Spectral, thermal and kinetic studies of charge-transfer complexes formed between the highly effective antibiotic drug metronidazole and two types of acceptors: σ- and π-acceptors

Refat, Moamen S.; Saad, Hosam A.; Adam, Abdel Majid A.

doi:10.1016/j.saa.2015.01.029

Cited by 46 publications

(13 citation statements)

References 51 publications

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“…The 460 nm band for (SER or FLU), having the highest absorption intensity, was selected for construction of Beer's plot. The predominant color with DDQ is from the reddish brown radical anion DDQ .-, which was probably formed by the dissociation of an original donor-acceptor (DA) complex with the studied drugs (Figure 2 A and B) [23]. …”

Section: Ddq Methodsmentioning

confidence: 99%

Spectrophotometric methods based on charge transfer complexation reaction for the determination of some antifungal drugs in pure and dosage forms

Gouda¹,

Sheikh²,

Amin³

et al. 2017

Bull. Chem. Soc. Eth.

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ABSTRACT. Charge transfer complexes of some antifungal drugs fluconazole (FLU), sertaconazole nitrate (SER) and miconazole nitrate (MCO) as electron donor with the σ-acceptor iodine (I2) and 2,3-dichloro-5,6-dicyano-p-benzoquinone (DDQ), p-chloranilic acid (p-CLA) and 7,7,8, as π-acceptors in acetonitrile were investigated. The formation of the colored charge-transfer complexes were utilized in the development of simple, rapid and accurate spectrophotometric methods for the analysis of the cited drugs in pure forms and pharmaceutical formulations at 365 nm for MCO and SER using I2 method, at 460 nm for FLU and SER using DDQ method, at 535 and 530 nm for FLU and SER, respectively, using p-CLA method and at 842 nm for MCO and SER using TCNQ method. The optimum experimental conditions have been studied carefully and optimized. Beer's law was obeyed over the concentration ranges of 2.0-28, 10-240 and 2.0-160 µg mL −1 for MCO, FLU and SER, respectively, with good correlation coefficients (0.9996-0.9999). Molar absorpitivity, Sandell sensitivity, relative standard deviation, limit of detection and quantification were calculated. The obtained data refer to high accuracy and precision of the proposed method. The obtained results were confirmed by inter and intra-day accuracy and precision with percent recovery of 99.1-100%, 99.3-101% and 99.1-101% for MCO, FLU and SER, respectively. These data were compared with those obtained using official methods for the determination of the cited drugs. The proposed methods were applied successfully for simultaneous determination of the cited drugs in their pharmaceutical formulations with good accuracy and precision and without interferences from common additives.

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Section: Ddq Methodsmentioning

confidence: 99%

Spectrophotometric methods based on charge transfer complexation reaction for the determination of some antifungal drugs in pure and dosage forms

Gouda¹,

Sheikh²,

Amin³

et al. 2017

Bull. Chem. Soc. Eth.

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“…Additionally, several previous studies have concluded that complexation between electron-rich compounds and PA occurs through intermolecular hydrogen bonding [40][41][42] .…”

Section: Fig 2: Electronic Spectra Of Dnsa Mbz and [Mbz-dnsa] Complmentioning

confidence: 99%

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2019

IJPSR

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This article presents the development of a direct, simple and sensitive spectrophotometric method for the quantitative analysis of mebendazole (MBz), an anthelmintic medication in its pure and pharmaceutical forms. The method is based on the charge transfer (CT) interactions between MBz, an electron donor, and chloranilic acid (CA), 3,5dinitrosalicylic acid (DNSA), and picric acid (PA), (all of which are acceptors). The products of the CT reactions exhibit new absorption bands at 409 and 310 nm for CA and DNSA in methanol, respectively, and at 402 nm for PA in dichloroethane. Following the optimization of the experimental conditions, linearity ranges for MBz concentrations of 2.00-120, 1.00-40.0 and 2.00-25.0 µg mL-1 were achieved for CA-MBz, DNSA-MBz, and PA-MBz, respectively. Furthermore, the limits of detection (LOD) and quantification (LOQ) were calculated. The method was used to determine the MBz concentrations of tablets with good accuracy and precision and without interference from common tablet excipients. INTRODUCTION: Mebendazole (MBz), i.e., methyl [5-benzol-1H-benzoimidazole-2-yl] carbamate Scheme 1, is a broad spectrum anthelmintic drug widely used against hookworm, pinworm, roundworm, tapeworm, threadworm and mixed infestations. Furthermore, MBz is widely used against gastrointestinal helminths in both humans and animals 1, 2. The most common global diseases are helminthic, and they cause a variety of serious health problems and impact child growth by causing anemia and other nutritional deficiencies 3. Thus, the World Health Organization (WHO) categorize MBz as an essential medicine in its capacity as a single-dose treatment for helminthic infections 4 .

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“…the (-OH) group of the picric acid. Refat et al (2015b) indicated that the complexation of CLA and PA acceptors with two kinds of crown ethers leads to the formation of a hydrogen bonding with a proton transfer. They indicated that each nitrogen atom of the crown ether molecule accepts one hydrogen bond from the hydroxyl group of the CLA or PA molecule.…”

Section: Thermogravimetric and Differential Thermal Analysis Profilesmentioning

confidence: 99%

Charge-transfer Complexes Formed between the Sweeteners Saccharin Drug and Acido Acceptors: Structural, Thermal and Morphological Features

Naglah¹,

Omar²,

Adam³

et al. 2015

International J. of Pharmacology

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Saccharin (sacH) is a sugar substitute sweetening agent used extensively in dietary products. It is about 300 times sweeter than sucrose. This study highlighted the structural chemistry of Charge Transfer (CT) complexes formed from the interactions of two acido acceptors (CLA and PA) with sacH. The IR and 1 H NMR revealed evidence of significant intermolecular interactions between N-H group in the sacH and O-H group in the acido acceptors based on their characteristic shifts. The TG and DTA experiments were carried out to investigate the thermal properties of the obtained complexes. Their morphological features were also investigated using Optical Light Microscope (OLM). The OLM micrograph patterns indicate the formation of high quality colored crystals. This study provided the essential basics for understanding the complexation chemistry of saccharin.

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Spectral, thermal and kinetic studies of charge-transfer complexes formed between the highly effective antibiotic drug metronidazole and two types of acceptors: σ- and π-acceptors

Cited by 46 publications

References 51 publications

Spectrophotometric methods based on charge transfer complexation reaction for the determination of some antifungal drugs in pure and dosage forms

Spectrophotometric methods based on charge transfer complexation reaction for the determination of some antifungal drugs in pure and dosage forms

Untitled

Charge-transfer Complexes Formed between the Sweeteners Saccharin Drug and Acido Acceptors: Structural, Thermal and Morphological Features

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