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J Nat Prod ; 79(4): 1012-23, 2016 Apr 22.
Artigo em Inglês | MEDLINE | ID: mdl-27070079

RESUMO

Five Chinese herbal medicines--matrine, oxymatrine, sophoridine, artemisinin, and dihydroartemisinin--were investigated using vibrational circular dichroism (VCD) experiments and density functional theory calculations to extract their stereochemical information. The three matrine-type alkaloids are available from the dry roots of Sophora flavescens and have long been used in various traditional Chinese herbal medicines to combat diseases such as cancer and cardiac arrhythmia. Artemisinin and the related dihydroartemisinin, discovered in 1979 by Professor Youyou Tu, a 2015 Nobel laureate in medicine, are effective drugs for the treatment of malaria. The VCD measurements were carried out in CDCl3 and DMSO-d6, two solvents with different dielectric constants and hydrogen-bonding characteristics. A "clusters-in-a-liquid" approach was used to model both explicit and implicit solvent effects. The studies show that effectively accounting for solvent effects is critical to using IR and VCD spectroscopy to provide unique spectroscopic features to differentiate the potential stereoisomers of these Chinese herbal medicines.


Assuntos
Alcaloides/química , Artemisininas/química , Medicamentos de Ervas Chinesas/isolamento & purificação , Quinolizinas/química , Sophora/química , Dicroísmo Circular , Medicamentos de Ervas Chinesas/química , Ligação de Hidrogênio , Malária/tratamento farmacológico , Estrutura Molecular , Matrinas
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