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

Autor: Zahra Tayarani-Najaran, Mehdi Bakavoli, Ali Shiri, Mohammad Rahimizadeh, Hoda Atapour-Mashhad, Mohsen Nikpour, Marzieh Akbarzadeh, Seyed Hadi Mousavi
Rok vydání: 2010
Předmět:
Zdroj: Journal of Heterocyclic Chemistry. 48:183-187
ISSN: 0022-152X
DOI: 10.1002/jhet.509
Popis: Starting from pyrimido[4,5-e][1,3,4]oxadiazines (3a, 3b, 3c), a synthetic pathway to [1,2,4]triazolo[4′,3′:1,2]pyrimido[4,5-e][1,3,4]oxadiazines (5a, 5b, 5c, 5d, 5e, 5f, 5g, 5h, 5i) is described. The reaction of pyrimido[4,5-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]triazolo[4′,3′:1,2]pyrimido[4,5-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).
Databáze: OpenAIRE