Synthesis, antibacterial, and antioxidant activities of naphthyl-linked disubstituted 1,2,3-triazoles

被引:19
作者
Kaushik, Chander Prakash [1 ]
Luxmi, Raj [1 ]
机构
[1] Guru Jambheshwar Univ Sci & Technol, Dept Chem, Hisar, Haryana, India
关键词
1,4-DISUBSTITUTED 1,2,3-TRIAZOLES; ANTIMICROBIAL ACTIVITY; BIOLOGICAL EVALUATION; MOLECULAR DOCKING; CLICK CHEMISTRY; DERIVATIVES; DESIGN; BEARING;
D O I
10.1002/jhet.3956
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Here, click synthesis of 15 naphthyl-linked disubstituted 1,2,3-triazoles has been carried out by the reaction between 1-(prop-2-yn-1-yloxy)naphthalene and aromatic azides. The structure elucidation of the synthesized compounds was carried out by FTIR, H-1 NMR, C-13 NMR, and HRMS techniques. Further, the compound 7f was confirmed by X-ray crystallography (CCDC 1876891). The synthesized compounds were explored for antibacterial activity against Bacillus cereus, Escherichia coli, and Staphylococcus aureus. Biological evaluation of synthesized 1,2,3-triazoles revealed moderate to good antibacterial activity against the tested strains. The antioxidative behavior of synthesized compounds manifested the remarkable free radical scavenging activity using DPPH assay.
引用
收藏
页码:2400 / 2409
页数:10
相关论文
共 34 条
[1]   Synthesis and Phytotoxic Activity of 1,2,3-Triazole Derivatives [J].
Borgati, Thiago F. ;
Alves, Rosemeire B. ;
Teixeira, Robson R. ;
de Freitas, Rossimiriam P. ;
Perdigao, Thays G. ;
da Silva, Silma F. ;
dos Santos, Aline Aparecida ;
Bastidas, Alberto de Jesus O. .
JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2013, 24 (06) :953-U805
[2]   Cyclooxygenase inhibitors - current status and future prospects [J].
Dannhardt, G ;
Kiefer, W .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2001, 36 (02) :109-126
[3]   Synthesis and antiplasmodial activity of novel indoleamide derivatives bearing sulfonamide and triazole pharmacophores [J].
Devender, N. ;
Gunjan, Sarika ;
Tripathi, Renu ;
Tripathi, Rama Pati .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2017, 131 :171-184
[4]   Triphenylamine-based organic dyes containing a 1,2,3-triazole bridge for dye-sensitized solar cells via a 'Click' reaction [J].
Duan, Tainan ;
Fan, Ke ;
Fu, Yang ;
Zhong, Cheng ;
Chen, Xingguo ;
Peng, Tianyou ;
Qin, Jingui .
DYES AND PIGMENTS, 2012, 94 (01) :28-33
[5]   Design, synthesis, and antiviral activity of new 1H-1,2,3-triazole nucleoside ribavirin analogs [J].
Ferreira, Maria de Lourdes G. ;
Pinheiro, Luiz C. S. ;
Santos-Filho, Osvaldo A. ;
Pecanha, Marta D. S. ;
Sacramento, Carolina Q. ;
Machado, Viviane ;
Ferreira, Vitor F. ;
Souza, Thiago Moreno L. ;
Boechat, Nubia .
MEDICINAL CHEMISTRY RESEARCH, 2014, 23 (03) :1501-1511
[6]   Synthesis, characterization and cytotoxicity studies of 1,2,3-triazoles and 1,2,4-triazolo [1,5-a] pyrimidines in human breast cancer cells [J].
Gilandoust, Maryam ;
Harsha, Kachigere B. ;
Mohan, Chakrabhavi Dhananjaya ;
Raquib, Ainiah Rushdiana ;
Rangappa, Shobith ;
Pandey, Vijay ;
Lobie, Peter E. ;
Basappae ;
Rangappa, Kanchugarakoppal S. .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2018, 28 (13) :2314-2319
[7]   Leishmanicidal, antiproteolytic, and mutagenic evaluation of alkyltriazoles and alkylphosphocholines [J].
Gontijo, Vanessa Silva ;
Espuri, Patricia Ferreira ;
Alves, Rosemeire Brondi ;
de Camargos, Luiz Fernando ;
dos Santos, Fabio Vieira ;
de Souza Judice, Wagner Alves ;
Marques, Marcos Jose ;
Freitas, Rossimiriam Pereira .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 101 :24-33
[8]  
Gonzalo-Garijo MA, 2007, J INVEST ALLERG CLIN, V17, P274
[9]  
Gour K., 2015, CHEM SCI T, V4, P723
[10]   Recent developments of coumarin-containing derivatives and their anti-tubercular activity [J].
Hu, Yuan-Qiang ;
Xu, Zhi ;
Zhang, Shu ;
Wu, Xiang ;
Ding, Jun-Wei ;
Lv, Zao-Sheng ;
Feng, Lian-Shun .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2017, 136 :122-130