8,9-Methylenedioxybenzo[i]phenanthridines: Topoisomerase I-targeting activity and cytotoxicity

Bioorganic and Medicinal Chemistry

Volumn 11, Issue 17, 2003, Pages 3795-3805

  Li, Dajie ^a   Zhao, Baoping ^a   Sim, Sai Peng ^b   Li, Tsai Kun ^b   Liu, Angela ^b   Liu, Leroy F ^b,c   LaVoie, Edmond J ^a,c,d  

^a RUTGERS UNIVERSITY   (United States)

^b RUTGERS ROBERT WOOD JOHNSON MEDICAL SCHOOL   (United States)

^c RUTGERS CANCER INSTITUTE OF NEW JERSEY   (United States)

^d RUTGERS UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

11,12 DIHYDRO 2 HYDROXY 3 METHOXY 8,9 METHYLENEDIOXYBENZO[I]PHENANTHRIDINE; 11,12 DIHYDRO 2 METHOXY 8,9 METHYLENEDIOXYBENZO[I]PHENANTHRIDINE; 11,12 DIHYDRO 2,3 DIMETHOXY 8,9 METHYLENEDIOXYBENZO[I]PHENANTHRIDINE; 11,12 DIHYDRO 3 HYDROXY 2 METHOXY 8,9 METHYLENEDIOXYBENZO[I]PHENANTHRIDINE; 11,12 DIHYDRO 3 METHOXY 8,9 METHYLENEDIOXYBENZO[I]PHENANTHRIDINE; 2 METHOXY 8,9 METHYLENEDIOXYBENZO[I]PHENANTHRIDINE; 2,3 DIMETHOXY 8,9 METHYLENEDIOXYBENZO[I]PHENANTHRIDINE; 3 BENZYLOXY 11,12 DIHYDRO 2 METHOXY 8,9 METHYLENEDIOXYBENZO[I]PHENANTHRIDINE; 3 BENZYLOXY 2 METHOXY 8,9 METHYLENEDIOXYBENZO[I]PHENANTHRIDINE; 3 METHOXY 8,9 METHYLENEDIOXYBENZO[I]PHENANTHRIDINE; CARBENOID; DNA TOPOISOMERASE; DRUG DERIVATIVE; PHENANTHRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ARTICLE; CELL PROLIFERATION; CONTROLLED STUDY; CYTOTOXICITY; DRUG ACTIVITY; DRUG DETERMINATION; DRUG POTENCY; DRUG STRUCTURE; HUMAN; HUMAN CELL; STRUCTURE ACTIVITY RELATION;

EID: 0041620599     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0968-0896(03)00394-8     Document Type: Article

References (42)

1. Wang J.C. Annu. Rev. Biochem. 54:1985;665.
2. Liu L. Annu. Rev. Biochem. 58:1989;351.
3. Chen A.Y., Liu L.F. Annu. Rev. Pharmacol. Toxicol. 34:1994;191.
4. Kohn K.W., Pommier Y. Ann. N.Y. Acad. Sci. 922:2000;11.
5. Bailly C. Curr. Med. Chem. 7:2000;39.
6. Li T-K., Liu L.F. Annu. Rev. Pharmacol. Toxicol. 41:2001;53.
7. Liu L.F., Wang J.C. Proc. Natl. Acad. Sci. U.S.A. 84:1987;7024.
8. Tsao Y-P., Wu H-Y., Liu L.F. Cell. 56:1989;111.
9. Wall J.G., Burris H.A., Von-Hoff D.D., Rodriquez G., Kneuper-Hall R., Shaffer D., O'Rourke T., Brown T., Weiss G., Clark G.etal. Anticancer Drugs. 3:1992;337.
10. Burke T.G., Mi Z. J. Med. Chem. 36:1993;2580.
11. Burke T.G., Mi Z. Anal. Biochem. 212:1993;285.
12. Gatto B., Sanders M.M., Yu C., Wu H.-Y., Makhey D., LaVoie E.J., Liu L.F. Cancer Res. 56:1996;2795.
13. Cushman M., Jayaraman Vroman J.A., Fukunaga A.K., Fox B., Kolhagen G., Strumberg D., Pommier Y. J. Med. Chem. 43:2000;3688.
14. Jayaraman M., Fox B.M., Hollingshead M., Kohlhagen G., Pommier Y., Cushman M. J. Med. Chem. 45:2002;242.
15. Spicer J.A., Gamage S.A., Rewcastle G.W., Funlay G.J., Bridewell D.J., Baguley B.C., Denny W.A. J. Med. Chem. 43:2000;1350.
16. Vicker N., Burgess L., Chuckowree I.S., Dodd R., Folkes A.J., Hardick D., Hancox T.C., Miller W., Milton J., Sohal S., Wang S., Wren S.P., Charlton P.A., Dangerfield W., Liddle C., Mistry P., Stewart A.J., Denny W.A. J. Med. Chem. 45:2002;721.
17. Li D., Makhey D.B., Zhao B., Sim S-P, Liu A., Li L.F., LaVoie E.J. Proc. Am. Assoc. Cancer Res. 42:2001;720.
18. Li D.J., Makhey D.B., Zhao B.P. 222nd National Meeting of the Am. Chem. Soc. 222:2001;58.
19. Makhey D., Gatto B., Yu C., Liu A., Liu L.F., LaVoie E.J. Med. Chem. Res. 5:1995;1.
20. Makhey D., Yu C., Liu A., Liu L.F., LaVoie E.J. Bioorg. Med. Chem. 8:2000;1171.
21. Wang L-K., Johnson R.K., Hecht S.H. Chem. Res. Toxicol. 6:1993;813.
22. Janin Y.L., Croisy A., Riou J-F., Bisagni E. J. Med. Chem. 36:1993;3686.
23. Stermitz F.R., Gillespie J.P., Amoros L.G., Romero R., Stermitz T. J. Med. Chem. 18:1975;708.
24. Li D., Zhao B., Sim S-P., Li T-K., Liu A., Liu L.F., LaVoie E.J. Bioorg. Med. Chem. 11:2003;521.
25. Makhey D., Li D., Zhao B., Sin S-P, Li T-K., Liu A., Liu L.F., LaVoie E.J. Bioorg. Med. Chem. 11:2003;1809.
26. Yu Y., Singh S.K., Liu A., Li T-K., Liu L.F., LaVoie E.J. Bioorg. Med. Chem. 11:2003;1475.
27. Gilchrist T.L., Summersell R.J. J. Chem. Soc., Perkin Trans. 1988;2595.
28. Li D., Zhao B., LaVoie E.J. J. Org. Chem. 65:2000;2802.
29. Aoyama T., Shioiri T. Tetrahedron Lett. 21:1980;4461.
30. McKervey M.A., Tuladhar S.M., Twohig M.F. J. Chem. Soc. Chem. Commun. 1984;129.
31. Andoh T., Okada K. Adv. Pharmacol. 29B:1994;93.
32. Pantazis P., Mendoza J., DeJesus A., Early J., Shaw M., Giovanella B.C. Anti-Cancer Drugs. 5:1994;473.
33. Woessner R.D., Eng W.K., Hofmann G.A., Rieman D.J., McCab F.L., Hertzberg R.P., Mattern M.R., Tan K.B., Johnson R.K. Oncol. Res. 4:1992;481.
34. Ambudkar S.V., Lelong I.H., Zhang J., Cardarelli C.O., Gottesman M.M., Pastan I. Proc. Nat. Acad. Sci. U.S.A. 89:1992;8472.
35. Maniatis T., Fritsch E.F., Sambrook J. Molecular Cloning, a Laboratory Manual. 1982;Cold Spring Harbor Laboratory, Cold Spring Harbor, NY. p 149.
36. Wang H., Mao Y., Chen A.Y., Zhou N., LaVoie E.J., Liu L.F. Biochemistry. 40:2001;3316.
37. Halligan B.D., Edwards K.A., Liu L.F. J. Biol. Chem. 260:1985;2475.
38. Liu L.F., Rowe T.C., Yang L., Tewey K.M., Chen G.L. J. Biol. Chem. 258:1983;15365.
39. Chen A.Y., Yu C., Bodley A.L., Peng L.F., Liu L.F. Cancer Res. 53:1993;1332.
40. Mosmann T.J. J. Immunol. Meth. 65:1983;55.
41. Carmichael J., DeGraff W.G., Gazdar A.F., Minna J.D., Mitchell J.B. Cancer Res. 47:1987;936.
42. Denizot F., Lang R. J. Immunol. Meth. 89:1986;271.