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First Synthesis of Bioactive Diphyllin Glycosides Isolated from Justicia patentiflor Hemsl 被引量:3

First Synthesis of Bioactive Diphyllin Glycosides Isolated from Justicia patentiflor Hemsl
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摘要 The syntheses of three naturally occurring diphyllin glycosides have been achieved. 7-O-β-D-Qtfmovopyranosyldiphyllin (patentiflorin A) and 7-O-β-L-fucopyranosyldiphyllin (patentiflorin B) were synthesized by the glycosylation of diphyllin with peracetylglycosyl bromides under phase transfer catalysis (PTC) conditions. 4"-O-Acetyl-7-O-β-L-fucopyranosyldiphyllin (4"-O-acetyl patentiflorin B) was obtained from patentiflorin B on an orthoesterification-orthoester rearrangement approach. Their ^1H NMR, ^13C NMR and HRMS signals are all consistent with those reported for the natural product. The syntheses of three naturally occurring diphyllin glycosides have been achieved. 7-O-β-D-Qtfmovopyranosyldiphyllin (patentiflorin A) and 7-O-β-L-fucopyranosyldiphyllin (patentiflorin B) were synthesized by the glycosylation of diphyllin with peracetylglycosyl bromides under phase transfer catalysis (PTC) conditions. 4"-O-Acetyl-7-O-β-L-fucopyranosyldiphyllin (4"-O-acetyl patentiflorin B) was obtained from patentiflorin B on an orthoesterification-orthoester rearrangement approach. Their ^1H NMR, ^13C NMR and HRMS signals are all consistent with those reported for the natural product.
作者 赵育 李英霞
出处 《Chinese Journal of Chemistry》 SCIE CAS CSCD 2007年第5期679-682,共4页 中国化学(英文版)
基金 Project supported by the National Natural Science Foundation of China (No. 30400564).
关键词 diphyllin GLYCOSIDE diphyllin glycoside SYNTHESIS phase transfer catalysis diphyllin, glycoside, diphyllin glycoside, synthesis, phase transfer catalysis
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