Mixed-ligand complexes of ampicillin derived Schiff base ligand and Nicotinamide: Synthesis, physico-chemical studies, DFT calculation, antibacterial study and molecular docking analysis

Al‐Noor, Taghreed H.; Mohapatra, Ranjan K.; Azam, Mohammad; Karem, Lekaa K. Abdul; Mohapatra, Pranab K.; Ibrahim, Abeer A.; Parhi, Pankaj Kumar; Dash, Ganesh Chandra; El-ajaily, M. M.; Al‐Resayes, Saud I.; Raval, Mukesh Kumar; Pintilie, Lucia

doi:10.1016/j.molstruc.2020.129832

Cited by 25 publications

(10 citation statements)

References 42 publications

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“…Figure displays the FT-IR spectra of all compounds. Since the Freq-DFT computational studies are the main idea for the validation of structures, the geometry of all AAs was optimized by the Opt-Freq keyword using the Gaussian tools. , The comparison between simulated and experimental IR spectra is displayed in Figure S21. Some important vibration modes were identified, and their frequency is tabulated in Table S12.…”

Section: Resultsmentioning

confidence: 99%

“…The toxicity prediction captures issues such as oral toxicity, hepatotoxicity, mutagenicity, carcinogenicity, cytotoxicity, and immunotoxicity along with the metabolic pathways, inhibited by the molecule. The toxicity is determined in terms of LD50 (mg/kg body weight), and arranged as class 1: LD50 ≤ 5: fatal upon oral administration; class 2: 5 < LD50 ≤ 50: fatal upon oral administration; class 3: 50 < LD50 ≤ 300: toxic upon oral administration; class 4: 300 < LD50 ≤ 2000: harmful upon oral administration; class 5: 2000 < LD50 ≤ 5000: can be damaging upon oral administration; class 6: LD50 > 5000): nontoxic upon oral administration …”

Section: Methodsmentioning

confidence: 99%

“…The toxicity is determined in terms of LD50 (mg/kg body weight), and arranged as class 1: LD50 ≤ 5: fatal upon oral administration; class 2: 5 < LD50 ≤ 50: fatal upon oral administration; class 3: 50 < LD50 ≤ 300: toxic upon oral administration; class 4: 300 < LD50 ≤ 2000: harmful upon oral administration; class 5: 2000 < LD50 ≤ 5000: can be damaging upon oral administration; class 6: LD50 > 5000): nontoxic upon oral administration. 34 2.6. In Vitro Cytotoxicity Data.…”

Section: Glycine (As Referencementioning

confidence: 99%

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Green Synthesis and Bioactivity of Aliphatic N-Substituted Glycine Derivatives

2023

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Standard amino acids have an asymmetric α-carbon atom to which −COOH, −NH 2 , −H, and −R groups are bonded. Among them, glycine is the simplest (R = −H) with no asymmetric carbon, and other natural amino acids are C-substituted of glycine. Here, we have designed and made a green synthesis of some new N-substituted glycine derivatives with R−(NH)CH 2 −COOH formula, where R is flexible and hydrophobic with different chain lengths and benches of the type propyl, butyl, sec-butyl, tert-butyl, pentyl, isopentyl, tert-pentyl, hexyl, 2aminoheptyl, and octyl. These glycine derivatives were characterized by recording their melting points and FT-IR, mass, 1 H NMR, and 13 C NMR spectra. DFT studies revealed that 2-aminoheptyl glycine had the highest electronegativity value and can thus act as a good bidentate ligand for the metal centers. ADME comparative results and bioavailability radars indicated that both octyl-and 2-aminoheptyl glycine had the most lipophilicity, making them good agents in cell passing. Furthermore, lipophilicity determination showed that octyl glycine was the best and propylgly was more soluble than others. Based on solubility, lipophilicity, and dipole moment values, propyl-and 2aminoheptyl-glycine were considered for bio-macromolecular interaction studies. Thus, the interaction of these two agents with DNA and HSA was studied using absorption spectroscopy and circular dichroism techniques. Due to the presence of the R-amine group, they can interact with the DNA by H-binding and hydrophobicity, while electrostatic mode could not be ruled out. Meanwhile, molecular docking studies revealed that octyl-and 2-aminoheptyl glycine had the highest negative docking energy, which reflects their higher tendency to interact with DNA. The DNA binding affinity of two candidate AAs was determined by viscosity measurement and fluorescence emission recording, which confirms that groove binding occurs. Also, the toxicity of these synthesized amino acid derivates was tested against the human foreskin fibroblast (HFF) cell line. They showed IC 50 values within the range of 127−344 μM after 48 h with the highest toxicity for 2-aminoheptyl glycine.

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Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Glycine (As Referencementioning

confidence: 99%

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Green Synthesis and Bioactivity of Aliphatic N-Substituted Glycine Derivatives

2023

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“…The carboxylate group at (1593,1365)cm -1 due to asymmetric and symmetrical stretching vibrations respectively on complexation these bands were shifted to a lower frequency in their complexes in rang (1583-1580)cm -1 and (1372-1364)cm -1 15 ,this indicates the coordination the oxygen atom with the metal ion. New bands were found in spectra of complexes in regions (567-568) cm -1 , (415,459) cm -1 and (825,830,832) cm -1 , that were attributed to the ν (M-N), (M-O) and M-OH2 mode respectively 16,17 . So from the FTIR spectra ,it concluded that the ligand behaves as bidentate uni negative charge.…”

Section: Spectroscopic Techniques: Ftir Spectramentioning

confidence: 98%

Preparation and Diagnostics of Schiff Base Complexes and Thermodynamic Study for Adsorption of Cobalt Complex on Iraqi Attapulgite Clay Surface

2021

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Three new complexes of Co(II), Ni(II), and Zn(II), containing ligand of Schiff base (DHMA) derived from methyldopa (mdop) with 3-hydroxybenzaldehyde have been prepared. The synthesized ligand and its complexes were diagnostics by using different physical techniques, The results showed that the complexes have an octahedral shape. In addition it has been studied the adsorption behavior, Uv-Vis technique that applied to survery the isotherm of adsorption. The results showed the possibility of applying the langmair equation. The effect of temperature on the adsorption of Co-complex on the surface of Iraqi Attapulgite clay was studied. The thermodynamic functions ΔGο, ΔHο and ΔSο of Co-complex have been studied and she was ΔGο = (-10.7766, -11.5205, -12.3537)KJ/ mol, this is evidence that the adsorption process is a spontaneous while ΔSο=( 63.6461)J/ mole.K which means an increase in the randomness. The value of ΔHο was (8544.29)J/mole indicate the endothermic natural of the process.

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“…The prepared compounds were tested against three pathogenic bacteria species E. faecalis, Klebsiella sp. and P. aeruginosa by the agar well diffusion method [8,9]. Tetracycline was used as the standard antibacterial agents.…”

Section: Antibacterial Activity Assaymentioning

confidence: 99%

Synthesis, characterization, theoretical study and biological evaluation of Schiff base and their La(III), Ce(IV) and UO2(II) complexes

El-Barasi¹,

Algazale²,

El-ajaily³

et al. 2022

Bull. Chem. Soc. Eth.

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ABSTRACT. A new three metal complexes of La(III), Ce(IV) and UO2(II) ions have been synthesized based on a Schiff base derived from the condensation of L-histidine and anisaldehyde. All prepared compounds were characterized by different spectroscopic techniques and Density-functional theory (DFT) calculations. The complexes were proposed to have an octahedral structure based on the investigated results. The optimized shape, numbering system, and dipole moment vector of Ligand and La, Ce, and UO2 (1:1) chelates were investigated. The Schiff base ligand and complexes exhibit moderate action against all of the bacteria tested, with P. aeruginosa, Klebsiella sp., and E. faecalis respectively being the order of inhibition. KEY WORDS: 2-Anisaldehyde, Biological activity, DFT, L-Histidine, Metal complexes, Schiff base Bull. Chem. Soc. Ethiop. 2023, 37(2), 335-346. DOI: https://dx.doi.org/10.4314/bcse.v37i2.7

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Mixed-ligand complexes of ampicillin derived Schiff base ligand and Nicotinamide: Synthesis, physico-chemical studies, DFT calculation, antibacterial study and molecular docking analysis

Cited by 25 publications

References 42 publications

Green Synthesis and Bioactivity of Aliphatic N-Substituted Glycine Derivatives

Green Synthesis and Bioactivity of Aliphatic N-Substituted Glycine Derivatives

Preparation and Diagnostics of Schiff Base Complexes and Thermodynamic Study for Adsorption of Cobalt Complex on Iraqi Attapulgite Clay Surface

Synthesis, characterization, theoretical study and biological evaluation of Schiff base and their La(III), Ce(IV) and UO2(II) complexes

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