Cytostatic activity of novel 4′-aminochalcone-based imides

Bioorganic and Medicinal Chemistry Letters

Volumn 17, Issue 16, 2007, Pages 4545-4550

  Jha, Amitabh ^a   Mukherjee, Chandrani ^a   Rolle, Alfred J ^a   De Clercq, Erik ^b   Balzarini, Jan ^b   Stables, James P ^c  

^a ACADIA UNIVERSITY   (Canada)

^b REGA INSTITUTE FOR MEDICAL RESEARCH   (Belgium)

^c NATIONAL INSTITUTE OF NEUROLOGICAL DISORDERS AND STROKE   (United States)

Author keywords

Chalcone; Cytostatic activity; Maleimides; QSAR; Thiol alkylators

Indexed keywords

4' AMINOCHALCONE; CHALCONE DERIVATIVE; CYTOTOXIC AGENT; IMIDE; MALEIMIDE DERIVATIVE; THIOL; UNCLASSIFIED DRUG;

ARTICLE; CORRELATION ANALYSIS; CYTOSTASIS; DRUG POTENCY; DRUG STRUCTURE; DRUG SYNTHESIS; HUMAN; IC 50; IN VITRO STUDY; IN VIVO STUDY; NONHUMAN; PHYSICAL CHEMISTRY; QUANTITATIVE STRUCTURE ACTIVITY RELATION; STATISTICAL ANALYSIS; SURVIVAL; SUSTAINED RELEASE PREPARATION;

ANIMALS; ANTINEOPLASTIC AGENTS; CENTRAL NERVOUS SYSTEM DISEASES; CHALCONES; DOSE-RESPONSE RELATIONSHIP, DRUG; IMIDES; MICE; STRUCTURE-ACTIVITY RELATIONSHIP; TOXICITY TESTS;

MUS;

EID: 34447324958     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2007.05.094     Document Type: Article

References (40)

1. Yit C.C., and Das N.P. Cancer Lett. 82 (1994) 65
2. Satomi Y. Int. J. Cancer 55 (1993) 506
3. Wattenberg L.W., Coccia J.B., and Galhaith A.R. Cancer Lett. 83 (1994) 165
4. De Vincenzo R., Ferlini C., Distefano M., Gaggini C., Riva A., Bombardelli E., Morazzoni P., Valenti P., Belluti F., Ranelletti F.O., Mancuso S., and Scambia G. Cancer Chemother. Pharmacol. 46 (2000) 305
5. Edwards M.L., Stemerick D.M., and Sunkara S.P. J. Med. Chem. 33 (1990) 1948
6. Achanta G., Modzelewska A., Feng L., Khan S.R., and Huang P. Mol. Pharmacol. 70 (2006) 426
7. Chen G.L., Yang L., Rowe T.C., Halligan B.D., Tewey K.M., and Liu L.F. J. Biol. Chem. 259 (1984) 13560
8. Wang H., Yong M., Allan Y., Chen N.Z., Edmond J.L.V., and Liu L.F. Biochemistry 40 (2001) 3316
9. Wang J.C. Annu. Rev. Biochem. 65 (1996) 635
10. Holden J.A. Curr. Med. Chem. Anti-Cancer Agents 1 (2001) 1
11. Andricopulo A.D., Yunes R.A., Nunes R.J., Savi A.O.S., Corrêa R., Cruz A.B., and Cechinel Filho V. Quim. Nova 21 (1998) 573
12. Pradoa S.R.T., Filhob V.C., Buzzib F.C., Correab R., Cadena S.M.C.S., and de Oliveira M.B.M. Z. Naturforsch., C 59 (2004) 663
13. Marrian D.H., Friedmann E., and Ward J.L. Biochemistry 54 (1953) 5
14. Andricopulo A.D., Müller L.A., Cechinel Filho V., Cani G.S., Roos J.F., Correa R., Santos A.R.S., Nunes R.J., and Yunes R.A. Farmaco 55 (2000) 319
15. Kovac A., Wilson R.A., Besra G.S., Filipic M., Kikelj D., and Gobec S. J. Enzyme Inhib. Med. Chem. 21 (2006) 391
16. Hall I.H., Wong O.T., and Chapman J.M. Anticancer Drugs 6 (1995) 147
17. Bailly C., Qu X., Chaires J.B., Colson P., Houssier C., Ohkubo M., Nishimura S., and Yoshinari T. J. Med. Chem. 42 (1999) 2927
18. Yellaturu C.R., Manjula B., Neeli I., and Rao G.N. J. Biol. Chem. 227 (2002) 40148
19. Jensen L.H., Renodon-Corniere A., Wessel I., Langer S.W., Søkilde B., Carstensen E.V., Sehested M., and Jensen P.B. Mol. Pharmacol. 61 (2002) 1235
20. Dimmock J.R., Jha A., Zello G.A., Allen T.M., Santos C.L., Balzarini J., De Clercq E., Manavathu E.K., and Stables J.P. Pharmazie 58 (2003) 227
21. Dimmock J.R., Kandepu N.M., Hetherington M., Quail J.W., Pugazhenthi U., Sudom A.M., Chamankhah M., Rose P., Pass E., Allen T.M., Halleran S., Szydlowski J., Mutus B., Tannous M., Manavathu E.K., Myers T.M., De Clercq E., and Balzarini J. J. Med. Chem. 41 (1998) 1014
22. Go M.L., Wu X., and Liu X.L. Curr. Med. Chem. 12 (2005) 483
23. Dimmock J.R., Elias D.W., Beazely M.A., and Kandepu N.M. Curr. Med. Chem. 6 (1999) 1125
24. Dimmock J.R., Kandepu N.M., Nazarali A.J., Motaganahalli N.L., Kowalchuk T.P., Pugazhenthi U., Prisciak J.S., Quail J.W., Allen T.M., LeClerc R., Santos C.L., De Clercq E., and Balzarini J. J. Med. Chem. 43 (2000) 3933
25. Barakat M.Z., Shehab S.K., and El-Sadr M.M. J. Chem. Soc. (1957) 4133
26. Lui K.C., Chen T., Jan H., and Shih C. J. Chin. Chem. Soc. 20 (1973) 163
27. - Calcd: 365.09, found: 363.90
28. 1H NMR ...
29. + 574.1481, found: 574.1450.
30. Balzarini J., De Clercq E., Mertes M.P., Shugar D., and Torrence P.F. Biochem. Pharmacol. 31 (1982) 3673
31. Dulik D.M., Fenselau C., and Hilton J. Biochem. Pharmacol. 35 (1986) 3405
32. Suffness M., and Douros J. In: De Vita Jr. V.T., and Busch H. (Eds). Cancer Research, Volume XVI, Part A (1979), Academic Press, New York 84
33. Patrick G.L. An Introduction to Medicinal Chemistry. 3rd ed. (2005), Oxford University Press, New York 271
34. ® is obtainable from Cambridge Soft Corporation, Cambridge, MA, USA.
35. Hansch C., and Leo A. Substituent Constant for Correlation Analysis in Chemistry and Biology (1979), John Wiley and Sons, New York 49
36. Hansch C., and Leo A. Exploring QSAR (1995), American Chemical Society, Washington, DC
37. ®, Statistical software, 1972-2005 © Minitab Inc.
38. Wike-Hooley J.L., van der Berg A.P., van der Zee J., and Reinhold H.S. Eur. J. Cancer Clin. Oncol. 21 (1985) 785
39. Stables J.P., and Kupferberg H.J. In: Avanzini G.A., Tanganelli P., and Avoli M. (Eds). Molecular and Cellular Targets for Antiepileptic Drugs (1997), John Libbey, London 191
40. Dunham M.S., and Miya T.A. J. Am. Pharm. Assoc. Sci. 46 (1957) 208 The recommendations of the National Research Council Publication 'Guide for the Care and Use of Laboratory Animals' were followed in regard to the housing, feeding, and handling of the mice used in these experiments