Study on the interaction of methylene blue with cyclodextrin derivatives by absorption and fluorescence spectroscopy

Zhang, Guomei; Shuang, Shaomin; Dong, Chuan; Pan, Jing-Hao

doi:10.1016/s1386-1425(03)00123-9

Cited by 113 publications

(58 citation statements)

References 18 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…17,18 In addition, the steric hindrance of CD can protect the excited states from quenching processes and enhance the fluorescence efficiency. Titration curves were measured with all investigated cyclodextrins and a typical titration of ZAL with βCD is shown in Figure 2.…”

Section: Resultsmentioning

confidence: 99%

Stability and Structure of Inclusion Complexes of Zaleplon with Natural and Modified Cyclodextrins

Jablan¹,

Weitner²,

Gabričević³

et al. 2011

Croat. Chem. Acta

View full text Add to dashboard Cite

Abstract. The interaction between zaleplon (ZAL) and different cyclodextrins in aqueous solutions was investigated by spectrofluorimetric and phase solubility studies. Stability constants determined by both methods showed that among natural cyclodextrins, β-cyclodextrin (βCD) formed the most stabile complex but its solubilizing efficiency was limited. Among βCD derivatives, the complex stability and solubilisation efficiency decreased in order: randomly methylated-βCD (RAMEB) > sulphobutylether-βCD (SBEβCD ) > hydroxypropyl-βCD (HPβCD). The inclusion complexes of ZAL with βCD and RAMEB were further characterised by 1 H-NMR spectroscopy and the inclusion complex formation was confirmed in both cases. ROESY spectra showed two binding modes between ZAL and βCD which exist simultaneously in the solution. The first binding mode occurs by the inclusion of the phenyl ring of ZAL into the βCD central cavity via the wider rim of the cyclodextrin cone and is dominant. The second one is formed by the inclusion of pyrazolo[1,5-a]pyrimidine ring of ZAL.(doi: 10.5562/cca1800)

show abstract

Section: Resultsmentioning

confidence: 99%

Stability and Structure of Inclusion Complexes of Zaleplon with Natural and Modified Cyclodextrins

Jablan¹,

Weitner²,

Gabričević³

et al. 2011

Croat. Chem. Acta

View full text Add to dashboard Cite

show abstract

“…The characteristic differences between the electronic absorption spectra of monomers, dimers, and higher aggregates have been used to distinguish them. [3][4][5][6][7][8] MB interacts with different materials such as colloids, [8][9][10][11][12] metallic surfaces, [13] silica, [14][15][16] nano-objects, [17,18] polymers, [19] cyclodextrins, [20][21][22] and form complexes with other low-molecular-weight molecules. [22][23][24] Its state of aggregation may change as a consequence of these interactions.…”

Section: Introductionmentioning

confidence: 99%

Binding of Methylene Blue to Polyelectrolytes Containing Sulfonate Groups

Moreno‐Villoslada

Torres

González

et al. 2009

Macro Chemistry & Physics

View full text Add to dashboard Cite

The interaction between methylene blue (MB) and poly(sodium 4‐styrenesulfonate) (PSS), poly(sodium vinylsulfonate) (PVS), and the more hydrophobic poly[sodium 2‐(N‐acrylamido)‐2‐methyl‐propanesulfonate] (PAMPS), is investigated. The main driving forces for the interaction with PSS are supposed to be short‐range aromatic/aromatic interactions, which explain the smaller dissociation constant, the resistance to the cleaving effect of NaCl, and the prevention of MB self‐aggregation around the macromolecules under a moderate excess of the polymer. On the contrary, as a consequence of long‐range interactions, a higher local concentration of MB around PAMPS and, more significantly, around PVS results in MB self‐aggregation that can be quenched in the presence of NaCl.magnified image

show abstract

“…The increase of fluorescence intensity resulted from the increase of fluorescence quantum yield, which came from the increase in electronic density after the Improved Anti-Inflammatory Properties for Naproxen with Cyclodextrin-Grafted Polysaccharides NAP molecules entered the hydrophobic cavities of CDs. [31] It was the hydrophobic cavity of CD that provided a microenvironment of high electronic density for the drug molecule. Similar behaviour in fluorescence spectra has been reported for other related non-steroidal anti-inflammatory drugs after interaction with CD derivatives.…”

Section: Resultsmentioning

confidence: 99%

“…The stability constants (K st ) of these supramolecular adducts were determined from fluorescence data using the modified Benesi-Hildebrand equation (double reciprocal plot): [31] 1…”

Section: Determination Of the Stability Constantsmentioning

confidence: 99%

Improved Anti‐Inflammatory Properties for Naproxen with Cyclodextrin‐Grafted Polysaccharides

Ramírez

Cao

Fragoso

et al. 2006

Macromolecular Bioscience

View full text Add to dashboard Cite

Mannan and carboxymethylcellulose, previously activated by periodate oxidation, were grafted with mono-6-butylenediamino-6-deoxy-beta-cyclodextrin derivatives by reductive alkylation in the presence of sodium borohydride. The formation of supramolecular complexes between these polymers and Naproxen was confirmed by fluorescence spectroscopy. The solubility of the drug was 3.8-4.6 fold increased in the presence of the cyclodextrin-grafted polysaccharides. The in vivo anti-inflammatory property of Naproxen was 1.7 times higher after supramolecular association with beta-cyclodextrin-branched mannan.

show abstract

Study on the interaction of methylene blue with cyclodextrin derivatives by absorption and fluorescence spectroscopy

Cited by 113 publications

References 18 publications

Stability and Structure of Inclusion Complexes of Zaleplon with Natural and Modified Cyclodextrins

Stability and Structure of Inclusion Complexes of Zaleplon with Natural and Modified Cyclodextrins

Binding of Methylene Blue to Polyelectrolytes Containing Sulfonate Groups

Improved Anti‐Inflammatory Properties for Naproxen with Cyclodextrin‐Grafted Polysaccharides

Contact Info

Product

Resources

About