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[PMID]: | 28599241 |
[Au] Autor: | De Freitas L; Jimenez D; Pimentel S; Mitaine-Offer AC; Pouységu L; Quideau S; Paululat T; Gonzalez-Mujica F; Rojas LB; Rodríguez M; Lacaille-Dubois MA |
[Ad] Endereço: | Laboratoire de Pharmacognosie, PEPITE EA 4267, UFR des Sciences de Santé, Université de Bourgogne Franche-Comté, 7, Bd. Jeanne d'Arc, BP 87900, F-21079 Dijon Cedex, France; Laboratorio de Productos Naturales, Escuela de Química, Facultad de Ciencias, Universidad Central de Venezuela, Caracas 47102, |
[Ti] Título: | Triterpene saponins from Billia rosea. |
[So] Source: | Phytochemistry;141:105-113, 2017 Sep. | [Is] ISSN: | 1873-3700 |
[Cp] País de publicação: | England |
[La] Idioma: | eng |
[Ab] Resumo: | Five previously undescribed triterpene saponins, billiosides A-E, and a known analogue, were isolated from the seeds of Billia rosea (Planch. & Linden) C. Ulloa & P. Jørg. Their structures were elucidated on the basis of extensive 1D and 2D NMR experiments ( H, C, DEPT, COSY, TOCSY, NOESY, ROESY, HSQC, and HMBC) and mass spectrometry as (3ß,21ß,22α)-3-[(2-O-ß-D-glucopyranosyl-O-[α-L-arabinopyranosyl-(1 → 4)]-ß-D-glucopyranosyl)oxy]-21-[((2E,6S)-2,6-dimethyl-6-hydroxyocta-2,7-dienoyl)oxy]-22-(acetyloxy)-24-hydroxyolean-12-en-28-oic acid, (3ß,21ß,22α)-3-[(2-O-ß-D-galactopyranosyl-ß-D-glucopyranosyl)oxy]-21,22-dihydroxyolean-12-en-28-yl O-α-L-arabinopyranosyl-(1 → 4)-ß-D-glucopyranoside, (3ß,21ß,22α)-3-[(2-O-ß-D-galactopyranosyl-O-[α-L-arabinopyranosyl-(1 → 4)]-ß-D-xylopyranosyl)oxy]-21,22-dihydroxyolean-12-en-28-yl O-ß-D-glucopyranoside, (3ß,21ß,22α)-3-[(2-O-ß-D-galactopyranosyl-O-[α-L-arabinopyranosyl-(1 → 4)]-ß-D-glucopyranosyl)oxy]-21,22-dihydroxyolean-12-en-28-yl O-ß-D-glucopyranoside, (3ß,21ß,22α)-3-[(2-O-ß-D-galactopyranosyl-O-[α-L-arabinopyranosyl-(1 → 4)]-ß-D-glucopyranosyl)oxy]-21,22-dihydroxyolean-12-en-28-yl O-ß-D-glucopyranosyl-(1 → 6)-ß-D-glucopyranoside, and dipteroside A. Billiosides B and C exhibited moderate effects when tested as hepatic glucose-6-phosphatase inhibitors and as glucose intestinal absorption inhibitors, using in situ rat intestinal segments. |
[Mh] Termos MeSH primário: |
Hippocastanaceae/química Intestinos/efeitos dos fármacos Saponinas/farmacologia Triterpenos/farmacologia
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[Mh] Termos MeSH secundário: |
Animais Glucose/metabolismo Hipoglicemiantes/isolamento & purificação Hipoglicemiantes/farmacologia Absorção Intestinal/efeitos dos fármacos Microssomos Hepáticos/efeitos dos fármacos Estrutura Molecular Ratos Saponinas/isolamento & purificação Sementes/química Triterpenos/isolamento & purificação
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[Pt] Tipo de publicação: | JOURNAL ARTICLE |
[Nm] Nome de substância:
| 0 (Hypoglycemic Agents); 0 (Saponins); 0 (Triterpenes); IY9XDZ35W2 (Glucose) |
[Em] Mês de entrada: | 1707 |
[Cu] Atualização por classe: | 170721 |
[Lr] Data última revisão:
| 170721 |
[Sb] Subgrupo de revista: | IM |
[Da] Data de entrada para processamento: | 170610 |
[St] Status: | MEDLINE |
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