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.
Dipartimento Farmaco Chimico Tossicologico, Università di Sassari, via F. Muroni 23/A, 07100 Sassari, Italy. grella@uniss.it
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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