教師資料查詢 | 類別: 期刊論文 | 教師: 施增廉 SHIH, TZENGE-LIEN (瀏覽個人網頁)

標題:Expeditious Synthesis of Tri- and Tetrahydroxyazepanes from d-(−)-Quinic Acid as Potent Glycosidase Inhibitors
學年95
學期2
出版(發表)日期2007/05/25
作品名稱Expeditious Synthesis of Tri- and Tetrahydroxyazepanes from d-(−)-Quinic Acid as Potent Glycosidase Inhibitors
作品名稱(其他語言)
著者Shih, Tzenge-lien; Yang, Ru-ying; Li, Shiou-ting; Chiang, Cheng-fan; Lin, Chun-hung
單位淡江大學化學學系
出版者Washington: American Chemical Society
著錄名稱、卷期、頁數Journal of Organic Chemistry 72(11), pp.4258-4261
摘要Several new stereoisomers of 3,4,6-trihydroxyazepanes and 7-hydroxymethyl-3,4,5-trihydroxyazepanes as well as known 3,4,5-trihydroxyazepanes were synthesized as potent glycosidase inhibitors from D-(-)-quinic acid in an efficient manner. The key step employs dihydroxylation of protected chiral 1,4,5-cyclohex-2-enetriols under RuCl3/NaIO4/phosphate buffer (pH 7) condition, followed by reductive amino cyclization. We found the choice of an appropriate protecting group to C1-OH of chiral 1,4,5-cyclohex-2-enetriols would increase the yields of cyclization. The preliminary biological data indicate some of these azepanes possess potent inhibition against alpha-mannosidase and alpha-fucosidase.
關鍵字
語言英文
ISSN1520-6904
期刊性質國外
收錄於SCI;
產學合作
通訊作者Shih, Tzenge-lien; Lin, Chun-hung
審稿制度
國別美國
公開徵稿
出版型式,電子版,紙本
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