jiang, T. Liu, and Y. Hu Arch. Pharm. 342 2009 428 432
18. C. Viegas-Junior, A. Danuello, V. da Silva Bolzani, E.J. Barreiro, and C.A.M. Fraga Curr. Med. Chem. 14 2007 1829 1852
19. A.M. Gasco, A. Di Stilo, G. Sorba, A. Gasco, R. Ferioli, G. Folco, M. Civellic, and P. Carusoc Eur. J. Med. Chem. 28 1993 433 438
20. S.J. Lewis, M.D. Travis, M.P. Hashmi-Hill, K. Sandock, T.P. Robertson, and J.N. Bates Vasc. Pharmacol. 45 2006 383 394
21. D.J. Triggle, D.A. Langs, and R.A. Janis Med. Res. Rev. 9 1989 123 180
22. J.G. Hardman, L.E. Limbird, P.B. Molinoff, R.W. Ruddon, A.G. Gilman, The Pharmacological Basis of Therapeutics nineth ed. 1996 McGraw-Hill New York
23. R. Fruttero, B. Ferrarotti, A. Serafino, A.D. Stilo, and A. Gasco J. Heterocycl. Chem. 26 1989 1345 1347
24. L. Wang, and G. Chen Chem. Ind. Times 21 6 2007 27 29
25. T. Ogawa, K. Hatayama, H. Maeda, and Y. Kita Chem. Pharm. Bull. 42 1994 1579 1589
26. L. Qian, H. Wang, W. Qiu, H. Huang, I.C. Bruce, and Q. Xia Vasc. Pharmacol. 45 2006 374 382