Relative and Absolute Configuration of Versipelostatin, a Down-Regulator of Molecular Chaperone GRP78 Expression

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• 作者：Hae-Ryong Park ; Shuhei Chijiwa ; Kazuo Furihata ; Yoichi Hayakawa ; Kazuo Shin-ya
• 刊名：Organic Letters
• 出版年：2007
• 出版时间：April 12, 2007
• 年：2007
• 卷：9
• 期：8
• 页码：1457 - 1460
• 全文大小：84K
• 年卷期：v.9,no.8(April 12, 2007)
• ISSN：1523-7052

文摘

Versipelostatin is the first compound which specifically inhibits the expression of GRP78 and the resultant robust cell death under stressconditions, in contrast to the weak cytotoxicity under normal conditions. Versipelostatin consists of a macrocyclic aglycone with an -acyltetronicacid and three sugar moieties. The relative and absolute configuration of the aglycone moiety was established to be 4S, 5S, 6R, 9S, 10S, 13S,16R, 18R, 19R, 20R, 24R, 27R, and 29S utilizing NMR techniques.