THE SYNTHESIS OF C3-METHYL, C3-DECARBOXY-ZARAGOZIC ACID-A - A POTENT SQUALENE SYNTHASE INHIBITOR

被引：17

作者：

KUO, CH

PLEVYAK, SP

BIFTU, T

PARSONS, WH

BERGER, GD

机构：

[1] Merck Research Laboratories P. O., Rahway, NJ 07065

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 43期

关键词：

D O I：

10.1016/S0040-4039(00)91815-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The tide compound and its C4-pivaloyloxy methyl (POM) ester have been synthesized by converting zaragozic acid A to the kev intermediate of the protected C3-hydroxymethyl compound 6. Subsequent radical deoxygenation via the Barton-McCombie procedure, followed by deprotection, afforded the product 11 (L-703,370). This compound possesses squalene biosynthesis inhibitory potency of 22% at 24 mpk and its C4-POM ester, 12 (L-735,142), exhibits an ED50 of 1.6 mpk in our oral mouse assay.

引用

页码：6863 / 6866

页数：4

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