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1.
Spectrochim Acta A Mol Biomol Spectrosc ; 211: 166-177, 2019 Mar 15.
Article in English | MEDLINE | ID: mdl-30537628

ABSTRACT

In our previous work, we highlighted the thermodynamic and spectroscopic characteristics of the 1:1 charge transfer (CT) complexation of TCNE acceptor with various medically important drugs. Continuing that work, we further examine drugs that react with the TCNE acceptor via a 1:2 interaction. The examined drugs are atenolol, quinidine, cimetidine, reserpine, and levofloxacin. We aimed through this study to: i) make the spectrophotometric and thermodynamic data of the examined drugs, both initially and when reacted via a 1:2 M ratio with the TCNE acceptor, available to use in the determination or detection of these drugs in pharmaceuticals and other environments; and ii) compare the mode of interactions and the spectrophotometric and thermodynamic properties between drugs that react via a 1:1 or 1:2 ratio with the TCNE acceptor. To achieve these aims, the five examined drugs were reacted with TCNE in acetonitrile (MeCN) solvent at room temperature. Several thermodynamic and spectroscopic data were experimentally estimated using the van't Hoff and the Benesi-Hildebrand equations and discussed.


Subject(s)
Ethylenes/chemistry , Nitriles/chemistry , Pharmaceutical Preparations/chemistry , Acetonitriles/chemistry , Atenolol/chemistry , Cimetidine/chemistry , Levofloxacin/chemistry , Quinidine/chemistry , Reserpine/chemistry , Solvents/chemistry , Spectrophotometry, Infrared , Spectrophotometry, Ultraviolet , Thermodynamics
2.
Article in English | MEDLINE | ID: mdl-24291622

ABSTRACT

In this work, structural, thermal, morphological, pharmacological screening and positron annihilation lifetime measurements were performed on the interactions between a N-(1-Naphthyl)ethylenediamine dihydrochloride (NEDA·2HCl) donor and three types of acceptors to characterize these CT complexes. The three types of acceptors include π-acceptors (quinol and picric acid), σ-acceptors (iodine) and vacant orbital acceptors (tin(IV) tetrachloride and zinc chloride). The positron annihilation lifetime parameters were found to be dependent on the structure, electronic configuration, the power of acceptors and molecular weight of the CT complexes. The positron annihilation lifetime spectroscopy can be used as a probe for the formation of charge-transfer (CT) complexes.


Subject(s)
Electrons , Ethylenediamines/chemistry , Spectrum Analysis/methods , Anti-Bacterial Agents/pharmacology , Bacteria/drug effects , Ethylenediamines/pharmacology , Kinetics , Lasers , Methanol/chemistry , Microbial Sensitivity Tests , Microscopy, Electron, Scanning , Proton Magnetic Resonance Spectroscopy , Solvents/chemistry , Spectrometry, X-Ray Emission , Spectrophotometry, Infrared , Spectrum Analysis, Raman , Thermogravimetry , X-Ray Diffraction
3.
J Pharm Anal ; 4(2): 81-95, 2014 Apr.
Article in English | MEDLINE | ID: mdl-29403870

ABSTRACT

Investigation of charge-transfer (CT) complexes of drugs has been recognized as an important phenomenon in understanding of the drug-receptor binding mechanism. Structural, thermal, morphological and biological behavior of CT complexes formed between drug quinidine (Qui) as a donor and quinol (QL), picric acid (PA) or dichlorodicyanobenzoquinone (DDQ) as acceptors were reported. The newly synthesized CT complexes have been spectroscopically characterized via elemental analysis; infrared (IR), Raman, 1H NMR and electronic absorption spectroscopy; powder X-ray diffraction (PXRD); thermogravimetric (TG) analysis and scanning electron microscopy (SEM). It was found that the obtained complexes are nanoscale, semi-crystalline particles, thermally stable and spontaneous. The molecular composition of the obtained complexes was determined using spectrophotometric titration method and was found to be 1:1 ratios (donor:acceptor). Finally, the biological activities of the obtained CT complexes were tested for their antibacterial activities. The results obtained herein are satisfactory for estimation of drug Qui in the pharmaceutical form.

4.
Article in English | MEDLINE | ID: mdl-23867639

ABSTRACT

The study of the charge-transfer interaction of the drugs may be useful in understanding the drug-receptor interactions and the mechanism of drug action. Structural and thermal stability of charge-transfer (CT) complexes formed between the drug reserpine (Res) as a donor and quinol (QL), picric acid (PA), tetracyanoquinodimethane (TCNQ) or dichlorodicyanobenzoquinone (DDQ) as acceptors were reported. Elemental analysis, electronic absorption, spectrophotometric titration, IR, Raman, (1)H NMR and X-ray powder diffraction (XRD) were used to characterize the new products. The thermal stability of the synthesized CT complexes was investigated using thermogravimetric (TG) analyses, and the morphology and particle size of these complexes were obtained from scanning electron microscopy (SEM). The stoichiometry of the complexes (donor:acceptor molar ratio) was determined to be 1:1 for all complexes. Accordingly the formed CT complexes could be formulated as [(Res)(QL)], [(Res)(PA)], [(Res)(TCNQ)] and [(Res)(DDQ)]. It was found that the obtained CT complexes are nanoscale, semi-crystalline particles, thermally stable and formed through spontaneous reaction. The results obtained herein are satisfactory for estimation of drug Res in the pharmaceutical form.


Subject(s)
Benzoquinones/chemistry , Electrons , Hydroquinones/chemistry , Nitriles/chemistry , Picrates/chemistry , Reserpine/chemistry , Absorption , Kinetics , Magnetic Resonance Spectroscopy , Methanol/chemistry , Microscopy, Electron, Scanning , Powders , Solvents , Spectrometry, X-Ray Emission , Spectrophotometry, Infrared , Spectrum Analysis, Raman , Thermogravimetry , Titrimetry , X-Ray Diffraction
5.
Spectrochim Acta A Mol Biomol Spectrosc ; 109: 259-71, 2013 May 15.
Article in English | MEDLINE | ID: mdl-23542517

ABSTRACT

Ethidium bromide (EtBr) is a strong DNA binder and has been widely used to probe DNA structure in drug-DNA and protein-DNA interaction. Four new charge-transfer (CT) complexes consisting of EtBr as donor and quinol (QL), picric acid (PA), tetracyanoquinodimethane (TCNQ) or dichlorodicyanobenzoquinone (DDQ) as acceptors, were synthesized and characterized by elemental analysis, electronic absorption, spectrophotometric titration, IR, Raman, (1)H NMR and X-ray powder diffraction (XRD) techniques. The stoichiometry of these complexes was found to be 1:2 ratio and having the formula [(EtBr)(acceptor)]. The thermal stability of the synthesized CT complexes was investigated using thermogravimetric (TG) analyses, and the morphology and particle size of these complexes were obtained from scanning electron microscopy (SEM). The CT complexes were also tested for its antibacterial activity against two Gram-positive bacteria Staphylococcus aureus and Bacillus subtilis and two Gram-negative bacteria; Escherichia coli and Pseudomonas aeuroginosa strains by using Tetracycline as standard and antifungal property against Aspergillus flavus and Candida albicans by using amphotericin B as standard. The results were compared with the standard drugs and significant conclusions were obtained. The results indicated that the [(EtBr)(QL)2] complex had exerted excellent inhibitory activity against the growth of the tested bacterial strains.


Subject(s)
Anti-Infective Agents/chemistry , Anti-Infective Agents/pharmacology , Ethidium/chemistry , Ethidium/pharmacology , Bacteria/drug effects , Bacterial Infections/drug therapy , Fungi/drug effects , Humans , Mycoses/drug therapy , Powder Diffraction , Spectrum Analysis , Thermodynamics , X-Ray Diffraction
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