Synthesis and cytotoxicity of substituted 2-benzylnaphth[2,3-d]imidazoles.
Designed as a new series of so called "bivalent ligand" containing the proposed 2-benzylnaphthimidazole-type structure, a number of 2-benzylnaphth[2,3-d]imidazoles, bearing various substituents, have been prepared by a synthetic approach involving an heterocyclization of 2,3-diaminonaphthalene 4 with appropriate imidates 3 (for 1b-i) followed by alkylation (for 1j-l) with the desired alkylating agent. Compounds 1b-f, h-l were subjected to primary biological evaluation for cancer cell growth inhibition (one-dose, three-cell assay), and the four most active terms, 1c, h, i and j, were then evaluated for their cytotoxic profiles in the National Cancer Institute's (NCI) human disease-oriented, 60 cell line, in vitro antitumor screening protocol. Among them, two compounds (1h and 1i) are the most representatives demonstrating not only high growth-inhibitory activities against some leukemia cancer cells, but also fairly good activities against the growth of certain cell lines of some solid tumors.
Grella
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Dipartimento Farmaco Chimico Tossicologico, Università di Sassari, via F. Muroni 23/A, 07100 Sassari, Italy. grella@uniss.it
Cabras
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Murineddu
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Pau
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Pinna
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D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000633:toxicity*; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor / Q000379:methods; D006131:Growth Inhibitors / Q000138:chemical synthesis / Q000633:toxicity*; D006801:Humans; D007093:Imidazoles / Q000138:chemical synthesis* / Q000633:toxicity*; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000633:toxicity*
D000970:Antineoplastic Agents; D006131:Growth Inhibitors; D007093:Imidazoles; D009281:Naphthalenes