Diaminomaleonitrile-based azo receptors: Synthesis, DFT studies and their antibacterial activities

Khanmohammadi, Hamid; Arab, Vajihe; Rezaeian, Khatereh; Talei, Gholam Reza; Pass, Maryam; Shabani, Nafiseh

doi:10.1016/j.molstruc.2016.09.071

Cited by 15 publications

(4 citation statements)

References 31 publications

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“…Fortunately, in the spectra of these starch derivatives, new peak at about 1754 cm −1 belonged to the carbonyl (CO) and the peaks at 1511 and 1592 cm −1 were the absorbance of benzene and pyridine ring. Another prominent peaks in the range of 1623–1627 cm −1 were assigned to the CN of Schiff bases group . Hence, we had a preliminary determination that the products of PAST, BPAST, 4BBPAST, and 4CBPAST were obtained.…”

Section: Resultsmentioning

confidence: 99%

The influence of starch derivatives with benzene or halogenated benzene on antibacterial activity

Zhang

Tan

et al. 2017

Starch - Stärke

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In order to improve the bioactivity of starch, a group of starch derivatives containing benzene or halogenated benzene were synthesized by the reaction of chloracetyl starch (CAST) with the Schiff bases bearing 3‐amino‐pyridine, including (2‐pyridyl)acetyl starch chloride (PAST), 2‐(4‐(4‐benzylideneamino)‐pyridyl)acetyl starch chloride (BPAST), 2‐(4‐(4‐brominbenzylideneamino)‐pyridyl)acetyl starch chloride (4BBPAST), and 2‐(4‐(4‐chlorobenzylideneamino)‐pyridyl)acetyl starch chloride (4CBPAST). Their structure characteristics were established based on FT‐IR, 1H NMR, and 13C NMR spectra. Their antibacterial activities against Escherichia coli and Staphylococcus aureus were estimated by the optical density method. The best inhibitory derivative was 4CBPAST, which resisted E. coli and S. aureus with the inhibitory indices of 100 and 99% at 1.0 mg/mL. Generally, because of the different electron‐withdrawing properties of the substitute groups, the starch derivatives presented different antibacterial activities and their inhibitory activity decreased roughly in the order: 4CBPAST> 4BBPAST > BPAST > PAST > CAST > starch. This experiment provides a method to improve the antibacterial activity of starch and lays a foundation for the development of high‐value starch.

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Section: Resultsmentioning

confidence: 99%

The influence of starch derivatives with benzene or halogenated benzene on antibacterial activity

Zhang

Tan

et al. 2017

Starch - Stärke

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“…The bacteria were inoculated on nutrient agar culture medium and then incubated for 24 h. To do this, the 24-h culture of the bacteria on Mueller-Hinton agar medium was introduced into normal saline and an opacity equal to 0.5 McFarland developed with an approximately 1.5 × 108 CFU/ml bacteria in the suspension. [ 19 ]…”

Section: Methodsmentioning

confidence: 99%

Synergistic effect of Carum copticum and Mentha piperita essential oils with ciprofloxacin, vancomycin, and gentamicin on Gram-negative and Gram-positive bacteria

Talei

Mohammadi

Bahmani

et al. 2017

Int J Pharma Investig

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Background:Infectious diseases have always been an important health issue in human communities. In the recent years, much research has been conducted on antimicrobial effects of nature-based compounds because of increased prevalence of antibiotic resistance. The present study was conducted to investigate synergistic effect of Carum copticum and Mentha piperita essential oils with ciprofloxacin, vancomycin, and gentamicin on Gram-negative and Gram-positive bacteria.Materials and Methods:In this experimental study, the synergistic effects of C. copticum and M. piperita essential oils with antibiotics on Staphylococcus aureus (ATCC 25923), Enterococcus faecalis (ATCC 29212), Escherichia coli (ATCC 8739), Pseudomonas aeruginosa (ATCC 9027), Staphylococcus epidermidis (ATCC 14990), and Listeria monocytogenes (ATCC 7644) were studied according to broth microdilution and the MIC and fractional inhibitory concentration (FIC) of these two essential oils determined.Results:C. copticum essential oil at 30 μg/ml could inhibit S. aureus, and in combination with vancomycin, decreased MIC from 0.5 to 0.12 μg/ml. Moreover, the FIC was derived 0.24 μg/ml which represents a potent synergistic effect with vancomycin against S. aureus growth. C. copticum essential oil alone or combined with other antibiotics is effective in treating bacterial infections.Conclusions:In addition, C. copticum essential oil can strengthen the activities of certain antibiotics, which makes it possible to use this essential oil, especially in drug resistance or to lower dosage or toxicity of the drugs.

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“…Detection of fluoride ions can involve various mechanisms, such as hydrogen bonding, 11 Lewis acid coordination, and the generation of new species following the reaction with F − . In terms of sensing media, organic solvents, such as dimethyl sulfoxide (DMSO), 12−14 chloroform, 15,16 acetonitrile, 17 tetrahydrofuran (THF), 18 and solvent mixtures, 19,20 because the high hydration enthalpy in water leads to reduced binding efficiencies. It is crucial to note that the majority of reported detectors have showcased their sensing capabilities using tetrabutylammonium fluoride salt (TBAF) rather than inorganic fluoride salts as a result of the higher solubility of the former in organic solvents.…”

Section: ■ Introductionmentioning

confidence: 99%

“…Detection of fluoride ions can involve various mechanisms, such as hydrogen bonding, Lewis acid coordination, and the generation of new species following the reaction with F – . In terms of sensing media, organic solvents, such as dimethyl sulfoxide (DMSO), − chloroform, , acetonitrile, tetrahydrofuran (THF), and solvent mixtures, , are favored in many cases. This is because the high hydration enthalpy in water leads to reduced binding efficiencies.…”

Section: Introductionmentioning

confidence: 99%

Highly Selective and Scalable Molecular Fluoride Sensor for Naked-Eye Detection

Ullah,

Subramanian,

Lim

et al. 2024

ACS Appl. Mater. Interfaces

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Fluoride is widely present in nature, and human exposure to it is generally regarded as inevitable. High levels of fluoride intake induce acute and chronic illnesses. To reduce potential harm to the general public, it is essential to create selective fluoride detectors capable of providing a colorimetric response for naked-eye detection without the need for sophisticated equipment. Here, we report a one-pot synthesis of four different diaminomaleonitrile-derived Schiff base sensors. The terephthalaldehyde adduct provided a strong color change visible to the naked eye at a F − concentration level as low as 2 ppm. From the evaluation against other anions, such as CN − , I − , Br − , Cl − , NO 3 − , PO 4 3− , OAc − , and HSO 4 − , the molecular sensor displayed a visible color change exclusively upon exposure to fluoride, underscoring exceptional selectivity. As a key intermediate for understanding the mechanism, HF 2− was confirmed by 19 F nuclear magnetic resonance. Theoretical calculations suggested a deprotonation-triggered bathochromic shift brought about by the unique electronic structure of the sensor. Furthermore, the simple synthetic protocol from economically accessible materials allowed for the preparation of the compound on a large scale, rendering it a highly practical visual fluoride sensor.

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Diaminomaleonitrile-based azo receptors: Synthesis, DFT studies and their antibacterial activities

Cited by 15 publications

References 31 publications

The influence of starch derivatives with benzene or halogenated benzene on antibacterial activity

The influence of starch derivatives with benzene or halogenated benzene on antibacterial activity

Synergistic effect of Carum copticum and Mentha piperita essential oils with ciprofloxacin, vancomycin, and gentamicin on Gram-negative and Gram-positive bacteria

Highly Selective and Scalable Molecular Fluoride Sensor for Naked-Eye Detection

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