Study of the interaction between hydroxymethylnitrofurazone and 2-hydroxypropyl-β-cyclodextrin

Grillo, Renato; Melo, Nathalie Ferreira Silva de; Moraes, Carolina Morales; Lima, Renata de; Menezes, Carla M. S.; Ferreira, Elizabeth Igne; Rosa, André Henrique; Fraceto, Leonardo Fernandes

doi:10.1016/j.jpba.2008.01.010

Cited by 37 publications

(32 citation statements)

References 29 publications

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“…The use of the third component as a strategy for significant reduction in the amount of cyclodextrin in desired formulations is well established, however, a few reports are also available showing the adverse effect of the added polymer on solubility [33]. Therefore, cautious screening of the third component is very important.…”

Section: Screening Of the Third Componentmentioning

confidence: 99%

PHYSICOCHEMICAL CHARACTERIZATION AND EVALUATION OF TELMISARTAN: HYDROXYPROPYL-β-CYCLODEXTRIN: TWEEN 80 INCLUSION COMPLEX

Arora¹,

Singh²,

Chadha

2017

Int J Pharm Pharm Sci

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Objective: The present work was aimed to study the effect of the ternary component on complexation efficiency of cyclodextrins towards telmisartan which is a poorly soluble anti-hypertensive agent. Methods:The elucidation of inclusion complexation of telmisartan (TEL) with hydroxypropyl-β-cyclodextrin (HP-β-CD) in the presence and absence of tween 80 was done by investigating their interactions in solid and solution state. The solid state characterization was performed using differential scanning calorimetry (DSC), powder X-ray diffraction studies (PXRD) fourier transform infra-red spectroscopy (FTIR) studies. The host guest stoichiometry was confirmed in solution state by proton nuclear magnetic resonance ( 1 HNMR) and solution calorimetry studies. The improvement in solubility was evaluated through dissolution studies, which was further confirmed by in vivo studies. Results:In solution state, the phase solubility studies indicated 1:1 stoichiometry between TEL and HP-β-CD both in presence and absence of tween 80. The NMR and molecular modelling studies indicated the insertion of N-methyl benzimidazole and biphenyl carboxylate regions of TEL into HP-β-CD cavity suggesting the coexistence of two 1:1 complexes in equilibrium with each other. The stability constants, K1 (imidazole region of TEL-CD) and K2 (biphenyl acetic acid region of TEL-CD), were enhanced in the presence of tween 80 as evident by the higher value of stability constants. Efficacy of ternary complex was established by a significant decrease in the systolic blood pressure of deoxycorticosterone acetate (DOCA) induced hypertensive rats. Conclusion:It can be concluded that solubility of TEL was increased by encapsulation with HP-β-CD. Tween 80 further increased the complexation efficiency and decreased the bulk of cyclodextrin.

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Section: Screening Of the Third Componentmentioning

confidence: 99%

PHYSICOCHEMICAL CHARACTERIZATION AND EVALUATION OF TELMISARTAN: HYDROXYPROPYL-β-CYCLODEXTRIN: TWEEN 80 INCLUSION COMPLEX

Arora¹,

Singh²,

Chadha

2017

Int J Pharm Pharm Sci

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“…Grillo et al(2008) method was modified and the adjustments provided proper separation of NFOH from NF (main hydrolysis degradation product) and from the nanoparticle excipients. Additionally, the improved response made it possible to assess diluted solutions, since high encapsulation efficiency was expected (low amounts of NFOH in the supernatant).…”

Section: Sample Standard Solution and System Suitability Preparationmentioning

confidence: 99%

“…Both parasites have similar metabolism and they belong to the same family: Trypanosomatidae (order Kinetoplastida) (Teixeira et al, 2012). Despite its effectiveness, the formulators have to overcome its poor aqueous solubility (Grillo et al, 2008) aiming for the development of a new generation of antileismaniasis medicines. In this sense, nano-scale drug delivery systems can enable such medicines.…”

Section: Introductionmentioning

confidence: 99%

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Reverse phase high-performance liquid chromatography for quantification of hydroxymethylnitrofurazone in polymeric nanoparticles

Monteiro

Tavares

Ferreira

et al. 2015

Braz. J. Pharm. Sci.

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Hydroxymethylnitrofurazone (NFOH) is a new compound with potential leishmanicidal and trypanocidal activity. Despite its effectiveness, the formulators have to overcome its poor aqueous solubility. Recently, polymeric nano-scale drug delivery systems have proposed for the treatment of neglected diseases. As several studies have confirmed the advantages of such formulations, and this approach provides new analytical challenges, including the need to detect trace amounts of the drug. A suitable method was developed and validated for NFOH determination bound to poly (n-butylcyanoacrylate) (PBCA) nanoparticles. The chromatographic separation was achieved using a C18 column maintained at 25 ºC and an isocratic mobile phase consisting of water and acetonitrile: 80:20 (v/v) at a flow rate of 1.2 mL min -1 and UV-detection at 265 nm. Investigated validation parameters included selectivity, linearity, accuracy, precision and robustness (changes in column temperature, mobile phase composition and flow). The method was specific, the peak of NFOH had no interference with any nanoparticle excipients and no co-elution with main degradation product (nitrofurazone). Linearity was over the range of 0.94-13.11 μg mL -1 (r 2 =0.999). The method was accurate and precise, recovery of 100.7%, RSD of 0.4%; intra-day and inter-day RSD range 9.98-9.99 μg mL -1 and 0.3% to 0.5%, respectively. Robustness confirmed that method could resist the applied changes. Application of the optimized method revealed an encapsulation efficiency of 64.4% (n=3). Therefore, the method was successfully developed and validated for the determination of the encapsulation efficiency of NFOH-PBCA nanoparticles.Uniterms: Hydroxymethylnitrofurazone/determinação. Nanoparticle. High-performance liquid chromatography/reverse phase/quantitative analysis. Poly(n-butylcyanoacrylate)/nanoparticles/ encapsulation.Hidroximetilnitrofural (NFOH) é um novo composto que possui atividade leishmanicida e tripanomicida potencial. Um método apropriado foi desenvolvido e validado para a determinação de NFOH em nanopartículas de poli(n-butil cianoacrilato) (PBCA). A separação cromatográfica foi obtida usando uma coluna C18 (5 µm de tamanho de partícula, 4,6 mm de diâmetro e 150 mm de comprimento), mantida a 25 °C, fase móvel composta de água e acetonitrila 80:20 (v/v), fluxo de 1,2 mL min -1 e detecção por UV a 265 nm. Investigaram-se os seguintes parâmetros de validação: seletividade, linearidade, exatidão, precisão e robustez (mudanças na temperatura de coluna, proporção da fase móvel e fluxo). O método mostrou-se específico, o pico de NFOH não apresentou interferência dos picos provenientes dos excipientes das nanopartículas e separado do principal produto de degradação (nitrofural). A linearidade foi obtida na faixa de 0,94-13,11 μg mL -1 (r 2 =0,999). O método mostrou exatidão (recuperação de 100,7%, DPR de 0,4 %) e precisão (intra-dia e inter-dia, 9,98-9,99 μg mL -1 e DPR 0,3% a 0,5%, respectivamente). A robustez provou que o método pode resistir às mudanças propostas. Aplica...

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“…Controlled release systems have been extensively used in the food and pharmaceutical industries for active substances including nutrients, drugs and aromas (El Bahri & Taverdet, 2007;Grillo et al, 2008;Mello et al, 2008;Moraes et al, 2010), and there has been a recent increase in their application in medicine (Natarajan et al, 2011;Parajo et al, 2010;Vicente et al, 2010).…”

Section: Introductionmentioning

confidence: 99%

Preparation and Characterization of Polymeric Microparticles Used for Controlled Release of Ametryn Herbicide

Lobo¹,

Aguirre²,

Souza³

et al. 2012

Herbicides - Properties, Synthesis and Control of Weeds

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Study of the interaction between hydroxymethylnitrofurazone and 2-hydroxypropyl-β-cyclodextrin

Cited by 37 publications

References 29 publications

PHYSICOCHEMICAL CHARACTERIZATION AND EVALUATION OF TELMISARTAN: HYDROXYPROPYL-β-CYCLODEXTRIN: TWEEN 80 INCLUSION COMPLEX

PHYSICOCHEMICAL CHARACTERIZATION AND EVALUATION OF TELMISARTAN: HYDROXYPROPYL-β-CYCLODEXTRIN: TWEEN 80 INCLUSION COMPLEX

Reverse phase high-performance liquid chromatography for quantification of hydroxymethylnitrofurazone in polymeric nanoparticles

Preparation and Characterization of Polymeric Microparticles Used for Controlled Release of Ametryn Herbicide

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