Dinuclear silver(I)-N-heterocyclic carbene complexes: Synthesis, characterization and larvicidal activity of bis-imidazolium dinuclear silver (I)-N-heterocyclic carbene complexes

被引:12
作者
Selvarajoo, Puvana D. [1 ]
Haque, Rosenani A. [1 ]
Haziz, Umie F. M. [1 ]
Avicor, Silas W. [2 ,3 ]
Wajidi, Mustafa F. F. [2 ]
Razali, Mohd R. [1 ]
机构
[1] Univ Sains Malaysia, Sch Chem Sci, George Town, Malaysia
[2] Univ Sains Malaysia, Mol Entomol Res Grp, Sch Distance Educ, George Town, Malaysia
[3] Cocoa Res Inst, Entomol Div, New Tafo Akim, Ghana
关键词
Imidazole; Ag(I)-NHC complex; X-ray diffraction; Larvicidal; Ae; aegypti; Culex quinquefasciatus; IN-VITRO ANTIBACTERIAL; CRYSTAL-STRUCTURES; SUBSTITUTED IMIDAZOL-2-YLIDENES; BENZIMIDAZOLIUM SALTS; ANTICANCER; LIGANDS; AG(I);
D O I
10.1016/j.jinorgbio.2017.07.030
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
New synthesized bis-imidazolium salts that are linked by xylyl derivatives moiety, 1-4 was reacted with Ag2O to facilitate the formation of dinuclear Ag(I)-N-heterocyclic carbene (NHC) complexes, 5-8, respectively. All the synthesized ligand salts and complexes were characterized by H-1 and C-13 NMR, FTIR spectroscopy and elemental analysis. Molecular structures of compounds 3, 5, and 7 were elucidated by single crystal X-ray diffraction analyses. Larvicidal studies against the Aedes aegypti and Culex quinquefasciatus were carried out on all synthesized compounds following the World Health Organization standard larval susceptibility test. All the imidazolium salts were found inactive while the activity of the dinuclear Ag(I)-NHC complexes on mosquito larvae are varies with the nature of the ligands. Complex 7 has high activity on Ae. aegypti and Cx. quinquefasciatus, emphasising its potential as a larvicidal compound.
引用
收藏
页码:232 / 238
页数:7
相关论文
共 36 条
[1]   Larvicidal Efficacy of Different Plant Parts of Railway Creeper, Ipomoea cairica Extract Against Dengue Vector Mosquitoes, Aedes albopictus (Diptera: Culicidae) and Aedes aegypti (Diptera: Culicidae) [J].
AhbiRami, Rattanam ;
Zuharah, Wan Fatma ;
Thiagaletchumi, Maniam ;
Subramaniam, Sreeramanan ;
Sundarasekar, Jeevandran .
JOURNAL OF INSECT SCIENCE, 2014, 14
[2]  
[Anonymous], 2005, GUIDELINES LAB FIELD
[3]   Dinuclear N-heterocyclic carbene complexes of silver(I), derived from imidazolium-linked cyclophanes [J].
Baker, MV ;
Brown, DH ;
Haque, RA ;
Skelton, BW ;
White, AH .
DALTON TRANSACTIONS, 2004, (21) :3756-3764
[4]  
Barbour L.J., 2001, J SUPRAMOL CHEM, V1, P189, DOI [DOI 10.1016/S1472-7862(02)00030-8, 10.1016/S1472-7862(02)00030-8]
[5]   Bioactivity of selected plant essential oils against the yellow fever mosquito Aedes aegypti larvae [J].
Cheng, SS ;
Chang, HT ;
Chang, ST ;
Tsai, KH ;
Chen, WJ .
BIORESOURCE TECHNOLOGY, 2003, 89 (01) :99-102
[6]   Thiosemicarbazones as Aedes aegypti larvicidal [J].
da Silva, Joao Bosco P. ;
Navarro, Daniela Maria do A. F. ;
da Silva, Aluizio G. ;
Santos, Geanne K. N. ;
Dutra, Kamilla A. ;
Moreira, Diogo Rodrigo ;
Ramos, Mozart N. ;
Espindola, Jose Wanderlan P. ;
de Oliveira, Ana Daura T. ;
Brondani, Dalci Jose ;
Leite, Ana Cristina L. ;
Hernandes, Marcelo Zaldini ;
Pereira, Valeria R. A. ;
da Rocha, Lucas F. ;
de Castro, Maria Carolina A. B. ;
de Oliveira, Beatriz C. ;
Lan, Que ;
Merz, Kenneth M., Jr. .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 100 :162-175
[7]  
Eloy L., 2012, CHEMMEDCHEM, V7, P5
[8]   A new approach for the synthesis of tetrabenzimidazolium salt as a precursor for the tetra-N-heterocyclic carbene dinuclear silver(I) complex [J].
Fatima, Tabinda ;
Hague, Rosenani A. ;
Iqbal, Muhammad A. ;
Razali, Mohd R. .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2017, 831 :50-54
[9]   Synthesis and crystallographic characterization of multi-donor N-heterocyclic carbene chelating ligands and their silver complexes:: Potential use in pharmaceuticals [J].
Garrison, JC ;
Tessier, CA ;
Youngs, WJ .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2005, 690 (24-25) :6008-6020
[10]   Novel benzimidazolium salts and their silver complexes: Synthesis and antibacterial properties [J].
Gunal, Selami ;
Kaloglu, Nazan ;
Ozdemir, Ilknur ;
Demir, Serpil ;
Ozdemir, Ismail .
INORGANIC CHEMISTRY COMMUNICATIONS, 2012, 21 :142-146