Synthesis and anticancer activities of ageladine A and structural analogs

Bioorganic and Medicinal Chemistry Letters

Volumn 20, Issue 1, 2010, Pages 83-86

  Ma, Yuelong ^a   Nam, Sangkil ^a   Jove, Richard ^a   Yakushijin, Kenichi ^a   Horne, David A ^a  

^a CITY OF HOPE NATIONAL MEDICAL CENTER   (United States)

Author keywords

2 Aminoimidazole; Ageladine A; Anticancer; Oroidin; Pictet Spengler

Indexed keywords

2 AMINO 3H IMIDAZO[4,5 C]PYRIDINE DERIVATIVE; 2 AMINOIMIDAZO[4,5 C]AZEPINE DERIVATIVE; AGELADINE A; ANTINEOPLASTIC AGENT; AZEPINE DERIVATIVE; GELATINASE A; PYRIDINE DERIVATIVE; UNCLASSIFIED DRUG;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CANCER CELL CULTURE; CELL VIABILITY; CONTROLLED STUDY; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME ACTIVITY; ENZYME INHIBITION; HUMAN; HUMAN CELL; IC 50;

ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; DRUG SCREENING ASSAYS, ANTITUMOR; HUMANS; IMIDAZOLES; MATRIX METALLOPROTEINASE 2; OXIDATION-REDUCTION; PYRROLES; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 72049121172     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2009.11.036     Document Type: Article

References (14)

1. Fujita M., Nakao Y., Matsunaga S., Seiki M., Itoh Y., Yamashita J., Van Soest R.W., and Fusetani N. J. Am. Chem. Soc. 125 (2003) 15700
2. Bickmeyer U., Grube A., Klings K.W., and Kock M. Biochem. Biophy. Res. Commun. 373 (2008) 419
3. Ando N., and Terashima S. Bioorg. Med. Chem. Lett. 17 (2007) 4495
4. Meketa M.L., and Weinreb S.M. Org. Lett. 8 (2006) 1443
5. Meketa M.L., and Weinreb S.M. Org. Lett. 9 (2007) 853
6. Meketa M.L., and Weinreb S.M. Tetrahedron 63 (2007) 9112
7. Meketa M.L., Weinreb S.M., Nakao Y., and Fusetani N. J. Org. Chem. 72 (2007) 4892
8. Shengule S.R., and Karuso P. Org. Lett. 8 (2006) 4083
9. Horne, D. A.; Yakushijin, K. PCT Int. Appl. (1994), W.O. Patent 9,424,136, 1994; Chem. Abstr. 1994, 122, 81723. Horne, D. A.; Yakushijin, K.; U.S. Patent 5,834,609, 1998.
10. Lancini G.C., Arioli V., Lazzari E., and Bellani P. J. Med. Chem. 12 (1969) 775
11. Lancini G.C., and Lazzari E. J. Heterocycl. Chem. 3 (1966) 152
12. 6, 100 MHz) δ 146.8, 126.1, 124.6, 60.8, 44.4, 29.4, 26.3, 23.3, 19.1, 18.1.
13. 3OD, 100 MHz) δ 167.2, 155.7, 143.6, 130.3, 124.3, 119.4, 47.5, 33.3, 19.8.
14. 4 (M+H): 189.1140; found: 189.1141.