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
[11]   Silver(I) complexes of mono- and bidentate N-heterocyclic carbene ligands: Synthesis, crystal structures, and in vitro antibacterial and anticancer studies [J].
Hague, Rosenani A. ;
Choo, Sze Yii ;
Budagumpi, Srinivasa ;
Iqbal, Muhammad Adnan ;
Abdullah, Amirul Al-Ashraf .
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2015, 90 :82-92
[12]   Silver(I)-N-heterocyclic carbene complexes of nitrile-functionalized imidazol-2-ylidene ligands as anticancer agents [J].
Hague, Rosenani A. ;
Budagumpi, Srinivasa ;
Zulikha, H. Zetty ;
Hasanudin, Noorhafizah ;
Ahamed, Mohamed B. Khadeer ;
Majid, Amin M. S. Abdul .
INORGANIC CHEMISTRY COMMUNICATIONS, 2014, 44 :128-133
[13]   Synthesis of a palladium(II) complex of a N-heterocylic carbene via transmetalation: crystal structure and antibacterial studies [J].
Haque, Rosenani A. ;
Haziz, Umie F. M. ;
Amirul, A. A. ;
Shaheeda, Noor ;
Razali, Mohd R. .
TRANSITION METAL CHEMISTRY, 2016, 41 (07) :775-781
[14]   New non-functionalized and nitrile-functionalized benzimidazolium salts and their silver(I) complexes: Synthesis, crystal structures and antibacterial studies [J].
Haque, Rosenani A. ;
Haziz, Umie F. M. ;
Abdullah, Arnirul Al-Ashraf ;
Shaheeda, Noor ;
Razali, Mohd R. .
POLYHEDRON, 2016, 109 :208-217
[15]   Synthesis, crystal structures, in vitro anticancer, and in vivo acute oral toxicity studies of bis-imidazolium/benzimidazolium salts and respective dinuclear Ag(I)-N-heterocyclic carbene complexes [J].
Haque, Rosenani A. ;
Hasanudin, Noorhafizah ;
Iqbal, Muhammad Adnan ;
Ahmad, Ashfaq ;
Hashim, Suzana ;
Majid, Ams Abdul ;
Ahamed, Mohamed B. Khadeer .
JOURNAL OF COORDINATION CHEMISTRY, 2013, 66 (18) :3211-3228
[16]   Synthesis, structure, anticancer, and antioxidant activity of para-xylyl linked bis-benzimidazolium salts and respective dinuclear Ag(I) N-heterocyclic carbene complexes (Part-II) [J].
Haque, Rosenani A. ;
Iqbal, Muhammad Adnan ;
Asekunowo, Patrick ;
Majid, A. M. S. Abdul ;
Ahamed, Mohamed B. Khadeer ;
Umar, Muhammad Ihtisham ;
Al-Rawi, Sawsan S. ;
Al-Suede, Fouad Saleih R. .
MEDICINAL CHEMISTRY RESEARCH, 2013, 22 (10) :4663-4676
[17]   Sterically tuned Ag(I)- and Pd(II)-N-heterocyclic carbene complexes of imidazol-2-ylidenes: synthesis, crystal structures, and in vitro antibacterial and anticancer studies [J].
Haque, Rosenani A. ;
Salman, Abbas Washeel ;
Budagumpi, Srinivasa ;
Abdullah, Amirul Al-Ashraf ;
Majid, Amin M. S. Abdul .
METALLOMICS, 2013, 5 (06) :760-769
[18]   Ag(I)-N-heterocyclic carbene complexes of N-allyl substituted imidazol-2-ylidenes with ortho-, meta- and para-xylyl spacers: Synthesis, crystal structures and in vitro anticancer studies [J].
Haque, Rosenani A. ;
Ghdhayeb, Mohammed Z. ;
Salman, Abbas Washeel ;
Budagumpi, Srinivasa ;
Ahamed, Mohamed B. Khadeer ;
Majid, Amin M. S. Abdul .
INORGANIC CHEMISTRY COMMUNICATIONS, 2012, 22 :113-119
[19]  
Haque RA, 2012, ASIAN J CHEM, V24, P2625
[20]   Synthesis, structures and antibacterial studies of non-functionalized and nitrile-functionalized bis-benzimidazolium salts and respective dinuclear silver(I)-N-heterocyclic carbene complexes [J].
Haziz, Umie F. M. ;
Haque, Rosenani A. ;
Amirul, A. A. ;
Shaheeda, N. ;
Razali, Mohd R. .
POLYHEDRON, 2016, 117 :628-636