Kikuzaki Hiroe, Miyajima Yoshiko, Nakatani Nobuji
Division of Food and Health Sciences, Graduate School of Human Life Science, Osaka City University, Sumiyoshi, Osaka, Japan.
J Nat Prod. 2008 May;71(5):861-5. doi: 10.1021/np0705615. Epub 2008 Mar 4.
Four new phenolic glycosides, (2-hydroxy-3-methoxy-5-allyl)phenyl beta- d-(6-O-E-sinapoyl)glucopyranoside (1), (1' R,5' R)-5-(5-carboxymethyl-2-oxocyclopentyl)-3 Z-pentenyl beta-D-(6-O-galloyl)glucopyranoside (2), (S)-alpha-terpinyl [alpha-L-(2-O-galloyl)arabinofuranosyl]-(1-->6)-beta-D-glucopyranoside (3), and (R)-alpha-terpinyl [alpha-L-(2-O-galloyl)arabinofuranosyl]-(1-->6)-beta-D-glucopyranoside (4), were isolated from the berries of Pimenta dioica together with eight known flavonoids. The structures of 1-4 were elucidated on the basis of MS and NMR data and enzymatic hydrolysis. All four glycosides showed radical-scavenging activity against 1,1-diphenyl-2-picrylhydrazyl (DPPH) radicals.
从多香果的浆果中分离出四种新的酚苷,即(2-羟基-3-甲氧基-5-烯丙基)苯基β-D-(6-O-E-芥子酰基)吡喃葡萄糖苷(1)、(1'R,5'R)-5-(5-羧甲基-2-氧代环戊基)-3Z-戊烯基β-D-(6-O-没食子酰基)吡喃葡萄糖苷(2)、(S)-α-萜品基[α-L-(2-O-没食子酰基)阿拉伯呋喃糖基]-(1→6)-β-D-吡喃葡萄糖苷(3)和(R)-α-萜品基[α-L-(2-O-没食子酰基)阿拉伯呋喃糖基]-(1→6)-β-D-吡喃葡萄糖苷(4),同时还分离出八种已知的黄酮类化合物。根据质谱和核磁共振数据以及酶促水解对1-4的结构进行了阐明。所有四种苷对1,1-二苯基-2-苦基肼基(DPPH)自由基均表现出自由基清除活性。