Aza-analogs of dibenzo[c,h]cinnoline: Triazachrysenes as potent topoisomerase I-targeting anticancer agents

Medicinal Chemistry Research

Volumn 12, Issue 1, 2003, Pages 1-12

  Singh, Sudhir K ^a   Ruchelman, Alexander L ^a   Zhou, Nai ^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 NONE   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

1,5,6 TRIAZACHRYSENE DERIVATIVE; 2,3 DIMETHOXY 8,9 METHYLENEDIOXYDIBENZO[C,H]CINNOLINE; 5,6,11 TRIAZACHRYSENE DERIVATIVE; 5,6,12 TRIAZACHRYSENE DERIVATIVE; ANTINEOPLASTIC AGENT; DIBENZO[C,H]CINNOLINE DERIVATIVE; DNA TOPOISOMERASE; TRIAZACHRYSENE; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CONTROLLED STUDY; CYTOTOXICITY; DRUG ACTIVITY; DRUG MECHANISM; DRUG STRUCTURE; DRUG SYNTHESIS; DRUG TARGETING; HUMAN; HUMAN CELL; PROTEIN TARGETING; STRUCTURE ACTIVITY RELATION; SUBSTITUTION REACTION;

EID: 0242523648     PISSN: 10542523     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (17)

1. Wang, J.C. Annu. Rev. Biochem. 1985, 54, 665-697.
2. Liu, L. Annu. Rev. Biochem. 1989, 58, 351-375.
3. Chen, A.Y.; Liu, L.F. Annu. Rev. Pharmacol. Toxicol. 1994, 34, 191-218.
4. Li, T-K.; Liu, L.F. Annu. Rev. Pharmacol. Toxicol. 2001, 41, 53-77.
5. Li, D.; Zhao B.; Sim S-P.; Li T-K.; Liu A.; Liu L.F.; LaVoie E.J. Bioorg. Med. Chem. 2003, 11, 521-528.
6. Makhey, D.; Li, D.; Zhao, B.; Sim, S-P.; Li, T-K.; Liu, A.; Liu, L.F.; LaVoie, E.J. Bioorg. Med. Chem. 2003, 11, 1809-1820.
7. Yu, Y.; Singh, S.K.; Li T-K.; Liu A.; Liu L.F.; LaVoie E.J. Bioorg. Med. Chem. 2003, 11, 1474-1491.
8. Skraup, Zd. H. Monatsh. Chem. 1882, 3, 531-569; Skraup, Zd. H. Monatsh. Chem. 1883, 4, 695-699.
9. Skraup, Zd. H. Monatsh. Chem. 1882, 3, 531-569; Skraup, Zd. H. Monatsh. Chem. 1883, 4, 695-699.
10. Li, D.; Zhao, B.; LaVoie, E.J. J. Org. Chem. 2000, 65, 2802-2805.
11. Our attempt to synthesize the 2,3-dimethoxyquinoline intermediate for the synthesis of 2,3-dimethoxy analogue of 2 was frustrated as we obtained only 1-methyl-3-methoxyquinolin-2-one, as previously described (Gonzales, et al., Heterocycles 1993, 36, 315-322).
12. McCorkindale, N.J.; McCulloch, A.W. Tetrahedron, 1971, 27, 4653-4666.
13. Kanojia, R.M.; Press, J.B.; Lever, O.W.; Williams, L. Eu. J. Med. Chem. Chim. Ther. 1991, 26, 137-142.
14. Bergeron, R.J.; Wiegand, J.; Weimar, W.R.; Vinson, J.R.; Timothy, Bussenius, J.; Yao, G.W.; McManis, J.S., J. Med. Chem. 1999, 42, 95-108.
15. Maguire, M.P.; Sheets, K.R.; McVeety, K.; Spada, A.P.; Zilbersein, A. J. Med. Chem. 1994, 37, 2129-2137.
16. Dyumaev, R.M.; Popova, E.P.; Mikhailova, I.F.; Shibaeva, L.I.; Smirnov, L.D. Khim. Get. Soedin. (Chemistry of Heterocycic Compounds-in Russian). 1973, 6, 805-808.
17. Andoh, T.; Okada, K. Adv. in Pharmacology 1994, 29B, 93-103.