New synthesis of two tridentate bipyrazolic compounds and their cytotoxic activity tumor cell lines.
Two new tripodal compounds - 4-{bis[(3,5-dimethyl-1H-pyrazole-1-yl)methyl]amino}butane-1-ol (1); ethyl 1-[((2-hydroxyethyl){[3-(ethoxycarbonyl)-5-methyl-1H-pyrazole-1-yl]methyl} amino)methyl]-5-methyl-1H-pyrazole-3-carboxylate (2) were reported. The evaluation of the cytotoxic properties in vitro of these ligands, was examined on two tumor cell lines - P815 (mastocytome murine) and Hep (carcinoma of human larynx). The concentration required to induce 50% of lysis (IC(50)) was more pronounced against P815 cell line (IC(50): 39.42 microg mL(-1) for the compound 1 and 97.74 microg mL(-1) for the compound 2) than the Hep cell line (IC(50): 83.49 microg mL(-1) for compound 1 and 185.30 microg mL(-1) for compound 2). Statistical analysis shows that the compound 1 is two to three folds more cytotoxic than the compound 2 (p < 0.05). Interestingly, the cytotoxic activity depends strongly on both the substituents linked to the aminic nitrogen and pyrazolic rings.
El Kodadi
Mohamed
M
Faculty of Sciences, Laboratory of Organic Chemistry, Macromolecular and Natural Products, University Mohammed Ier, 60 000 Oujda, Morocco.
Benamar
Malika
M
Ibrahim
Bouabdallah
B
Zyad
Abdelmajid
A
Malek
Fouad
F
Touzani
Rachid
R
Ramdani
Abdelkrim
A
Melhaoui
Ahmed
A
D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002470:Cell Survival / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020128:Inhibitory Concentration 50; D051379:Mice; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011720:Pyrazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
C523826:4-(bis((3,5-dimethyl-1H-pyrazole-1-yl)methyl)amino)butane-1-ol; D000970:Antineoplastic Agents; D011720:Pyrazoles; C523827:ethyl-1-(((2-hydroxyethyl)((3-(ethoxycarbonyl)-5-methyl-1H-pyrazole-1-yl)methyl)amino)methyl)-5-methyl-1H-pyrazole-3-carboxylate