Montmorillonite K-10 catalyzed cyclization of N-ethoxycarbonyl-N′-arylguanidines: Access to pyrimido[4,5-c]carbazole and pyrimido[5,4-b]indole derivatives

Bioorganic and Medicinal Chemistry Letters

Volumn 20, Issue 14, 2010, Pages 4244-4247

  Debray, Julien ^a   Zeghida, Walid ^a   Baldeyrou, Brigitte ^b   Mahieu, Christine ^b   Lansiaux, Amélie ^b   Demeunynck, Martine ^a  

^a UNIVERSITÉ JOSEPH FOURIER   (France)

^b UNIV LILLE   (France)

Author keywords

Carbazole; DNA binding; Friedel Crafts; Indole; Nitrogen heterocycles; Topoisomerase

Indexed keywords

ANTINEOPLASTIC AGENT; CARBAZOLE DERIVATIVE; DNA TOPOISOMERASE; ETOPOSIDE; INDOLE DERIVATIVE; MONTMORILLONITE; QUINAZOLINONE DERIVATIVE;

ANTINEOPLASTIC ACTIVITY; ARTICLE; CANCER CELL CULTURE; CATALYST; CELL STRAIN HL 60; CONTROLLED STUDY; CYCLIZATION; DRUG DNA BINDING; DRUG SYNTHESIS; ENZYME ACTIVITY; FRIEDEL CRAFTS REACTION; HUMAN; HUMAN CELL; HUMAN CELL CULTURE; IC 50; LEUKEMIA; MICROWAVE IRRADIATION;

BENTONITE; CARBAZOLES; CATALYSIS; CELL LINE, TUMOR; CYCLIZATION; GUANIDINES; HUMANS; INDOLES;

EID: 77954086091     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2010.05.028     Document Type: Article

References (15)

1. Zeghida W., Debray J., Chierici S., Dumy P., and Demeunynck M. J. Org. Chem. 73 (2008) 2473
2. Debray J., Zeghida W., Jourdan M., Monchaud D., Dheu-Andries M.-L., Teulade-Fichou M.P., and Demeunynck M. Org. Biomol. Chem. 7 (2009) 5219
3. de Sa Alves F.R., Barreiro E.J., and Fraga C.A. Mini. Rev. Med. Chem. 9 (2009) 782
4. Asche C., and Demeunynck M. Anti-Cancer Agents Med. Chem. 7 (2007) 247
5. Thevissen K., Marchand A., Chaltin P., Meert E.L.K., and Cammue B.P.A. Curr. Med. Chem. 16 (2009) 2205
6. Le Mée S., Pierré A., Markovits J., Atassi G., Jacquemin-Sablon A., and Saucier J.-M. Mol. Pharmacol. 53 (1998) 213
7. Guillonneau C., Nault A., Raimbaud E., Léonce S., Kraus-Berthier L., Pierré A., and Goldstein S. Bioorg. Med. Chem. 13 (2005) 175
8. Garbay-Jaureguiberry C., Laugaa P., Delepierre M., Laalami S., Muzard G., Le Pecq J.B., and Roques B. Anticancer Drug Des. 1 (1987) 323
9. Xu G., Zheng L., Wang S., Dang Q., and Bai X. Synlett (2009) 3206
10. Cheng B., Liu I.-F., and Tse-Dinh Y.-C. J. Antimicrob. Chemother. 59 (2007) 640
11. Merino I., Monge A., Font M., Martinez de Irujo J.J., Alberdi E., Santiago E., Prieto I., Lasarte J.J., Sarobe P., and Borras F. Il Farmaco 54 (1999) 255
12. Zeghida, W., Université Joseph Fourier, 2007.
13. Uriz P., Serra M., Salagre P., Castillon S., Claver C., and Fernandez E. Tetrahedron Lett. 43 (2002) 1673
14. Bouffier L., Baldeyrou B., Hildebrand M.P., Lansiaux A., David-Cordonnier M.H., Carrez D., Croisy A., Renaudet O., Dumy P., and Demeunynck M. Bioorg. Med. Chem. 14 (2006) 7520
15. +; found 272.