Fluorescence enhancement of curcumin upon inclusion into parent and modified cyclodextrins

Baglole, Kristin N.; Boland, Patricia; Wagner, Brian D.

doi:10.1016/j.jphotochem.2005.04.002

Cited by 160 publications

(107 citation statements)

References 28 publications

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“…At the end of 12 h, 16.12%, 97.82%, and 68.75% of curcumin was released from pure curcumin, HPβCD complex, and MβCD complex, respectively. Increased solubility with these CD derivatives has been reported to be attributed to the fact that during chemical manipulation there is conversion to amorphous mixture of isomeric derivatives (27). The improvement of dissolution rate obtained with inclusion complexes could also be due to drug wettability and formation of readily soluble complexes in the dissolution medium.…”

Section: Dissolution Studiesmentioning

confidence: 99%

“…In case of HPβCD drug complexes, all the prominent peaks of curcumin had disappeared in the inclusion complex; the disappearance of the thermal features of the drug indicated that the drug may have been included within the cyclodextrin cavity replacing water molecules (28) and a true complex was formed at 1:2 M in the solid state (27), which is shown in Fig. 6.…”

Section: Dsc Studiesmentioning

confidence: 99%

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Effect of Cyclodextrin Complexation of Curcumin on its Solubility and Antiangiogenic and Anti-inflammatory Activity in Rat Colitis Model

et al. 2009

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Abstract. The purpose of the study was to prepare and evaluate the anti-inflammatory activity of cyclodextrin (CD) complex of curcumin for the treatment of inflammatory bowel disease (IBD) in colitisinduced rat model. Inclusion complexes of curcumin were prepared by common solvent and kneading methods. These complexes were further evaluated for increase in solubility of poorly soluble curcumin. The inclusion complexes were characterized for enhancement in solubility, in vitro dissolution, surface morphology, infrared, differential scanning calorimetry, and X-ray studies. Solubility, phase solubility, and in vitro dissolution studies showed that curcumin has higher affinity for hydroxypropyl-β-CD (HPβCD) than other CDs. HPβCD complex of curcumin was further investigated for its antiangiogenic and anti-inflammatory activity using chick embryo and rat colitis model. HPβCD complex of curcumin proved to be a potent angioinhibitory compound, as demonstrated by inhibition of angiogenesis in chorioallantoic membrane assay. Curcumin-and HPβCD-treated rats showed a faster weight gain compared to dextran sulfate solution (DSS) controls. Whole colon length appeared to be significantly longer in HPβCD-treated rats than pure curcumin and DSS controls. An additional finding in the DSStreated rats was the predominance of eosinophils in the chronic cell infiltrate. Decreased mast cell numbers in the mucosa of the colon of CD of curcumin-and pure-curcumin-treated rats was observed. This study concluded that the degree of colitis caused by administration of DSS was significantly attenuated by CD of curcumin. Being a nontoxic natural dietary product, curcumin could be useful in the therapeutic strategy for IBD patients.

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Section: Dissolution Studiesmentioning

confidence: 99%

Section: Dsc Studiesmentioning

confidence: 99%

Effect of Cyclodextrin Complexation of Curcumin on its Solubility and Antiangiogenic and Anti-inflammatory Activity in Rat Colitis Model

et al. 2009

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“…The main purpose of increasing solubilization efficiency over plain CU had been served by synthesizing the complexes (Maiti et al, 2007). Increased solubility of CU with these complexes had been reported to the fact that during chemical treatment there is exchange to amorphous mixture of isomeric derivatives (Baglole et al, 2005). Drug contents of CU in the CU-PC-C and CU-HSPC-C, as estimated by HPLC, were found to be 99.21 ± 0.054 % (w/w) and 98.11 ± 0.032% (w/w), respectively.…”

Section: Discussionmentioning

confidence: 99%

Development, characterization and toxicological evaluations of phospholipids complexes of curcumin for effective drug delivery in cancer chemotherapy

et al. 2014

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The purpose of this study was to prepare and characterize the complexes between curcumin (CU) phosphatidylcholine (PC) and hydrogenated soya phosphatidylcholine (HSPC) and to evaluate their anticancer activity. These CU-PC and CU-HSPC complexes (CU-PC-C and CU-HSPC-C) were evaluated for various physical parameters like Fourier transform infrared spectroscopy, melting point, solubility, scanning electron microscopy and the in vitro drug release study. These data confirmed the formation of phospholipids complexes. The in vitro hemolysis study showed that the complex was non-hemolytic. The anti-cancer potential of the complexes was demonstrated by 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide assay in MCF-7 cell line. This increase may be due to the amphiphilic nature of the complexes, which significantly enhances the water and lipid solubility of the CU. Unlike the free CU (which showed a total of only 90% drug release at the end of 8 h), complex showed around 40-60% release at the end of 8 h in dissolution studies. It showed that (when given in equimolar doses) complexes have significantly decreased the amount of CU available for absorption as compared with CU-free drug. Both CU-PC-C and CU-HSPC-C were found to be non-toxic at the dose equivalent to 2000 mg/kg of body weight of CU in the toxicity study. Acute and subacute toxicity studies confirmed the oral safety of the formulation. A series of genotoxicity studies was conducted, which revealed the non-genotoxicity potential of the developed complexes. Thus, it can be concluded that the phospholipid complexes of CU may be a promising candidate in cancer therapy.

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“…The stoichiometry of the complex is given by the number of G and H molecules contained in the supramolecular complex, the general notation being G n H m ; the most common stoichiometry is 1:1 (GH), implying the inclusion of a single guest molecule, but other stoichiometries like G 1 H 2 , G 2 H 1 , G 2 H 2 , G 1 H 3 , G 3 H 1 , etc., can be encountered as well (Baglole et al, 2005;De Azevedo et al, 2000;Ge et al, 2011;Sancho et al, 2011;Shen et al, 1998) and some of them will be further discussed from a structural point of view. As the formation of the G 1 H 2 complex can be the result of two successive equilibriums, the simultaneous presence of 1:1 and 1:2 complexes is also frequently mentioned.…”

Section: The Stoichiometrymentioning

confidence: 94%

The Determination of the Stoichiometry of Cyclodextrin Inclusion Complexes by Spectral Methods: Possibilities and Limitations

Tablet¹,

Matei²,

Hillebrand³

2012

Stoichiometry and Research - The Importance of Quantity in Biomedicine

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Fluorescence enhancement of curcumin upon inclusion into parent and modified cyclodextrins

Cited by 160 publications

References 28 publications

Effect of Cyclodextrin Complexation of Curcumin on its Solubility and Antiangiogenic and Anti-inflammatory Activity in Rat Colitis Model

Effect of Cyclodextrin Complexation of Curcumin on its Solubility and Antiangiogenic and Anti-inflammatory Activity in Rat Colitis Model

Development, characterization and toxicological evaluations of phospholipids complexes of curcumin for effective drug delivery in cancer chemotherapy

The Determination of the Stoichiometry of Cyclodextrin Inclusion Complexes by Spectral Methods: Possibilities and Limitations

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