Document Detail


Analytical applications of retinoid-cyclodextrin inclusion complexes. 1. Characterization of a retinal-beta-cyclodextrin complex.
MedLine Citation:
PMID:  8817995     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
In studies in these laboratories on the supramolecular chemistry of the retinoids, it has been recently confirmed that inclusion of these substances within the cavity of cyclodextrins protects their excited states, thus improving their photochemical stability. In the present paper, the isolation is described of a crystalline stable complex between retinal and beta-cyclodextrin, which has been characterized by means of several techniques including atomic force microscopy (AFM). The complex shows distinct spectroscopic differences from both retinal and beta-cyclodextrin. Thus, it absorbs at lambda(max) = 380 nm in water whereas retinal is insoluble; it shows room-temperature luminescence, which retinal does not; finally, it give 1H-NMR and 13C-NMR spectra in d6-DMSO with clear differences in chemical shifts with respect to those of beta-cyclodextrin. Besides these studies in solution, the behaviour of the complex in the solid state has been compared with that of physical mixtures of retinal and beta-cyclodextrin. IR spectroscopy shows clear differences, particularly a shift in the retinal carbonyl absorption (1644-1672 cm-1). AFM studies reveal the existence of aggregates; X-ray diffractometry also supports the formation of a cyclodextrin-retinal complex.
Authors:
S Muñoz Botella; M A Martìn; B del Castillo; J C Menéndez; L Vázquez; D A Lerner
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Journal of pharmaceutical and biomedical analysis     Volume:  14     ISSN:  0731-7085     ISO Abbreviation:  J Pharm Biomed Anal     Publication Date:  1996 Jun 
Date Detail:
Created Date:  1997-01-07     Completed Date:  1997-01-07     Revised Date:  2000-12-18    
Medline Journal Info:
Nlm Unique ID:  8309336     Medline TA:  J Pharm Biomed Anal     Country:  ENGLAND    
Other Details:
Languages:  eng     Pagination:  909-15     Citation Subset:  IM    
Affiliation:
Sección Departamental de Química Analítica, Facultade de Farmacia, Universidad Complutense, Madrid, Spain.
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MeSH Terms
Descriptor/Qualifier:
Cyclodextrins / chemistry*
Magnetic Resonance Spectroscopy
Microscopy, Atomic Force
Retinaldehyde / chemistry*
Spectrometry, Fluorescence
Spectrophotometry, Infrared
Spectrophotometry, Ultraviolet
X-Ray Diffraction
Chemical
Reg. No./Substance:
0/Cyclodextrins; 116-31-4/Retinaldehyde

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


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