A PALLADIUM-CATALYZED ROUTE TO HUPERZINE-A AND ITS ANALOGS AND THEIR ANTICHOLINESTERASE ACTIVITY

被引：90

作者：

CAMPIANI, G ^{[1
]}

SUN, LQ ^{[1
]}

KOZIKOWSKI, AP ^{[1
]}

AAGAARD, P ^{[1
]}

MCKINNEY, M ^{[1
]}

机构：

[1] MAYO FDN MED EDUC & RES,NEUROCHEM RES & NEUROPHARMACOL RES,4500 SAN PABLO RD,JACKSONVILLE,FL 32224

来源：

JOURNAL OF ORGANIC CHEMISTRY | 1993年 / 58卷 / 27期

关键词：

D O I：

10.1021/jo00079a008

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Huperzine A is an alkaloid isolated from Huperzia serrata (Thunb.) Trev., a Chinese club moss the extracts of which have been used in Chinese folklore medicine to treat a variety of maladies including memory disorders. Recently, this molecule has attracted widespread attention because of its possible use in the treatment of Alzheimer's disease (AD). We describe herein a palladium-catalyzed bicycloannulation route to this molecule which makes huperzine A available in 40% overall yield. The application of this methodology to seven other huperzine A analogues together with their biological activity in the inhibition of rat cortex acetylcholinesterase (AChE) is detailed herein. None of these new compounds was more potent than the parent structure as AChE inhibitors.

引用

页码：7660 / 7669

页数：10

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