Interaction of curcumin and bixin with β-cyclodextrin: complexation methods, stability, and applications in food.

This work aimed to compare methods for the formation of complexes of bixin and curcumin with β-cyclodextrin (β-CD) and to evaluate the stability of the complexes formed by these methods and their food applications. The stoichiometric relationship between curcumin and β-CD was 1:2 and that between bixin and β-CD was 1:1. Curcumin-β-CD and bixin-β-CD complexes formed by kneading, coprecipitation, and simple mixing were evaluated by differential scanning calorimetry (DSC), thermogravimetry analysis (TGA), or nuclear magnetic resonance (NMR-H). For both curcumin and bixin, the best method of complexation was coprecipitation. Complexation of colorants with β-CD promoted an intensification of color and increased water solubility; however, stabilization in the presence of light occurred only for bixin. Application of curcumin-β-CD in cheese and yogurt and bixin-β-CD in the curd did not alter the initial characteristics of the products, which were sensorialy well accepted. Therefore, the complexation of these natural colorants with β-CD favors their use in low-fat foods, broadening the field of industrial application.

[1]  S. Petersen,et al.  NMR diffusion as a novel tool for measuring the association constant between cyclodextrin and guest molecules. , 2002, Carbohydrate research.

[2]  L. F. Oliveira,et al.  Resonance Raman investigation and semi-empirical calculation of the natural carotenoid bixin , 1997 .

[3]  A. Z. Mercadante,et al.  EXTRAÇÃO E DETERMINAÇÃO, POR CLAE, DE BIXINA E NORBIXINA EM COLORÍFICOS , 2001 .

[4]  P. Schmidt,et al.  Phase solubility studies of pure (−)-α-bisabolol and camomile essential oil with β-cyclodextrin , 2003 .

[5]  B. S. Dixit,et al.  Natural food colours. , 2000 .

[6]  L. Szente,et al.  Stabilization and Solubilization of Lipophilic Natural Colorants with Cyclodextrins , 1998 .

[7]  Josef Schlatter,et al.  Evaluation of certain food additives and contaminants. , 2013, World Health Organization technical report series.

[8]  D. Tennant,et al.  Survey of usage and estimated intakes of annatto extracts , 2005 .

[9]  M. Scotter Synthesis and chemical characterisation of curcuminoid colouring principles for their potential use as HPLC standards for the determination of curcumin colour in foods , 2009 .

[10]  B. Tang,et al.  Study on the supramolecular interaction of curcumin and beta-cyclodextrin by spectrophotometry and its analytical application. , 2002, Journal of agricultural and food chemistry.

[11]  P. Morin,et al.  Spectrofluorimetric study of eflucimibe-γ-cyclodextrin inclusion complex , 2005 .

[12]  P. Schmidt,et al.  Phase solubility studies of pure (-)-alpha-bisabolol and camomile essential oil with beta-cyclodextrin. , 2003, European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V.

[13]  Z. A. Haiyee,et al.  Characterization of cyclodextrin complexes with turmeric oleoresin , 2009 .

[14]  A. Szczesniak Texture is a sensory property , 2002 .

[15]  K. A. Connors,et al.  Binding Constants: The Measurement of Molecular Complex Stability , 1987 .

[16]  Reinhold Carle,et al.  Conventional and alternative processes for spice production – a review , 2007 .

[17]  M. Másson,et al.  Studies on curcumin and curcuminoids XXXI. Symmetric and asymmetric curcuminoids: stability, activity and complexation with cyclodextrin. , 2007, International journal of pharmaceutics.

[18]  M. Glória,et al.  Influence of post harvest processing conditions on yield and quality of ground turmeric (Curcuma longa L.) , 2002 .

[19]  J. D. Fontana,et al.  Bixin and α-cyclodextrin inclusion complex and stability tests , 2005 .

[20]  Kristin N. Baglole,et al.  Fluorescence enhancement of curcumin upon inclusion into parent and modified cyclodextrins , 2005 .

[21]  Massimo F. Marcone,et al.  Chemical and biological properties of the world's most expensive spice: Saffron , 2010 .

[22]  R. Singhal,et al.  Microencapsulation of black pepper oleoresin , 2006 .

[23]  Daryl Lund,et al.  CONSIDERATIONS IN CALCULATING KINETIC PARAMETERS FROM EXPERIMENTAL DATA , 1985 .