Chemosensor Development of Cu2+ Recognition Using 1,5-Diphenylthiocarbazone: Optimization, COSMO-RS and DFT Studies

Normaya, Erna; Syuhada, Ros; Ismail, Hakimah; Ahmad, Mohammad Norazmi; Yarmo, Mohd Ambar; Bulat, Ku Halim Ku

doi:10.21577/0103-5053.20190095

Cited by 5 publications

(4 citation statements)

References 20 publications

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“…5. The surface potentials were represented by five colours with different potential ranked in the following order, blue < green < yellow < orange < red 34 . As can be seen, the deep red spot present over oxygen atoms of carboxylic and phenolic acid groups indicated the nucleophilic attack region.…”

Section: Molecular Electrostatic Potential (Mep) Molecular Electrostmentioning

confidence: 99%

Artocarpus altilis extracts as a food-borne pathogen and oxidation inhibitors: RSM, COSMO RS, and molecular docking approaches

Ahmad

Karim

Normaya

et al. 2020

Sci Rep

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Lipid oxidation and microbial contamination are the major factors contributing to food deterioration. Food additives like antioxidants and antibacterials can prevent food spoilage by delaying oxidation and preventing the growth of bacteria. Artocarpus altilis leaves exhibited biological properties that suggested its use as a new source of natural antioxidant and antimicrobial. Supercritical fluid extraction (SFE) was used to optimize the extraction of bioactive compounds from the leaves using response surface methodology (yield and antioxidant activity). The optimum SFE conditions were 50.5 °C temperature, 3784 psi pressure and 52 min extraction time. Verification test results (Tukey’s test) showed that no significant difference between the expected and experimental DPPH activity and yield value (99%) were found. Gas-chromatography –mass spectrometry (GC-MS) analysis revealed three major bioactive compounds existed in A. altilis extract. The extract demonstrated antioxidant and antibacterial properties with 2,3-diphenyl-1-picrylhydrazyl (DPPH) scavenging activity, ferric reducing ability of plasma (FRAP), hydroxyl radical scavenging activity, tyrosinase mushrrom inhibition of 41.5%, 8.15 ± 1.31 (µg of ascorbic acid equivalents), 32%, 37% and inhibition zone diameter of 0.766 ± 0.06 cm (B. cereus) and 1.27 ± 0.12 cm (E. coli). Conductor like screening model for real solvents (COSMO RS) was performed to explain the extraction mechanism of the major bioactive compounds during SFE. Molecular electrostatic potential (MEP) shows the probability site of nucleophilic and electrophilic attack during bacterial inhibition. Based on molecular docking study, non-covalent interactions are the main interaction occurring between the major bioactive compounds and bacteria (antibacterial inhibition).

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Section: Molecular Electrostatic Potential (Mep) Molecular Electrostmentioning

confidence: 99%

Artocarpus altilis extracts as a food-borne pathogen and oxidation inhibitors: RSM, COSMO RS, and molecular docking approaches

Ahmad

Karim

Normaya

et al. 2020

Sci Rep

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“…Among the various biologically important metal ions, Cu 2 + is the third most important metal ion present in the biological system. [1,2] Copper is one of the crucial micronutrient, which helps in iron intake and production of red blood cells (RBCs) to improve the immune system. [3,4] It also acts as cofactor for many metalloenzyems such as tryosinase, superoxide dismustase and nuclease.…”

Section: Introductionmentioning

confidence: 99%

Computational Studies and Fluorescent Turn‐off Sensing of Biologically Important Cu²⁺ Ion in Irrigation Water by Schiff Base

2023

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Numerous chemosensors have been reported for the detection of heavy metal ions in drinking water or in biological system pertaining to health concerns. Here, in the present study we have focused on synthesis of simple, efficient chemosensors for one of such ion i. e. Cu2+ due to its prevalent importance. Chemosensor (3) has been synthesized from sulfanilamide and nitro‐benzaldehyde which was further characterized with various analyses such as 1H NMR, 13C NMR, FT‐IR and mass spectrometry. The absorbance and emission studies results showed that sensor (3) has profound sensitivity and selectivity for Cu2+ ions in aqueous medium by quenching the emission intensity of the same at 335 nm. Whereas the complexation of sensor (3) with Cu2+ ion produced the change in color from pale yellow to green, in semi aqueous medium with gradual addition of Cu2+. The sensor was also tested against various water samples and found to generate 100.4 % recovery from irrigation water sample. Further computational analyses were performed to verify the sensing mechanism and also different global quantities such as electron affinity (A), ionisation potential (I), electronegativity (χ), global softness (S), hardness (η), and electrophilicity (ψ) were calculated.

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“…However, these methods are expensive and in-efficient because they require a lot of samples and special treatment during preparation (Bansod et al, 2017;Dalmieda & Kruse, 2019;Hyalij, Bhagure & Chavan, 2017;Kumar et al, 2017;March, Nguyen, & Piro, 2015;Topcu et al, 2018). A low-cost and efficient ion monitoring and measuring can be carried out using colorimetric cation chemosensors (Aderinto & Imhanria, 2018;Chen et al, 2020;Kaur & Kumar, 2011;Normaya et al, 2019;Pham et al, 2019;Upadhyay et al, 2019;Wang, Fang & Cao, 2015).…”

Section: Introductionmentioning

confidence: 99%

“…A cation chemosensor requires receptor unit and/or ligand which is able to donate electron pairs for forming coordination covalent bond with cations (Aderinto & Imhanria, 2018;Chen et al, 2020;Kaur & Kumar, 2011;Normaya et al, 2019;Pham et al, 2019;Upadhyay et al, 2019;Wang, Fang, & Cao, 2015). A chemosensor also has need to have an electron withdrawal group as a chromogenic signaling unit.…”

Section: Introductionmentioning

confidence: 99%

Cation Sensing Capabilities of A Nitrophenyl Cinnamaldehyde Derivative

Suryanti

Wibowo

Marzuki

et al. 2020

Molekul

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The cationic chemosensor based on organic compound bearing an aminophenol moiety as a receptor for metal analyte and a cinnamaldehyde moiety as chromophoric fragment has been developed. In this work, we report the colorimetric sensing of nitrophenyl cinnamaldehyde derivative, namely methyl-3-(2-hidroxy-5-nitrophenyl amino)-3-phenylpropanoate, towards a variety of metal cations, such as Cu2+, Fe3+, Ni2+ and Zn2+. The cation sensing abilities of the sensor were observed for Cu2+and Fe3+ with a color change from colorless to pink and faint yellow, respectively, The characteristic UV-Vis spectra changes were observed upon addition of Cu2+and Fe3+ cations. The hypsochromic absorption spectra shifts were obtained, indicating the cations and sensor complexations had formed. A metal-to-ligand-charge-transfer (MLCT) had occurred and the charge density of the sensor changed resulting in appearance of new absorption peaks in the UV-Vis spectra and color changes of the sensor solution upon addition of the Cu2+and Fe3+.

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Chemosensor Development of Cu2+ Recognition Using 1,5-Diphenylthiocarbazone: Optimization, COSMO-RS and DFT Studies

Cited by 5 publications

References 20 publications

Artocarpus altilis extracts as a food-borne pathogen and oxidation inhibitors: RSM, COSMO RS, and molecular docking approaches

Artocarpus altilis extracts as a food-borne pathogen and oxidation inhibitors: RSM, COSMO RS, and molecular docking approaches

Computational Studies and Fluorescent Turn‐off Sensing of Biologically Important Cu²⁺ Ion in Irrigation Water by Schiff Base

Cation Sensing Capabilities of A Nitrophenyl Cinnamaldehyde Derivative

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Chemosensor Development of Cu2+ Recognition Using 1,5-Diphenylthiocarbazone: Optimization, COSMO-RS and DFT Studies

Cited by 5 publications

References 20 publications

Artocarpus altilis extracts as a food-borne pathogen and oxidation inhibitors: RSM, COSMO RS, and molecular docking approaches

Artocarpus altilis extracts as a food-borne pathogen and oxidation inhibitors: RSM, COSMO RS, and molecular docking approaches

Computational Studies and Fluorescent Turn‐off Sensing of Biologically Important Cu2+ Ion in Irrigation Water by Schiff Base

Cation Sensing Capabilities of A Nitrophenyl Cinnamaldehyde Derivative

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Computational Studies and Fluorescent Turn‐off Sensing of Biologically Important Cu²⁺ Ion in Irrigation Water by Schiff Base