Preparation, Spectroscopic Characterization, Theoretical Investigations, and In Vitro Anticancer Activity of Cd(II), Ni(II), Zn(II), and Cu(II) Complexes of 4(3H)-Quinazolinone-Derived Schiff Base

Herein, we report the synthesis and characterization of a new Schiff base ligand 3-[[(E)-(3-hydroxyphenyl)-methylidene]amino]-2-methyl-quinazolin-4(3H)-one (HAMQ) and its Cd(II), Ni(II), Zn(II), and Cu(II) complexes (C1–C4). The ligand HAMQ was synthesized by reacting 3-hydroxybenzaldehyde and 3-amino-2-methyl-4(3H)-quinazolinone in a 1:1 molar ratio. The structure of the ligand and its complexes (C1–C4) were evaluated using ultraviolet (UV)–visible (Vis) light spectroscopy, 1H-NMR, Fourier-transform infrared (FT-IR) spectroscopy, MS, elemental analysis, conductance data, and thermogravimetric analysis (TGA). The characterization results suggested that the bidentate ligand, HAMQ, coordinated to the metal center through the lactum oxygen and the azomethine nitrogen. Moreover, all the metal complexes were analyzed using powder X-ray diffraction studies, which revealed that all of them belong to a triclinic crystal system. The research was supplemented by density functional theory (DFT) studies on the IR and UV–Vis spectra, as well as the chemical reactivity of the HAMQ and its four metallic derivatives making use of conceptual density functional theory (CDFT) by means of KID (Koopmans in DFT) methodology. The synthesized complexes displayed significant in vitro anticancer activity against human cancer cell lines (HeLa and HCT-115).

Download Full-text

Synthesis, spectroscopic and physicochemical investigations of environmentally benign heterocyclic Schiff base derivatives as antibacterial agents on the bases of in vitro and density functional theory

Journal of Photochemistry and Photobiology B Biology ◽

10.1016/j.jphotobiol.2013.01.007 ◽

2013 ◽

Vol 120 ◽

pp. 82-89 ◽

Cited By ~ 37

Author(s):

Abdullah M. Asiri ◽

Salman A. Khan ◽

Hadi M. Marwani ◽

Kamlesh Sharma

Keyword(s):

Density Functional Theory ◽

Schiff Base ◽

Density Functional ◽

Antibacterial Agents ◽

Environmentally Benign ◽

Functional Theory ◽

Schiff Base Derivatives

Download Full-text

Synthesis, characterization, density functional theory calculations, and in vitro antibacterial activity of novel transition metal complexes containing an O 3 ‐tridentate amoxicillin‐based Schiff base: A silver(II) complex as alternative against Pseudomonas aeruginosa resistant to amoxicillin

Applied Organometallic Chemistry ◽

10.1002/aoc.5755 ◽

2020 ◽

Vol 34 (9) ◽

Author(s):

J.R. Anacona ◽

Marcos Loroño ◽

Daniela Marpa ◽

Cesar Ramos ◽

Freddy Celis

Keyword(s):

Density Functional Theory ◽

Pseudomonas Aeruginosa ◽

Antibacterial Activity ◽

Schiff Base ◽

Transition Metal Complexes ◽

Density Functional ◽

Density Functional Theory Calculations ◽

Functional Theory ◽

In Vitro Antibacterial Activity

Download Full-text

Spectroscopic, density functional theory, nonlinear optical properties and in vitro biological studies of Co(II), Ni(II), and Cu(II) complexes of hydrazide Schiff base derivatives

Applied Organometallic Chemistry ◽

10.1002/aoc.6246 ◽

2021 ◽

Author(s):

Ramadan M. Ramadan ◽

Samir M. El‐Medani ◽

Abdelmoneim Makhlouf ◽

Hussein Moustafa ◽

Manal A. Afifi ◽

...

Keyword(s):

Density Functional Theory ◽

Optical Properties ◽

Schiff Base ◽

Density Functional ◽

Nonlinear Optical ◽

Nonlinear Optical Properties ◽

Functional Theory ◽

Schiff Base Derivatives ◽

Biological Studies

Download Full-text

Chemical reactivity from a conceptual density functional theory perspective

Journal of the Indian Chemical Society ◽

10.1016/j.jics.2021.100008 ◽

2021 ◽

pp. 100008

Author(s):

Ranita Pal ◽

Pratim Kumar Chattaraj

Keyword(s):

Density Functional Theory ◽

Density Functional ◽

Chemical Reactivity ◽

Conceptual Density Functional Theory ◽

Functional Theory

Download Full-text

Density Functional Theory and Molecular Docking Investigations of the Chemical and Antibacterial Activities for 1-(4-Hydroxyphenyl)-3-phenylprop-2-en-1-one

Molecules ◽

10.3390/molecules26123631 ◽

2021 ◽

Vol 26 (12) ◽

pp. 3631

Author(s):

Ahmed M. Deghady ◽

Rageh K. Hussein ◽

Abdulrahman G. Alhamzani ◽

Abeer Mera

Keyword(s):

Density Functional Theory ◽

Antibacterial Activity ◽

Molecular Docking ◽

Carbonyl Group ◽

Active Sites ◽

Density Functional ◽

Chemical Reactivity ◽

Basis Set ◽

Molecular Docking Study ◽

Functional Theory

The present investigation informs a descriptive study of 1-(4-Hydroxyphenyl) -3-phenylprop-2-en-1-one compound, by using density functional theory at B3LYP method with 6-311G** basis set. The oxygen atoms and π-system revealed a high chemical reactivity for the title compound as electron donor spots and active sites for an electrophilic attack. Quantum chemical parameters such as hardness (η), softness (S), electronegativity (χ), and electrophilicity (ω) were yielded as descriptors for the molecule’s chemical behavior. The optimized molecular structure was obtained, and the experimental data were matched with geometrical analysis values describing the molecule’s stable structure. The computed FT-IR and Raman vibrational frequencies were in good agreement with those observed experimentally. In a molecular docking study, the inhibitory potential of the studied molecule was evaluated against the penicillin-binding proteins of Staphylococcus aureus bacteria. The carbonyl group in the molecule was shown to play a significant role in antibacterial activity, four bonds were formed by the carbonyl group with the key protein of the bacteria (three favorable hydrogen bonds plus one van der Waals bond) out of six interactions. The strong antibacterial activity was also indicated by the calculated high binding energy (−7.40 kcal/mol).

Download Full-text