Host–guest interaction between brazilin and hydroxypropyl-β-cyclodextrin: Preparation, inclusion mode, molecular modelling and characterization. (March 2018)

• Record Type: Journal Article
• Authors: Yang, Li-Juan; Chang, Qing; Zhou, Shu-Ya; Yang, Yun-Han; Xia, Fu-Ting; Chen, Wen; Li, Minyan; Yang, Xiao-Dong
• Is Part Of: Dyes and pigments. Volume 150(2018)
• Page Start: 193
• Page End: 201
• Publication Date: 2018-03
• Subjects: Brazilin -- Hydroxypropyl-β-cyclodextrin -- Inclusion mode -- Molecular modelling -- Characterization; Dyes and dyeing -- Periodicals; Pigments -- Periodicals; 667.2
• DOI: 10.1016/j.dyepig.2017.12.010
• Languages: English
• ISSNs: 0143-7208

Abstract

Abstract: Brazilin, the major constituent from the heartwood of Caesalpinia sappan, has been widely used as a natural red color dye or food ingredient and drug. However, the application of brazilin is greatly restricted by its low stability. In this study, the preparation, characterization, inclusion mode, stability and solubility of brazilin with hydroxypropyl-β-cyclodextrin (HPβCD) were studied for the first time in both the solid state and solution by means of XRD, DSC, SEM, 1 H and 2D NMR and UV–vis spectroscopy. The molecular modelling demonstrated the most stable inclusion model of brazilin/HPβCD complex. The results illustrated that the stability of brazilin were improved in the inclusion complex with HPβCD. This satisfactory characterization and stability of the brazilin/HPβCD complex should be possibly useful for its utilization as dye, food or drug. Graphical abstract: Highlights: A novel brazilin/HPβCD inclusion complex was prepared. The inclusion behavior and characterization of brazilin with HPβCD were investigated. The molecular modelling demonstrated the most stable inclusion model. The brazilin/CD complex is more stable than free brazilin. The brazilin/CD complex will be potentially useful for its dye and medical application.