Regioselective one-pot synthesis and anti-proliferative and apoptotic effects of some novel tetrazolo[1,5-a]pyrimidine derivatives.
An easy and efficient route for the synthesis of some tetrazolo[1,5-a]-pyrimidine derivatives was described through the reaction of sodium salts of formyl cycloalkanones with 5-aminotetrazole monohydrate. The derivative 6,7,8,9-tetrahydrotetrazolo[1,5-a]quinazoline (6b) has profound anti-tumor cytotoxic effects against Ehrlich ascites carcinoma (EAC) both in vivo and in vitro and against hepatocellular carcinoma (HepG2) cell line in vitro. These anti-tumor effects may be mediated via stimulation of cell cycle arrest and apoptosis through down-regulation of Bcl-2 and up-regulation of p53 transcription factors.
Hussein
Ahmed M
AM
Chemistry Department (Organic Chemistry Division), Faculty of Science, Beni-Suef University, Egypt.
Ahmed
Osama M
OM
D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology* / Q000633:toxicity; D017209:Apoptosis / Q000187:drug effects*; D002286:Carcinoma, Ehrlich Tumor / Q000188:drug therapy; D002452:Cell Count; D002453:Cell Cycle / Q000187:drug effects; D049109:Cell Proliferation / Q000187:drug effects; D002470:Cell Survival / Q000187:drug effects; D004354:Drug Screening Assays, Antitumor; D019254:Genes, bcl-2 / Q000187:drug effects; D016158:Genes, p53 / Q000187:drug effects; D007150:Immunohistochemistry; D007536:Isomerism; D007928:Lethal Dose 50; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D009368:Neoplasm Transplantation; D011743:Pyrimidines / Q000494:pharmacology* / Q000633:toxicity; D013055:Spectrophotometry, Infrared
D000970:Antineoplastic Agents; D011743:Pyrimidines; C550393:tetrazolo(1,5-a)pyrimidine