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白藜芦醇、紫檀芪和白皮杉醇糖苷的合成及其抗氧化、抗过敏和神经保护活性。

Synthesis of glycosides of resveratrol, pterostilbene, and piceatannol, and their anti-oxidant, anti-allergic, and neuroprotective activities.

作者信息

Sato Daisuke, Shimizu Nobuyoshi, Shimizu Yoshiko, Akagi Masaaki, Eshita Yuki, Ozaki Shin-ichi, Nakajima Nobuyoshi, Ishihara Kohji, Masuoka Noriyoshi, Hamada Hiroki, Shimoda Kei, Kubota Naoji

机构信息

a Faculty of Medicine, Department of Chemistry , Oita University , Oita , Japan.

出版信息

Biosci Biotechnol Biochem. 2014;78(7):1123-8. doi: 10.1080/09168451.2014.921551. Epub 2014 Jun 9.

DOI:10.1080/09168451.2014.921551
PMID:25229845
Abstract

Resveratrol was glucosylated to its 3- and 4'-β-glucosides by cultured cells of Phytolacca americana. On the other hand, cultured P. americana cells glucosylated pterostilbene to its 4'-β-glucoside. P. americana cells converted piceatannol into its 4'-β-glucoside. The 3- and 4'-β-glucosides of resveratrol were further glucosylated to 3- and 4'-β-maltosides of resveratrol, 4'-β-maltoside of which is a new compound, by cyclodextrin glucanotransferase. Resveratrol 3-β-glucoside and 3-β-maltoside showed low 2,2-diphenyl-1-picrylhydrazyl free-radical-scavenging activity, whereas other glucosides had no radical-scavenging activity. Piceatannol 4'-β-glucoside showed the strongest inhibitory activity among the stilbene glycosides towards histamine release from rat peritoneal mast cells. Pterostilbene 4'-β-glucoside showed high phosphodiesterase inhibitory activity.

摘要

白藜芦醇被美洲商陆培养细胞糖基化为其3 - 和4'-β - 葡萄糖苷。另一方面,美洲商陆培养细胞将紫檀芪糖基化为其4'-β - 葡萄糖苷。美洲商陆细胞将白皮杉醇转化为其4'-β - 葡萄糖苷。白藜芦醇的3 - 和4'-β - 葡萄糖苷通过环糊精葡聚糖转移酶进一步糖基化为白藜芦醇的3 - 和4'-β - 麦芽糖苷,其中4'-β - 麦芽糖苷是一种新化合物。白藜芦醇3 - β - 葡萄糖苷和3 - β - 麦芽糖苷显示出低的2,2 - 二苯基 - 1 - 苦基肼自由基清除活性,而其他葡萄糖苷没有自由基清除活性。白皮杉醇4'-β - 葡萄糖苷在芪糖苷中对大鼠腹膜肥大细胞组胺释放的抑制活性最强。紫檀芪4'-β - 葡萄糖苷显示出高的磷酸二酯酶抑制活性。

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