Synthesis and potent antileukemic activities of 10-benzyl-9(10H)-acridinones

Bioorganic and Medicinal Chemistry

Volumn 16, Issue 18, 2008, Pages 8670-8675

  Gao, Chunmei ^a   Jiang, Yuyang ^a,b   Tan, Chunyan ^a   Zu, Xuyu ^a   Liu, Huachen ^a   Cao, Derong ^c  

^a Guangdong Province   (China)

^b Tsinghua University   (China)

^c SOUTH CHINA UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

Acridinone derivatives; Antileukemia agent; Antiproliferative activity; Apoptosis

Indexed keywords

1 BENZYL 4 PIPERIDONE DERIVATIVE; 10 (3,5 DIMETHOXY)BENZYL 9(10H) ACRIDINONE; 10 BENZYL 9(10H) ACRIDINONE DERIVATIVE; 3 (4,5 DIMETHYL 2 THIAZOLYL) 2,5 DIPHENYLTETRAZOLIUM BROMIDE; ACRIDONE DERIVATIVE; ANTILEUKEMIC AGENT; FLUORESCEIN ISOTHIOCYANATE; LIPOCORTIN 5; PROPIDIUM IODIDE; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; APOPTOSIS; ARTICLE; CANCER CELL CULTURE; CELL PROLIFERATION; CELL STRAIN HL 60; CELL STRAIN K 562; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG POTENCY; DRUG SYNTHESIS; FLOW CYTOMETRY; HUMAN; HUMAN CELL; IC 50; IN VITRO STUDY; STAINING; STRUCTURE ACTIVITY RELATION;

ACRIDONES; ANTINEOPLASTIC AGENTS; APOPTOSIS; BENZENE; CELL PROLIFERATION; FLOW CYTOMETRY; FLUORESCEIN-5-ISOTHIOCYANATE; HL-60 CELLS; HUMANS; INHIBITORY CONCENTRATION 50; K562 CELLS; PIPERIDONES; STRUCTURE-ACTIVITY RELATIONSHIP; TUMOR CELLS, CULTURED;

EID: 51449119650     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2008.07.086     Document Type: Article

References (36)

1. Nathalie P., Nathalie L.J., Delphine D., Nathalie P., and Dubois F. Curr. Med. Imaging Rev. 2 (2006) 193
2. Reddy M.V.R., Mallireddigari M.R., Cosenza S.C., Pallela V.R., Iqbal N.M., Robell K.A., Kang A.D., and Reddy E.P. J. Med. Chem. 51 (2008) 86
3. Nesterenko V., Putt K.S., and Hergenrother P.J. J. Am. Chem. Soc. 125 (2003) 14672
4. Zobel K., Wang L., Varfolomeev E., Franklin M.C., Elliott L.O., Wallweber H.J.A., Okawa D.C., Flygare J.A., Vucic D., Fairbrother W.J., and Deshayes K. Acs. Chem. Biol. 1 (2006) 525
5. Fabregat I., Roncero C., and Fernandez M. Liver Int. 27 (2007) 155
6. Ding G.Y., Liu F., Yang T., Jiang Y.Y., Fu H., and Zhao Y.F. Bioorg. Med. Chem. 14 (2006) 3766
7. Yang J., Jiang Y.Y., Liu F., and Zhao Y.F. Protein Peptide Lett. 13 (2006) 129
8. van Heemst D., den Reijer P.M., and Westendorp R.G. Eur. J. Cancer 43 (2007) 2144
9. Prinz H., Ishii Y., Hirano T., Stoiber T., Gomez J.A.C., Schmidt P., Dussmann H., Burger A.M., Prehn J.H.M., Gunther E.G., Unger E., and Umezawa K. J. Med. Chem. 46 (2003) 3382
10. Cao D.R., Gao C.M., and Meier H. Synlett (2005) 3166
11. Gao C.M., Cao D.R., and She-Yang X. Acta Chim. Sinica 64 (2006) 1757
12. Gao C.M., Cao D.R., Xu S.Y., and Meier H. J. Org. Chem. 71 (2006) 3071
13. Liu Y., Zou L., Ma L., Chen W.H., Wang B., and Xu Z.L. Bioorg. Med. Chem. 14 (2006) 5683
14. Michael J.P. Nat. Prod. Rep. 22 (2005) 627
15. Smilkstein M., Kelly J., Dodean R., Hinrichs D., Winter R., and Riscoe M. Am. J. Trop. Med. Hyg. 75 (2006) 98
16. Fujiwara M., Okamoto M., Okamoto M., Watanabe M., Machida H., Shigeta S., Konno K., Yokota T., and Baba M. Antivir. Res. 43 (1999) 189
17. Wang B., Bouffier L., Demeunynck M., Mailley P., Roget A., Livache T., and Dumy P. Bioelectrochemistry 63 (2004) 233
18. Bernardino A.M.R., Castro H.C., Frugulhetti L.C.P.P., Loureiro N.I.V., Azevedo A.R., Pinheiro L.C.S., Souza T.M.L., Giongo V., Passamani F., Magalhaes U.O., Albuquerque M.G., Cabral L.M., and Rodrigues C.R. Bioorg. Med. Chem. 16 (2008) 313
19. Boumendjel A., Macalou S., Ahmed-Belkacem A., Blanc M., and Di Pietro A. Bioorg. Med. Chem. 15 (2007) 2892
20. Harrison R.J., Reszka A.P., Haider S.M., Romagnoli B., Morrell J., Read M.A., Gowan S.M., Incles C.M., Kelland L.R., and Neidle S. Bioorg. Med. Chem. Lett. 14 (2004) 5845
21. Hegde R., Thimmaiah P., Yerigeri M.C., Krishnegowda G., Thimmaiah K.N., and Houghton P.J. Eur. J. Med. Chem. 39 (2004) 161
22. Prasad V.V.S.R., Honeywell R., Rao J.V., Sathish N.K., Kumar S.M.S., and Mayur Y.C. Int. J. Mass Spectrom. 263 (2007) 148
23. Dzierzbicka K., and Kolodziejczyk A.M. J. Med. Chem. 46 (2003) 183
24. Dzierzbicka K., Kolodziejczyk A.M., Wysocka-Skrzela B., Mysliwski A., and Sosnowska D. J. Med. Chem. 44 (2001) 3606
25. Braga P.A.C., Dos Santos D.A.P., Da Silva M.F.D.G.F., Vieira P.C., Fernandes J.B., Houghton P.J., and Fang R. Nat. Prod. Res. 21 (2007) 47
26. Michael J.P. Nat. Prod. Rep. 25 (2008) 166
27. Lawrence N.J., Hepworth L.A., Rennison D., McGown A.T., and Hadfield J.A. J. Fluorine Chem. 123 (2003) 101
28. Li W.L., Li H., Li Y., and Hou Z.J. Angew. Chem. Int. Edit. 45 (2006) 7609
29. Faul M.M., Kobierski M.E., and Kopach M.E. J. Org. Chem. 68 (2003) 5739
30. Van der Klein P.A.M., Kourounakis A.P., and IJzerman A.P. J. Med. Chem. 42 (1999) 3629
31. Deeb D., Gao X., Dulchavsky S.A., and Gautam S.C. Anticancer Res. 27 (2007) 3035
32. Wang T.T., Wei J., Qlan X.P., Ding Y.T., Yu L.X., and Liu B.R. Cancer Lett. 262 (2008) 214
33. Hou Q., Zhao T.B., Zhang H.L., Lu H.X., Zhang Q.X., Sun L., and Fan Z. Mol. Immunol. 45 (2008) 1044
34. Connolly C.J.C., Hamby J.M., Schroeder M.C., Barvian M., Lu G.H., Panek R.L., Amar A., Shen C., Kraker A.J., Fry D.W., Klohs W.D., and Doherty A.M. Bioorg. Med. Chem. Lett. 7 (1997) 2415
35. Kwok C.C., and Wong M.S. Macromolecules 34 (2001) 6821
36. Wong C.H., Chow H.F., Hui S.K., and Sze K.H. Org. Lett. 8 (2006) 1811