Inclusion Complexation Behaviors of 3-Tigloyl-Azadirachtol with β-Cyclodextrin Derivatives

Author(s): Bo Yang, Yong Chen, Jun Lin, Yu Liu

Journal Name: Current Pharmaceutical Analysis

Volume 4 , Issue 3 , 2008


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Abstract:

A series of β-cyclodextrin/3-tigloyl-azdirachtol inclusion complexes were prepared from β-cyclodextrin, heptakis( 2,3,6-tri-O-methyl)-β-cyclodextrin, mono(6-ethylene-diamino-6-deoxy)-β-cyclodextrin and mono(6-diethylenetriamino- 6-deoxy)-β-cyclodextrin with 3-tigloyl-azdirachtol (azadirachtin B, AZ-B) in ca. 90%, and their inclusion complexation behaviors were investigated by means of UV/Vis, 1H NMR and 2D NMR spectroscopy. The results showed that the AZ-B could be efficiently encapsulated in the cyclodextrin cavity in aqueous solution to produce complexes that were more stabilized than free AZ-B. Furthermore, the water solubility of AZ-B was obviously increased to high levels up to 4-6.3 mg/ml (calculated as AZ-B) after inclusion complexation with cyclodextrins. This satisfactory water solubility and high stability of the cyclodextrin – AZ-B complexes will be potentially useful, for their application as biopesticide and herbal medicine or healthcare products. The enhanced binding ability of cyclodextrins toward AZ-B was discussed from the viewpoint of the size/shape – fit concept and multiple recognition mechanism between host and guest.

Keywords: 3-Tigloyl-azadirachtol, Azadirachtin B, %-Cyclodextrin, Inclusion complexation, Supra-molecular chemistry

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Article Details

VOLUME: 4
ISSUE: 3
Year: 2008
Page: [176 - 182]
Pages: 7
DOI: 10.2174/157341208785161272
Price: $65

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