Bisazo dye compounds based on aliphatic and aromatic diamine linking groups: Thermal behavior, chemical stability, electrochemical study, interaction with AgNPs and in vitro anti-pathogen activity

被引:3
作者
Hamidian, Kourosh [1 ]
Rahimi, Rahmatollah [1 ]
Hosseini-Kharat, Mahboubeh [1 ]
机构
[1] Iran Univ Sci & Technol, Dept Chem, Tehran 1684613114, Iran
关键词
Bisazo; Thermal stability; Chemical stability; Recording dye; Cyclic voltammetry; Silver nanoparticles; Anti-pathogen; AZO-DYES; CU(II) COMPLEXES; LIGANDS; NI(II);
D O I
10.1016/j.inoche.2021.108559
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
In this study, a family of bisazo dye molecules (BA1-BA5) has been investigated as versatile compounds. Influence of various linking groups in amine moiety on thermal stability and electrochemical behavior of the compounds was determined and discussed. BA1 and BA2 with aliphatic-based diamine moiety have been found to be more thermal stable than others. Besides, the chemical stability of BA1-BA5 was studied in boiling water, acid and base media. All compounds showed strong resistance toward boiling water. Moreover, BA3-BA5 containing aromatic diamine moiety were stable after treatment with 6 N HCl. This feature may make them suitable as dye media in optical recording devices. Ag nanoparticles reacted with various bisazo dye molecules in a green approach to produce AgNPs/BA1-BA5 hybrids. Ag content in each hybrid was determined using an atomic absorption spectrometer (AAS). Antimicrobial activity of bisazo compounds and their nano silver counterparts has been screened in vitro against various pathogens including Methicillin-resistant Staphylococcus aureus (MRSA), Enterococcus faecalis (E. faecalis), Salmonella typhi (S.typhi), Pseudomonas aeruginosa (P. aeruginosa), Escherichia coli (E. coli), Staphylococcus aureus (S. aureus) and Aspergillus fungi. Contrary to the bisazo compounds, AgNPs/BA hybrids were effective on both Gram-positive and negative bacteria. Moreover, AgNPs/BA3 and AgNPs/BA5 were able to efficaciously inhibit the growth of Aspergillus fungus.
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页数:8
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共 41 条
[31]   The Bacterial Cell Envelope [J].
Silhavy, Thomas J. ;
Kahne, Daniel ;
Walker, Suzanne .
COLD SPRING HARBOR PERSPECTIVES IN BIOLOGY, 2010, 2 (05) :a000414
[32]   The effect of specific interactions on dye transport in polymers above the glass transition [J].
Slark, AT ;
Hadgett, PM .
POLYMER, 1999, 40 (14) :4001-4011
[33]   New copper(II) and zinc(II) complexes based on azo Schiff base ligand: Synthesis, crystal structure, photoisomerization study and antibacterial activity [J].
Slassi, Siham ;
El-Ghayoury, Abdelkrim ;
Aarjane, Mohammed ;
Yamni, Khalid ;
Amine, Amina .
APPLIED ORGANOMETALLIC CHEMISTRY, 2020, 34 (04)
[34]   The development of the first catalyzed reaction of ketenes and imines:: Catalytic, asymmetric synthesis of β-lactams [J].
Taggi, AE ;
Hafez, AM ;
Wack, H ;
Young, B ;
Ferraris, D ;
Lectka, T .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (23) :6626-6635
[35]   Oxovanadium(III-V) mononuclear complexes and their linear assemblies bearing tetradentate Schiff base ligands: structure and reactivity as multielectron redox catalysts [J].
Tsuchida, E ;
Oyaizu, K .
COORDINATION CHEMISTRY REVIEWS, 2003, 237 (1-2) :213-228
[36]   Carboxyl and nitrite functionalized graphene quantum dots as a highly active reagent and catalyst for rapid diazotization reaction and synthesis of azo-dyes under solvent-free conditions [J].
Valizadeh, Hassan ;
Shomali, Ashkan ;
Nourshargh, Saideh ;
Mohammad-Rezaei, Rahim .
DYES AND PIGMENTS, 2015, 113 :522-528
[37]   The light stability of azo dyes and dyeings V.: The impact of the atmosphere on the light stability of dyeings with heterobifunctional reactive azo dyes [J].
Vig, A. ;
Sirbiladze, K. ;
Nagy, H. J. ;
Aranyosi, P. ;
Rusznak, I. ;
Sallay, P. .
DYES AND PIGMENTS, 2007, 72 (01) :16-22
[38]   Preparation of nano-chitosan Schiff-base copper complexes and their anticancer activity [J].
Wang, Rong-Min ;
He, Nai-Pu ;
Song, Peng-Fei ;
He, Yu-Feng ;
Ding, Lan ;
Lei, Zi-Qiang .
POLYMERS FOR ADVANCED TECHNOLOGIES, 2009, 20 (12) :959-964
[39]   The Antibacterial Mechanism of Silver Nanoparticles and Its Application in Dentistry [J].
Yin, Iris Xiaoxue ;
Zhang, Jing ;
Zhao, Irene Shuping ;
Mei, May Lei ;
Li, Quanli ;
Chu, Chun Hung .
INTERNATIONAL JOURNAL OF NANOMEDICINE, 2020, 15 :2555-2562
[40]   Isotropic and anisotropic environment effects on the UV/vis absorption spectra of three disperse azo dyes [J].
Zakerhamidi, M. S. ;
Keshavarz, M. ;
Tajalli, H. ;
Ghanadzadeh, A. ;
Ahmadi, S. ;
Moghadam, M. ;
Hosseini, S. H. ;
Hooshangi, V. .
JOURNAL OF MOLECULAR LIQUIDS, 2010, 154 (2-3) :94-101