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

被引:17
|
作者
Bakavoli, Mehdi [1 ]
Rahimizadeh, Mohammad [1 ]
Shiri, Ali [1 ]
Akbarzadeh, Marzieh [1 ]
Mousavi, Seyed-Hadi [2 ,3 ,4 ]
Tayarani-Najaran, Zahra [2 ,3 ]
Atapour-Mashhad, Hoda [4 ,5 ]
Nikpour, Mohsen [6 ]
机构
[1] Ferdowsi Univ Mashhad, Sch Sci, Dept Chem, Mashhad 917751436, Iran
[2] Mashhad Univ Med Sci, Sch Med, Dept Pharmacol, Mashhad, Iran
[3] Mashhad Univ Med Sci, Sch Med, Pharmacol Res Ctr Med Plants, Mashhad, Iran
[4] Mashhad Univ Med Sci, Med Toxicol Res Ctr, Mashhad, Iran
[5] PNU, Dept Chem, Mashhad, Iran
[6] Islamic Azad Univ, Ahvaz Branch, Sch Sci, Dept Chem, Ahvaz, Iran
关键词
HETEROCYCLIC-COMPOUNDS; FACILE SYNTHESIS; ANTIBACTERIAL; HYDRAZONES;
D O I
10.1002/jhet.509
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Starting from pyrimido[4,5-e][1,3,4]oxadiazines (3a-c), a synthetic pathway to [1,2,4]triazolo[4',3':1,2]pyrimido[4,5-e][1,3,4]oxadiazines (5a-i) is described. The reaction of pyrimido[4,5-e][1,3,4]oxadiazines (3a-c) with hydrazine hydrate afforded the corresponding hydrazino derivatives (4a-c). 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-i). Compound (3a) and (5b), as examples, were tested on different cancer cell lines including He La, 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.
引用
收藏
页码:183 / 187
页数:5
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