Synthesis of new derivatives of 3‐aryl‐1,5‐dimethyl‐1H‐[1,2,4]triazolo[4′,3′:1,2]pyrimido[4,5‐e][1,3,4]oxadiazines as potential antiproliferative agents |
| |
| Authors: | Mehdi Bakavoli Mohammad Rahimizadeh Ali Shiri Marzieh Akbarzadeh Seyed‐Hadi Mousavi Zahra Tayarani‐Najaran Hoda Atapour‐Mashhad Mohsen Nikpour |
| |
| Institution: | 1. Department of Chemistry, School of Sciences, Ferdowsi University of Mashhad, 91775‐1436 Mashhad, Iran;2. Department of Pharmacology and Pharmacological Research Centre of Medicinal Plants, School of Medicine, Mashhad University of Medical Sciences, Mashhad, Iran;3. Medical Toxicology Research Center, Mashhad University of Medical Sciences, Mashhad, Iran;4. Department of Chemistry, Payam Noor University (PNU), Mashhad, Iran;5. Department of Chemistry, School of Sciences, Islamic Azad University, Ahvaz Branch, Ahvaz, Iran |
| |
| Abstract: | Starting from pyrimido4,5‐e]1,3,4]oxadiazines ( 3a , 3b , 3c ) , a synthetic pathway to 1,2,4]triazolo4′,3′:1,2]pyrimido4,5‐e]1,3,4]oxadiazines ( 5a , 5b , 5c , 5d , 5e , 5f , 5g , 5h , 5i ) is described. The reaction of pyrimido4,5‐e]1,3,4]oxadiazines ( 3a , 3b , 3c ) with hydrazine hydrate afforded the corresponding hydrazino derivatives ( 4a , 4b , 4c ) . Further treatment of these compounds with different orthoesters in acetic acid gave the corresponding 1,2,4]triazolo4′,3′:1,2]pyrimido4,5‐e]1,3,4]oxadiazines ( 5a , 5b , 5c , 5d , 5e , 5f , 5g , 5h , 5i ) . Compound ( 3a ) and ( 5b ) , as examples, were tested on different cancer cell lines including HeLa, MCF‐7, and HepG2. Malignant cells were cultured in DMEM medium and incubated with different concentrations of the titled compounds. Cell viability was quantitated by MTT assay. J. Heterocyclic Chem., (2010). |
| |
| Keywords: | |
|
|
