4332-41-6Relevant academic research and scientific papers
Synthesis, DFT, computational exploration of chemical reactivity, molecular docking studies of novel formazan metal complexes and their biological applications
Khan, Shakeel Ahmad,Rizwan, Komal,Shahid, Sammia,Noamaan, Mahmoud A.,Rasheed, Tahir,Amjad, Hira
, (2020/01/24)
The computational exploration of chemical reactivity and molecular docking of the synthesized formazan compounds (S1-S6) were studied. Further, their antimicrobial activity against bacterial strains (S. epidermidis, B. cereus, K. pneumoniae and P. aeruginosa) and against fungal strains (T. mentagrophytes, C. albicans, A. niger, S. cerevisiae and C. glabrata) using agar diffusion method and antioxidant activity following DPPH inhibition assays were evaluated. Anticancer activity was executed in vitro model of human breast carcinoma (MCF-7) cell line. The superior and enhanced antibacterial and antimycotic activities were exhibited by formazan compound (S4) by presenting maximum ZOIs and MICs values. While enhanced antioxidant in terms of percentage inhibition of DPPH and cytotoxic effect on human breast carcinoma-cells demonstrated by formazan compound (S1) which was further validated by the results of molecular docking studies of (S1) with the human estrogen receptor protein. In order to compute quantum chemical reactivity descriptors from conceptual density functional theory (CDFT) point of view of this system, including chemical potential (μ), chemical hardness (η), electrophilicity (ω), condensed Fukui function and dual descriptors are calculated at the same level of calculation. The most active sites of these molecules are determined and correlated with experimental data. The present investigation displays that formazans compounds could be potential drug candidate that constrains the growth of microbial strains, possess ability to cause cytotoxic effect on carcinoma cells and act as effective scavenger for free radical species.
Synthesis of novel metal complexes of 2-((phenyl (2-(4-sulfophenyl) hydrazono) methyl) diazenyl) benzoic acid formazan dyes: Characterization, antimicrobial and optical properties studies on leather
Khan, Shakeel Ahmad,Shahid, Sammia,Kanwal, Sadia,Rizwan, Komal,Mahmood, Tariq,Ayub, Khurshid
, p. 73 - 89 (2018/09/18)
We have developed novel formazan dyes (18–23) of enhanced fastness properties with cost-effectiveness in an aqueous system, without employing any Buffers and organic solvents. Their development was entailed of the synthesis of 2-((phenyl (2-(4-sulfophenyl) hydrazono) methyl) diazenyl) benzoic acid followed by the diazotization of 2-aminobenzoic acid that further reacted with the 4-[(2Z)-2-benzylidenehydrazinyl] benzene sulfonic acid. The multi-chromic (1:1 and 2:1) metal complexes of 2-((phenyl (2-(4-sulfophenyl) hydrazono) methyl) diazenyl) benzoic acid had been developed with the salts of Cr, Fe, Co, Cu and Ni; and they were characterized by elemental analysis, powder X-ray crystallography, Ultraviolet–visible, Fourier transforms infrared, Proton nuclear magnetic resonance and C13-nuclear magnetic resonance spectroscopic techniques. Density functional theory (DFT) studies of all dyes (18–23) were performed to evaluate the most stable geometries and structural parameters as well. The synthesized formazan dyes were evaluated for their different fastness (light, wash, perspiration), exhaustion and fixation properties on goat leather fabric and were revealed to have virtuous fastness properties (3–5, 4–5, 3–5, and 4–5) with high percentage value of exhaustion and fixation ranged from 91 to 97% and 90–98% respectively. The synthesized formazan dyes (18–23) were developed different colors such as Red, Brown, Green, Black, and Blue on leather. Synthesized formazan dyes were also evaluated for their antibacterial propensity on leather substrate and in solution by agar well diffusion method. The metal complex formazan dye (21) was demonstrated the significant bactericidal propensity against E. coli, S. aureus, Klebsiella and B. subtilis in solution and on leather by exhibiting maximum ZOIs (19 ± 0.05 mm, 25 ± 0.07 mm, 23 ± 0.09 mm, 27 ± 0.03 mm) and percentage reduction in bacterial growth (60 ± 0.03%, 69 ± 0.07%, 80 ± 0.05% and 86 ± 0.08%) respectively. Hence, newly synthesized formazan dyes (18–23) have efficient optical and antibacterial properties that would be proved valuable for the development of new industrial products to be commercialize.
Proton-Sponge-Like Superbases Built on the Benzo[h]quinoline Platform
Ozeryanskii, Valery A.,Pozharskii, Alexander F.
supporting information, p. 3298 - 3305 (2018/07/13)
6,10-Bis(dimethylamino)benzo[h]quinoline (6) and its “reverse” counterpart, the 6,7-isomer 7 (a “pyridine-extended” proton sponge), have been prepared in a three-step synthetic protocol starting from 1,5-bis- and 1,8-bis(dimethylamino)naphthalenes, respectively, through azo coupling and Skraup cyclisation reactions. These novel polyfunctional nitrogen bases demonstrate excellent chelation ability towards protons and even PdII, and behave as kinetically active (6) and kinetically inactive (7) compounds, as demonstrated by NMR transprotonation experiments in DMSO. Single-crystal X-ray diffractometry was used to characterise rare types of chelated [NHN]+ hydrogen bonds and to reveal the location of the proton in protonated 6 (H+ between NMe2 and the pyridine nitrogen) and its zwitterionic azo-dye precursor 8Z (H+ between NMe2 and the azo group). Experimental pKa values measured in DMSO show that 6 and 7 are strong bases, and the strength of the basicity of the 6,10-isomer 6 (pKa = 8.1) places this benzo[h]quinoline in the category of heterocyclic superbases.
Br?nsted acidic reduced graphene oxide as a sustainable carbocatalyst: A selective method for the synthesis of C-2-substituted benzimidazole
Karthik, Murugan,Suresh, Palaniswamy
, p. 17931 - 17938 (2018/11/21)
Br?nsted acidic reduced graphene acts as an efficient and sustainable carbocatalyst for the selective synthesis of C-2-substituted benzimidazoles under ambient conditions. A massive influx of sulphonic acid group on reduced graphene oxide surface gives graphene sulfonic acid (G-SO3H), which acts as a Br?nsted acidic catalyst for the synthesis of a series of benzimidazoles under mild conditions. The present methodology is a revamp of the benzimidazole synthesis with broad functional group tolerance in shorter time. G-SO3H provides an operationally simple, metal-free condition and is amenable to gram-scale production. Pyridine adsorption studies prove the catalytically responsible Br?nsted acidity of the catalyst. The catalyst is highly stable for several cycles without any loss of activity, which is evidenced by the FT-IR, PXRD and TEM characterization of the reused catalyst.
Detection and identification of estrogen based on surface-enhanced resonance raman scattering (SERRS)
Liu, Yang,Chen, Yue,Zhang, Yuanyuan,Kou, Qiangwei,Zhang, Yongjun,Wang, Yaxin,Chen, Lei,Sun, Yantao,Zhang, Honglin,Mee Jung, Young
, (2018/06/15)
Many studies have shown that it is important to consider the harmful effects of phenolic hormones on the human body. Traditional UV detection has many limitations, so there is a need to develop new detection methods. We demonstrated a simple and rapid surface-enhanced resonance Raman scattering (SERRS) based detection method of trace amounts of phenolic estrogen. As a result of the coupling reaction, there is the formation of strong SERRS activity of azo compound. Therefore, the detection limits are as low as 0.2 × 10?4 for estrone (E1), estriol (E3), and bisphenol A (BPA). This method is universal because each SERRS fingerprint of the azo dyes a specific hormone. The use of this method is applicable for the testing of phenolic hormones through coupling reactions, and the investigation of other phenolic molecules. Therefore, this new method can be used for efficient detection.
A low ion-transfer resistance and high volumetric supercapacitor using hydrophilic surface modified carbon electrodes
Yoo, Heejoun,Min, Misook,Bak, Sora,Yoon, Yeoheung,Lee, Hyoyoung
, p. 6663 - 6668 (2014/05/06)
A hydrophilic surface modified carbon electrode shows a good electrolyte affinity with homogeneous dispersibility in water, resulting in low ion-transfer resistance and a uniform and dense electrode to give a high volumetric capacitor. The hydrophilic carbon electrode exhibits a superior capacitance (58 F cm-3, 99.3 mF cm-2) and is stable up to 5000 cycles. This journal is the Partner Organisations 2014.
Synthesis and characterization of eight arylpentazoles
Ek, Stefan,Rehn, Stanley,Wahlstroem, Larisa Yudina,Oestmark, Henric
, p. 261 - 267 (2013/07/05)
p-Nitrophenyl-, p-methoxyphenyl-, p-hydroxyphenyl-, p-t-butylphenyl-, p-HOSO2-phenyl-, 15N-p-N,N-dimethylaminophenyl-, 15N2-p-N,N-dimethylaminophenyl-, and dicyanoimidazopentazole were obtained via different synthetic routes. Cesium, barium, potassium, and sodium salts of the arylpentazoles bearing acidic hydrogens were prepared. NMR spectra (1H, 13C) are reported for the arylpentazoles, their corresponding arylazides, and their salts.
Conversion of fructose into 5-hydroxymethylfurfural and alkyl levulinates catalyzed by sulfonic acid-functionalized carbon materials
Liu, Ruliang,Chen, Jinzhu,Huang, Xing,Chen, Limin,Ma, Longlong,Li, Xinjun
supporting information, p. 2895 - 2903 (2013/10/08)
A series of sulfonic acid-functionalized carbon materials (C-SO 3H), including poly(p-styrenesulfonic acid)-grafted carbon nanotubes (CNT-PSSA), poly(p-styrenesulfonic acid)-grafted carbon nanofibers (CNF-PSSA), benzenesulfonic acid-grafted CMK-5 (CMK-5-BSA), and benzenesulfonic acid-grafted carbon nanotubes (CNT-BSA), have been studied for fructose dehydration to 5-hydroxymethylfurfural (HMF) and fructose alcoholysis to alkyl levulinate. A study for optimizing the reaction conditions such as the catalyst loading, the reaction time, and the temperature has been performed. Under the optimal conditions, high HMF and ethyl levulinate yields of up to 89% and 86%, respectively, are obtained. The catalytic activities of C-SO3H for the conversions of fructose into both HMF and ethyl levulinate follow the order of their acid strength. The relationship between the catalytic activity and acid density of C-SO3H shows a linear correspondence in the fructose dehydration to HMF. The facile separation, ease of recovery, and high thermal stability make the developed C-SO3H efficient and environment-friendly catalytic materials for transforming biomass carbohydrate into fine chemicals.
Ph-SO3H-modified mesoporous carbon as an efficient catalyst for the esterification of oleic acid
Geng, Liang,Yu, Gang,Wang, Yu,Zhu, Yuexiang
experimental part, p. 137 - 144 (2012/07/14)
Mesoporous carbon materials with thin pore walls (～1.7 nm) were synthesized using low-cost γ-Al2O3 as a hard template and in situ polymerized resorcinol-furfural resin as the carbon precursor. Compared with sugar, resin, a widely used carbon precursor, has higher carbon yield and simplifies the synthetic process. Ph-SO3H modified mesoporous carbon was synthesized by covalent grafting of Ph-SO 3H groups on mesoporous carbon via the diazonium salt. The resulting materials were characterized by means of nitrogen adsorption analysis, TEM, 13C NMR, XRD, FTIR and sulfur elemental analysis. The modified carbons were shown to possess high surface area (～1000 m2/g), a bimodal pore size distribution and high strong acid density (1.86 mmol H +/g). These sulfonated carbons were used as solid acid catalysts in the esterification of oleic acid and methanol, a key reaction in biodiesel production. Compared with the traditional solid acid Amberlyst-15, the optimized carbon catalyst exhibited much higher activity with a rate constant (1.34 h-1) three times to that of Amberlyt-15 and a turnover frequency (TOF) of 128 h-1 eight times that of Amberlyst-15. The efficient catalytic ability was attributed to the high surface area and a proper mesopore texture. This carbon catalyst could then be easily separated from the product by filtration. The catalyst was reused six times, and no distinct activity drop was observed after the initial deactivation.
Modification of activated carbons based on diazonium ions in situ produced from aminobenzene organic acid without addition of other acid
Lebegue, Estelle,Madec, Lenaic,Brousse, Thierry,Gaubicher, Joel,Levillain, Eric,Cougnon, Charles
supporting information; experimental part, p. 12221 - 12223 (2011/12/16)
Activated carbon products modified with a benzene sulfonic acid group were prepared based on the spontaneous reduction of diazonium salts in situ generated in water without addition of an external acid. The diazotization reaction assisted by the organic acid substituent, produced at once amine, diazonium and triazene functionalities that maximize the grafting yield by a chemical cooperation effect.
