Synthesis of Novel 1,2,3-Triazole-dihydro[3,2-c]chromenones as Acetylcholinesterase Inhibitors

被引:31
作者
Saeedi, Mina [1 ,2 ]
Ansari, Shirin [3 ,4 ]
Mahdavi, Mohammad [3 ,4 ]
Sabourian, Reyhaneh [2 ]
Akbarzadeh, Tahmineh [2 ,3 ,4 ]
Foroumadi, Alireza [3 ,4 ]
Shafiee, Abbas [3 ,4 ]
机构
[1] Univ Tehran Med Sci, Med Plants Res Ctr, Fac Pharm, Tehran, Iran
[2] Univ Tehran Med Sci, Persian Med & Pharm Res Ctr, Tehran, Iran
[3] Univ Tehran Med Sci, Fac Pharm, Dept Med Chem, Tehran, Iran
[4] Univ Tehran Med Sci, Pharmaceut Sci Res Ctr, Tehran, Iran
基金
美国国家科学基金会;
关键词
Acetylcholinesterase; heterocycles; 1; 2; 3-triazole-dihydro[3; 2-c]chromenones; COUMARIN DERIVATIVES; ALZHEIMERS-DISEASE; BIOLOGICAL EVALUATION; EFFICIENT SYNTHESIS; CLICK CHEMISTRY; 1,2,3-TRIAZOLE DERIVATIVES; B INHIBITORS; ONE-POT; DESIGN; AGGREGATION;
D O I
10.1080/00397911.2015.1077971
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel series of 1,2,3-triazole-dihydro[3,2-c]chromenone derivatives were synthesized through an efficient three-step reaction starting from 4-hydroxybenzaldehyde. All the newly synthesized compounds were characterized by infrared and NMR spectroscopy as well as elemental analysis and evaluated for their acetylcholinesterase inhibitory activity.
引用
收藏
页码:2311 / 2318
页数:8
相关论文
共 57 条
[1]   Synthesis, biological evaluation and molecular modeling of 1,2,3-triazole analogs of combretastatin A-1 [J].
Akselsen, Oyvind W. ;
Odlo, Kristin ;
Cheng, Jing-Jy ;
Maccari, Giorgio ;
Botta, Maurizio ;
Hansen, Trond Vidar .
BIOORGANIC & MEDICINAL CHEMISTRY, 2012, 20 (01) :234-242
[2]   Synthesis of some novel pyrano[2,3-f]chromenone derivatives [J].
Alizadeh, Babak Heidary ;
Saeedi, Mina ;
Dehghan, Gholamreza ;
Foroumadi, Alireza ;
Shafiee, Abbas .
JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2015, 12 (04) :605-612
[3]   1,2,3-TRIAZOLE-[2',5'-BIS-O-(TERT-BUTYLDIMETHYLSILYL)-BETA-D-RIBOFURANOSYL]-3'-SPIRO-5''-(4''-AMINO-1'',2''-OXATHIOL 2'',2''-DIOXIDE) (TSAO) ANALOGS - SYNTHESIS AND ANTI-HIV-1 ACTIVITY [J].
ALVAREZ, R ;
VELAZQUEZ, S ;
SANFELIX, A ;
AQUARO, S ;
DECLERCQ, E ;
PERNO, CF ;
KARLSSON, A ;
BALZARINI, J ;
CAMARASA, MJ .
JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (24) :4185-4194
[4]   A review on coumarins as acetylcholinesterase inhibitors for Alzheimer's disease [J].
Anand, Preet ;
Singh, Baldev ;
Singh, Nirmal .
BIOORGANIC & MEDICINAL CHEMISTRY, 2012, 20 (03) :1175-1180
[5]   Convenient and sequential one-pot route for synthesis of 2-thioxoquinazolinone and quinazolinobenzothiazinedione derivatives [J].
Asadi, Mehdi ;
Masoomi, Shiva ;
Ebrahimi, Seyed Mostafa ;
Mahdavi, Mohammad ;
Saeedi, Mina ;
Shafiee, Abbas ;
Foroumadi, Alireza .
MONATSHEFTE FUR CHEMIE, 2014, 145 (03) :497-504
[6]   Evolution in the conceptualization of dementia and Alzheimer's disease: Greco-Roman period to the 1960s [J].
Berchtold, NC ;
Cotman, CW .
NEUROBIOLOGY OF AGING, 1998, 19 (03) :173-189
[7]   Novel 1,2,3-Triazole Derivatives for Use against Mycobacterium tuberculosis H37Rv (ATCC 27294) Strain [J].
Boechat, Nubia ;
Ferreira, Vitor F. ;
Ferreira, Sabrina B. ;
Ferreira, Maria de Lourdes G. ;
da Silva, Fernando de C. ;
Bastos, Monica M. ;
Costa, Marilia dos S. ;
Lourenco, Maria Cristina S. ;
Pinto, Angelo C. ;
Krettli, Antoniana U. ;
Aguiar, Anna Caroline ;
Teixeira, Brunno M. ;
da Silva, Nathalia V. ;
Martins, Priscila R. C. ;
Bezerra, Flavio Augusto F. M. ;
Camilo, Ane Louise S. ;
da Silva, Gerson P. ;
Costa, Carolina C. P. .
JOURNAL OF MEDICINAL CHEMISTRY, 2011, 54 (17) :5988-5999
[8]   Multi-target-directed drug design strategy: From a dual binding site acetylcholinesterase inhibitor to a trifunctional compound against Alzheimer's disease [J].
Bolognesi, Maria Laura ;
Cavalli, Andrea ;
Valgimigli, Luca ;
Bartolini, Manuela ;
Rosini, Michela ;
Andrisano, Vincenza ;
Recanatini, Maurizio ;
Melchiorre, Carlo .
JOURNAL OF MEDICINAL CHEMISTRY, 2007, 50 (26) :6446-6449
[9]   Design, Synthesis, and in Vitro Biological Evaluation of 1H-1,2,3-Triazole-4-carboxamide Derivatives as New Anti-influenza A Agents Targeting Virus Nucleoprotein [J].
Cheng, Huimin ;
Wan, Junting ;
Lin, Meng-I ;
Liu, Yingxue ;
Lu, Xiaoyun ;
Liu, Jinsong ;
Xu, Yong ;
Chen, Jianxin ;
Tu, Zhengchao ;
Cheng, Yih-Shyun E. ;
Ding, Ke .
JOURNAL OF MEDICINAL CHEMISTRY, 2012, 55 (05) :2144-2153
[10]  
Choure R., 2010, CAN J CHEM ENG TECHN, V1, P7, DOI DOI 10.1111/CBDD.12609