Total synthesis of CRM646-A and -B, two fungal glucuronides with potent heparinase inhibition activities

被引：44

作者：

Wang, P ^{[1
]}

Zhang, ZJ ^{[1
]}

Yu, B ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Bioorgan & Nat Prod Chem, Shanghai 200032, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 70卷 / 22期

关键词：

D O I：

10.1021/jo051384k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

CRM646-A (1) and -B (2), two fungal glucuronides with a dimeric 2,4-dihydroxy-6-alkylbenzoic acid (orcinolp-depside) aglycone showing significant heparinase and telomerase inhibition activities, were synthesized for the first time. The successful approach involved construction of the phenol glucuronidic linkage, via coupling of the orsellinate derivative 27 with glucuronate bromide 7, before assembly of the phenolic ester linkage in the depside aglycone. Attempts via direct glycosylation of the depside aglycone derivatives were not successful.

引用

页码：8884 / 8889

页数：6

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