Synthesis and antimicrobial activity of novel 1,4,5-triphenyl-1H-imidazol-[1,2,3]-triazole derivatives

被引：8

作者：

Kumar, B. Sathish ^{[1
]}

Veena, B. S. ^{[2
]}

Lakshmi, P. V. Anantha ^{[1
]}

Kamala, L. ^{[1
]}

Sujatha, E. ^{[2
]}

机构：

[1] Osmania Univ, Univ Coll Women, Dept Chem, Hyderabad 500095, Telangana, India

[2] Osmania Univ, Univ Coll Sci, Dept Bot, Hyderabad 500007, Telangana, India

来源：

RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY | 2017年 / 43卷 / 05期

关键词：

click reaction; imidazole; triazole; microbial activity; ANTIFUNGAL; 1,2,3-TRIAZOLES; INHIBITORS; CHEMISTRY; DESIGN; SERIES;

D O I：

10.1134/S1068162017050120

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Novel 1-phenyl-4-((4-(1,4,5-triphenyl-1H-imidazol-2-yl)phenoxy)methyl)-1H-1,2,3-triazole derivatives were synthesized by click chemistry reaction and screened for antimicrobial activity against grampositive and gram-negative bacterial and fungal species. All the compounds were characterized by H-1 and C-13 NMR, IR, and mass spectral data. The results of antibacterial study indicated that 1-(4-nitrophenyl)-4-((4-(1,4,5-triphenyl-1H-imidazol-2-yl)phenoxy)methyl)-1H-1,2,3-triazole, 1-(4-(4-((4-(1,4,5-triphenyl-1H-imidazol-2-yl)phenoxy)methyl)-1H-1,2,3-triazol-1-yl)phenyl)ethanone, 1-(2,6-dichloro-4-nitrophenyl)-4-((4-(1,4,5-triphenyl-1H-imidazol-2-yl)phenoxy)methyl)-1H-1,2,3-triazole, and 1-(2-methoxy-4-nitrophenyl)-4-((4-(1,4,5-triphenyl-1H-imidazol-2-yl)phenoxy)methyl)-1H-1,2,3-triazole showed appreciable antibacterial activity while 1-(4-fluorophenyl)-4-((4-(1,4,5-triphenyl-1H-imidazol-2-yl)phenoxy) methyl)-1H-1,2,3-triazole, 1-(2,6-dichloro-4-nitrophenyl)-4-((4-(1,4,5-triphenyl-1H-imidazol-2-yl)phenoxy)methyl)-1H-1,2,3-triazole, and 1-(4-methoxyphenyl)-4-((4-(1,4,5-triphenyl-1H-imidazol-2-yl)phenoxy)methyl)-1H-1,2,3-triazole emerged as the most potential antifungal agents.

引用

页码：589 / 594

页数：6

共 31 条

[1] In-vivo analgesic and anti-inflammatory activities of newly synthesized benzimidazole derivatives [J].

Achar, Kavitha C. S. ;

Hosamani, Kallappa M. ;

Seetharamareddy, Harisha R. .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (05) :2048-2054

[2] Click Chemistry: 1,2,3-Triazoles as Pharmacophores [J].

Agalave, Sandip G. ;

Maujan, Suleman R. ;

Pore, Vandana S. .

CHEMISTRY-AN ASIAN JOURNAL, 2011, 6 (10) :2696-2718

[3] Synthesis and antifungal activity of 1,2,3-triazole containing fluconazole analogues [J].

Aher, Nilkanth G. ;

Pore, Vandana S. ;

Mishra, Nripendra N. ;

Kumar, Awanit ;

Shukla, Praveen K. ;

Sharma, Aanchal ;

Bhat, Manoj K. .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (03) :759-763

[4]

Amir M, 2011, INDIAN J CHEM B, V50, P207

[5] Synthesis and Antimicrobial Activities of Some New 1,2,4-Triazole Derivatives [J].

Bektas, Hakan ;

Karaali, Nesrin ;

Sahin, Deniz ;

Demirbas, Ahmet ;

Karaoglu, Senguel Alpay ;

Demirbas, Neslihan .

MOLECULES, 2010, 15 (04) :2427-2438

[6]

Boddy IK, 1996, PESTIC SCI, V48, P189, DOI 10.1002/(SICI)1096-9063(199610)48:2<189::AID-PS461>3.0.CO

[7]

2-#

[8] Design, synthesis, and in vitro antitumor activity of new 1,4-diarylimidazole-2-ones and their 2-thione analogues [J].

Congiu, Cenzo ;

Cocco, Maria Teresa ;

Onnis, Valentina .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (03) :989-993

[9] A Copper(I)-Catalyzed 1,2,3-Triazole Azide-Alkyne Click Compound Is a Potent Inhibitor of a Multidrug-Resistant HIV-1 Protease Variant [J].

Giffin, Michael J. ;

Heaslet, Holly ;

Brik, Ashraf ;

Lin, Ying-Chuan ;

Cauvi, Gabrielle ;

Wong, Chi-Huey ;

McRee, Duncan E. ;

Elder, John H. ;

Stout, C. David ;

Torbett, Bruce E. .

JOURNAL OF MEDICINAL CHEMISTRY, 2008, 51 (20) :6263-6270

[10]

Hadizadeh F, 2008, IRAN J PHARM RES, V7, P29

← 1 2 3 4 →