Assessment of Feasibility of Maillard Reaction between Baclofen and Lactose by Liquid Chromatography and Tandem Mass Spectrometry, Application to Pre Formulation Studies

Monajjemzadeh, Farnaz; Hassanzadeh, Davoud; Valizadeh, Hadi; Siahi-Shadbad, Mohammad Reza; Mojarrad, Javid Shahbazi; Robertson, Thomas A.; Roberts, Michael S.

doi:10.1208/s12249-009-9248-8

Cited by 38 publications

(21 citation statements)

References 33 publications

(57 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…All the maillard reaction tracking was done qualitatively and the reason for this was because of the identity of the maillard product reported as an unstable intermediate agent resulting from condensation of ACV with DEX and, thus, cannot be synthesized as a pure material to be used for accurate qualitative calculations. Similar researches have reported the maillard reaction in a similar way (5,41) as well as we have done previously (9,13,28,29,31,42).…”

Section: Real Time Infusion Evaluationsupporting

confidence: 89%

See 1 more Smart Citation

Investigation of Possible Maillard Reaction Between Acyclovir and Dextrose upon Dilution Prior to Parenteral Administration

et al. 2016

Self Cite

View full text Add to dashboard Cite

Abstract. In this study the stability of parenteral acyclovir (ACV) when diluted in dextrose (DEX) as large volume intravenous fluid preparation (LVIF) was evaluated and the possible Maillard reaction adducts were monitored in the recommended infusion time. Different physicochemical methods were used to evaluate the Maillard reaction of dextrose with ACV to track the reaction in real infusion condition. Other large volume intravenous fluids were checked regarding the diluted drug stability profile. Differential scanning calorimetry (DSC), Fourier transform infrared spectroscopy (FTIR), and mass data proved the reaction of glucose with dextrose. A Maillard-specific high performance liquid chromatography (HPLC) method was used to track the reaction in real infusion condition in vitro. The nucleophilic reaction occurred in diluted parenteral preparations of acyclovir in 5% dextrose solutions. The best diluent solution was also selected as sodium chloride and introduced based on drug stability and also its adsorption onto different infusion sets (PVC or non PVC) to provide an acceptable administration protocol in clinical practices. Although, the Maillard reaction was proved and successfully tracked in diluted solutions, and the level of drug loss when diluted in dextrose was reported to be between 0.27 up to 1.03% of the initial content. There was no drug adsorption to common infusion sets. The best diluent for parenteral acyclovir is sodium chloride large volume intravenous fluid.

show abstract

Section: Real Time Infusion Evaluationsupporting

confidence: 89%

“…Recently, Maillard reaction has gained special attention in pharmaceutical preformulation studies (9). Different amine-containing drug molecules were subjected to such an interaction and appropriate considerations were made during their formulation (7,10,11).…”

Section: Introductionmentioning

confidence: 99%

Investigation of Possible Maillard Reaction Between Acyclovir and Dextrose upon Dilution Prior to Parenteral Administration

et al. 2016

Self Cite

View full text Add to dashboard Cite

show abstract

“…The C=N stretching band is usually located at 1640-1690 cm -1 in the infrared spectra of imine-containing compounds [31,32]. Visual change in heated binary mixture is presented in Fig.…”

Section: Ftirmentioning

confidence: 99%

“…Several studies have detected the lactose and various drug substances condensation products by mass spectrometry [35][36][37]. We have previously investigated the compatibility of acyclovir, baclofen and gabapentin with lactose in physical mixtures and commercial tablets using mass spectrometry [31,38]. According to mass results, the condensation product of doxepin hydrochloride with dextrose was successfully determined.…”

Section: Mass Spectrometrymentioning

confidence: 99%

DSC kinetic study of the incompatibility of doxepin with dextrose

Ghaderi

Nemati

Siahi-Shadbad

et al. 2015

J Therm Anal Calorim

Self Cite

View full text Add to dashboard Cite

In the present paper, the physicochemical incompatibility of doxepin with dextrose was evaluated in solid-state mixtures. The compatibility was evaluated using different physicochemical methods such as differential scanning calorimetry (DSC), Fourier transform infrared spectroscopy and mass spectrometry. Non-isothermally stressed physical mixtures were used to study the solidstate kinetic parameters. Different thermal models such as Friedman, Flynn-Wall-Ozawa and Kissinger-AkahiraSunose were used for the characterization of the drugexcipient mixtures. Overall, the incompatibility of doxepin as a tertiary amine with dextrose as a reducing carbohydrate was successfully assessed. DSC-based kinetic analysis is a simple and fast method in evaluation of different drug-excipient mixtures incompatibility. Finally, it can be recommended to exclude dextrose from doxepin pharmaceutical formulations and also to apply the easy and versatile DSC method in kinetic study of drug-excipient incompatibility.

show abstract

“…In alkaline conditions, amino group present in its unionized form predominate and shows higher propensity to participate in a nucleophlic reaction such as Maillard reaction (Monajjemzadeh et al, 2009;Ghaderi et al, 2016a,b;Ghaderi et al, 2015a,b).…”

mentioning

confidence: 99%

Kinetics study of hydrochlorothiazide lactose liquid state interaction using conventional isothermal arrhenius method under basic and neutral conditions

Ghaderi

Nemati

Siahi-Shadbad

et al. 2016

Braz. J. Pharm. Sci.

Self Cite

View full text Add to dashboard Cite

The Maillard reaction of hydrochlorothiazide (HCTZ) and lactose has been previously demonstrated in pharmaceutical formulations. In this study, the activation energy of -hydrohlorothiazide and lactose interaction in the liquid state was ascertained under basic and neutral conditions. Conventional isothermal High Performance Liquid Chromatography (HPLC) technique was employed to ascertain the kinetic parameters using Arrhenius method. Results: The activation energy obtained was 82.43 and 100.28 kJ/mol under basic and neutral conditions, respectively. Consequently, it can be inferred that Maillard reaction is significantly affected by pH, which can be used as a control factor whenever the reaction potentially occurs.Uniterms: Hydrochlorothiazide/lactose/Maillard reaction. Hydrochlorothiazide/lactose/interaction/ kinetic parameters. High Performance Liquid Chromatography (HPLC)/kinetic parameters study.

show abstract

Assessment of Feasibility of Maillard Reaction between Baclofen and Lactose by Liquid Chromatography and Tandem Mass Spectrometry, Application to Pre Formulation Studies

Cited by 38 publications

References 33 publications

Investigation of Possible Maillard Reaction Between Acyclovir and Dextrose upon Dilution Prior to Parenteral Administration

Investigation of Possible Maillard Reaction Between Acyclovir and Dextrose upon Dilution Prior to Parenteral Administration

DSC kinetic study of the incompatibility of doxepin with dextrose

Kinetics study of hydrochlorothiazide lactose liquid state interaction using conventional isothermal arrhenius method under basic and neutral conditions

Contact Info

Product

Resources

About