Chinese herbal medicine is gaining increasing popularity worldwide for health promotion and adjuvant therapy. Thus, selective and efficient analytical methods are required not only for quality assurance but also for authentication of the plant material. Applications of both chromatographic and electrophoretic techniques to the analysis of medicinal plants and Chinese traditional medicine preparations over the last 3 years are outlined in this review. The role of chemical fingerprinting is highlighted and a brief survey of determination of toxic components, natural and synthetic adulterants is also included. Moreover, different sample pretreatment and extraction methods are discussed.
Steroid bufenolides resulting from epoxidation of the 17beta-2-pyrone ring of bufadienolides are rare. Five 20,21-epoxybufenolides, namely, 20S,21-epoxyresibufogenin (1), 20R,21-epoxyresibufogenin (2), 3-O-formyl-20S,21-epoxyresibufogenin (3), 3-O-formyl-20R,21-epoxyresibufogenin (4), and 3-oxo-20S,21-epoxyresibufogenin (5), were isolated from the Chinese toad skin extract drug Ch'an Su. The structures were elucidated by spectroscopic and chemical methods. The configuration at C-20 was assigned by the analysis of difference NOE spectra. The cancer cell (KB and MH-60) growth inhibition by the new 20,21-epoxybufenolides was examined, and 20,21-epoxides 1, 2, and 5 were found to significantly inhibit the leukemia MH-60 cell line.
A new saccharide receptor in protic media has been designed and synthesized. The receptor combines advantages of steroids, which are responsible for saccharide binding, and of the porphyrin moiety acting as a signalling component of the molecule due to changes in UV-vis electronic spectra. The synthesis is based on condensation of steroid aldehyde with pyrrole to form the porphyrin unit with four protected steroid moieties. After deprotection, meso-substituted porphyrin contains 12-hydroxy groups on the steroidal part. The receptor is soluble in aqueous solutions and exhibits high complexation affinity towards saccharides. Because the receptor extensively aggregates in water, most of the experiments were performed in 50% aqueous 2-propanol where aggregation is significantly eliminated. Binding is evidenced by spectral changes in the Soret region of the receptor in UV-vis absorption spectra allowing the evaluation of the binding constants. Additional confirmation of binding is obtained using 1H NMR, Raman and IR spectroscopies and the surface plasmon resonance technique. The receptor exhibits higher selectivity for oligosaccharides over monosaccharide. The results point to the importance of a combination of multiple binding via H-bonding and hydrophobic interactions.
New types of porphyrin derivatives bearing "C-glycoside" moieties, either in 5,10,15,20- or in 5,15-meso-positions, were prepared and fully characterized. The presence of the glycosidic groups imparts to the title macrocycles, besides an amphiphilic character, a clear tendency to form chiral suprastructures upon solvent-driven self-aggregation in different aqueous-organic solvent mixtures. Supra-assembly phenomena, in terms of the size and morphology of the resulting structures, as well as their kinetics of aggregation, were studied by UV-visible, fluorescence, resonance light scattering (RLS), and CD spectroscopy, indicating that the morphology of the aggregates depends strongly on the structure of the porphyrin rings, and on the bulk conditions of aggregation.
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