Synthesis and antiproliferative activity of some N-sulphonated-2-substituted benzimidazoles and imidazo[4,5-b]pyridines

Anti-Cancer Drug Design

Volumn 13, Issue 8, 1998, Pages 969-980

  Garuti, Laura ^a   Varoli, Lucilla ^a   Cermelli, Claudio ^b   Baggio, Giosuè ^b   Lupo, Lucia ^b   Malagoli, Monica ^b   Castelli, Mario ^b  

^a UNIVERSITY OF BOLOGNA   (Italy)

^b UNIVERSITY OF MODENA AND REGGIO EMILIA   (Italy)

Author keywords

Activity benzimidazole; Antiproliferative; Imidazo pyridine; Synthesis

Indexed keywords

BENZIMIDAZOLE DERIVATIVE; PYRIDINE DERIVATIVE;

ANTINEOPLASTIC ACTIVITY; ANTIVIRAL ACTIVITY; ARTICLE; DRUG SYNTHESIS; LEUKEMIA CELL LINE; LYMPHOMA CELL LINE; PRIORITY JOURNAL;

ANTINEOPLASTIC AGENTS; ANTIVIRAL AGENTS; BENZENESULFONATES; BENZIMIDAZOLES; DRUG SCREENING ASSAYS, ANTITUMOR; PYRIDINES; TUMOR CELLS, CULTURED;

EID: 0032437184     PISSN: 02669536     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (13)

1. ALCALDE, E., DINARES, I., PEREZ-GARCIA, L. & ROCA, T. (1992). An advantageous synthesis of 2-substituted benzimidazoles using polyphosphoric acid. 2-(Pyridyl)-1H-benzimidazoles, 1-alkyl-(1H-benzimidazol-2-yl)pyridinium salts, their homologues and vinilogues. Synthesis, 395.
2. ALCALDE, E., PEREZ-GARCIA, L. & FRIGOLA, J. (1993). Heterocyclic betaines. XVI. Properties of (E)-1-alkyl (or aminoalkyl)-4-[2-(1H-benzimidazol-2-yl)vinyl]pyridinium salts. Chemical and Pharmaceutical Bulletin, 41, 614.
3. ALCALDE, E., GISBERT, M. & PEREZ-GARCIA L. (1994). Novel captodative methylene compounds. Spontaneous oxidation of 1-alkyl-4(3)- (azolylmethyl)pyridinium salts. Journal of the Chemical Society, Chemical Communications, 981.
4. ARTICO, M., SILVESTRI, R., MASSA, S., LOI, A.G., CORRIAS, S., PIRAS, G. & LA COLLA, P. (1996). 2-Sulfonyl-4-chloroanilino moiety: a potent pharmacophore for the anti-Human Immunodeficiency Virus type 1 activity of pyrrolyl aryl sulfones. Journal of Medicinal Chemistry, 39, 522.
5. CAMARASA, M.J., WALKER, R.T. & JONES, A.S. (1988). The synthesis of ribosides of asymmetrically-substituted aminohalogenobenzimidazoles. Nucleosides & Nucleotides, 7, 181.
6. CLEVE, G., GIBIAN, H., HOVER, G.A., RAHTZ, D., SCHRÖDER, E. & SCHULZ, G. (1971). Derivate des Imidazo[4,5-b]und Imidazo[4,5-c]pyridins. Liebigs Annalen der Chemie, 747, 158.
7. DOERING, W.E. & WEIL, R.A.N. (1947). Electrophilic reactions of 2- and 4-vinylpyridines. Journal of the American Chemical Society, 69, 2461.
8. DULBECCO, R. & GINSBERG, H. (1993). Virologia. Zanichelli: Bologna.
9. FRANZ, H. & BUCHMANN, G. (1968). Acid-cleavage of 2-pyridylmethyl sulfoxides. Pharmazie, 23, 648.
10. GARUTI, L., ROBERTI, M., ROSSI, T., CERMELLI, C., PORTOLANI, M., MALAGOLI, M. & CASTELLI, M. (1998). Synthesis, antiviral and antiproliferative activity of some N-benzenesulfonyl-2-(2- or 3-pyridylethyl)-benzimidazoles. Anti-Cancer Drug Design, 13, 397.
11. ISHIOKA, C., KANAMARU, R., SATO, T., DEI, T., KONISHI, Y., ASAMURA, M. & WAKUI, A. (1988). Inhibitory effects of prostaglandin A on myc-expression in human leukaemia cell line HL-60. Cancer Research 48, 2813.
12. JUNG, S.-H., LEE, H.-S., SONG, J.-S., KIM, H.-M., HAN, S.-B., LEE, C.-W., LEE, M., CHOI, D.-R., LEE, J.-A., CHUNG, Y.-H., YOON, S.-J., MOON, E.-Y., HWANG, H.-S., SEGNO, S.-K. & LEE, D.-K. (1998). Synthesis and antitumor activity of 4-phenyl-1-arylsulfonyl imidazolidinones. Bioorganic & Medicinal Chemistry Letters, 8, 1547.
13. LIN, T., XU, S., ZHU, L., COSBY, L.A. & SARTORELLI, A.C. (1989). Synthesis of 2,3-diaziridinyl-1,4-naphthoquinone sulfonate deriatives as potential antineoplastic agents. Journal of Medicinal Chemistry, 32, 1467.