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Chem Pharm Bull (Tokyo) ; 67(9): 935-939, 2019.
Artigo em Inglês | MEDLINE | ID: mdl-31474732

RESUMO

Chafuroside A and chafuroside B are flavone C-glycosides isolated from oolong tea leaves. They have a number of beneficial pharmacological activities related to antiinflammation at various concentrations. However, no crystallographic study of chafurosides has yet been reported. In the present study, the crystal structures of chafuroside A and chafuroside B were investigated using single-crystal X-ray diffraction. The asymmetric unit of the chafuroside A crystal consists of one chafuroside A and two water molecules, and that of chafuroside B contains one chafuroside B and one water molecule. The flavone moiety of chafuroside A is curved, i.e., the angle between the best-fit planes of the chromene and phenyl rings is 18.9°, whereas the chafuroside B flavone moiety is relatively flat. A comparison of the curvatures of the flavone moieties of various C-glycosides showed that the curvature of chafuroside A is significantly larger than those of the others. This structural feature might contribute to the differences between the strengths of the pharmacological activities of chafurosides A and B.


Assuntos
Flavonas/química , Glicosídeos/química , Compostos Heterocíclicos de 4 ou mais Anéis/química , Chá/química , Camellia sinensis/química , Camellia sinensis/metabolismo , Cristalografia por Raios X , Conformação Molecular , Folhas de Planta/química , Folhas de Planta/metabolismo
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