Synthesis and biological evaluation of novel pyrrolopyrrolizinones as anticancer agents

Bioorganic and Medicinal Chemistry

Volumn 14, Issue 24, 2006, Pages 8162-8175

  Rochais, C ^a   Lisowski, V ^b   Dallemagne, P ^a   Rault, S ^a  

^a CENTRE D ETUDES ET DE RECHERCHE SUR LE MÉDICAMENT DE NORMANDIE   (France)

^b UNIV MONTPELLIER   (France)

Author keywords

Cyclization; Fused ring systems; L1210 murine leukemia cells; Pyrroles

Indexed keywords

1 BENZYL 3 (3 HYDROXY 4 METHOXYPHENYL)PYROLO[2,3 B]PYRROLIZIN 8(1H) ONE; 3 (3 BENZYLOXY 4 METHOXYPHENYL)PYRROLO[2,3 B]PYRROLIZIN 8(1H) ONE; 3 (3 HYDROXY 4 METHOXYPHENYL) 1 (METHYLSULFONYL)PYRROLO[2,3 B]PYRROLIZIN 8(1H) ONE; 3 (3 HYDROXY 4 METHOXYPHENYL) 1 ETHYLPYRROLO[2,3 B]PYRROLIZIN 8(1H) ONE; 3 (3 HYDROXY 4 METHOXYPHENYL) 1 METHYLPYRROLO[2,3 B]PYRROLIZIN 8(1H) ONE; 3 (3,4 DICHLOROPHENYL)PYRROLO[2,3 B]PYRROLIZIN 8(1H) ONE; 3 (3,4 DIMETHOXYPHENYL)PYRROLO[2,3 B]PYRROLIZIN 8(1H) ONE; 3 (4 CHLOROPHENYL)PYRROLO[2,3 B]PYRROLIZIN 8(1H) ONE; 3 (4 FLUOROPHENYL)PYRROLO[2,3 B]PYRROLIZIN 8(1H) ONE; 3 (4 METHOXYPHENYL)PYRROLO[2,3 B]PYRROLIZIN 8(1H) ONE; 3 (4 METHYLPHENYL)PYRROLO[2,3 B]PYRROLIZIN 8(1H) ONE; 3 (THIEN 2 YL)PYRROLO[2,3 B]PYRROLIZIN 8(1H) ONE; 3 (THIEN 3 YL)PYRROLO[2,3 B]PYRROLIZIN 8(1H) ONE; 3 PHENYLPYRROLO[2,3 B]PYRROLIZIN 8(1H) ONE; ANTINEOPLASTIC AGENT; NSC 733670; PYRROLE DERIVATIVE; PYRROLOPYRROLIZINONE DERIVATIVE; THIOPHENE DERIVATIVE; UNCLASSIFIED DRUG;

ANIMAL CELL; ANTINEOPLASTIC ACTIVITY; ARTICLE; CANCER CELL CULTURE; CELL PROLIFERATION; CHEMICAL REACTION; CONTROLLED STUDY; CYTOTOXICITY; DRUG POTENCY; DRUG SYNTHESIS; FEMALE; HUMAN; HUMAN CELL; MALE; MOUSE; NONHUMAN;

ANIMALS; ANTINEOPLASTIC AGENTS; CELL PROLIFERATION; DRUG SCREENING ASSAYS, ANTITUMOR; HT29 CELLS; HUMANS; LEUKEMIA L1210; MICE; MOLECULAR STRUCTURE; PYRROLES; STRUCTURE-ACTIVITY RELATIONSHIP;

MURINAE;

EID: 33750525070     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2006.09.022     Document Type: Article

References (14)

1. Lisowski V., Enguehard C., Lancelot J.C., Caignard D.-H., Lambel S., Leonce S., Pierré A., Atassi G., Renard P., and Rault S. Bioorg. Med. Chem. Lett. 11 (2001) 2205
2. Lisowski V., Leonce S., Kraus-Berthier L., Sopkova-de Oliveira Santos J., Pierré A., Atassi G., Caignard D.-H., Renard P., and Rault S. J. Med. Chem. 47 (2004) 1448
3. Plowman J., Dykes D.J., Hollingshead M., Simpson-Herren L., and Alley M.C. In: Teicher B. (Ed). Anticancer Drug Development Guide: Preclinical Screening, Clinical Trials and Approval (1997), Humana Press, Totowa, NJ 101-125
4. Malzert-Fréon A., Vrignaud S., Saulnier P., Lisowski V., and Rault S. Pharm. Res. 320 (2006) 157
5. Rochais C., Lisowski V., Dallemagne P., and Rault S. Tetrahedron 60 (2004) 2267
6. Elliot A.J., Morris P.E., Petty S.L., and William C.H. J. Org. Chem. 62 (1997) 8071
7. Rochais C., Lisowski V., Dallemagne P., and Rault S. Tetrahedron Lett. 45 (2004) 6353
8. Cardinaud I., Gueffier A., Debouzy J.C., Milhared J.C., and Chapat J.P. Heterocycles 36 (1993) 2513
9. Clauson-Kaas N., and Zdenek T. Acta Chem. Scand. 6 (1952) 667
10. Furneaux R.H., and Tyler P.C. J. Org. Chem. 64 (1999) 8411
11. Parry P.R., Wang C., Batsanov A.S., Bryce M.R., and Tarbit B. J. Org. Chem. 67 (2002) 7541
12. Monks A., Scudiero D., Skekan P., Shoemaker R., Paull K., Viscita D., Hose C., Langley J., Cronise P., and Vaigro-Wolff A. J. Natl. Cancer Inst. 83 (1991) 757
13. Alley M.C., Scudiero D.A., Monks A., Hursey M.L., Czerwinski M.J., Fine D.L., Abott B.J., Mayo J.G., Shoemaker R.H., and Boyd M.R. Cancer Res. 48 (1988) 589
14. Pierre A., Krauss-Berthier L., Atassi G., Cros S., Poupon M.F., Lavielle G., Berlion M., and Bizzari J.P. Cancer Res. 51 (1991) 2312