The Beckmann Rearrangement Applied to Ursolic Acid with Antimalarial Activity in Medicinal Chemistry Studies

被引：8
|
作者：
Dalla-Vechia, Luciana [1 ]
Dassonville-Klimpt, Alexandra [2 ]
Grellier, Philippe [3 ]
Sonnet, Pascal [2 ]
Gosmann, Grace [1 ]
Gnoatto, Simone C. B. [1 ,2 ]
机构：
[1] Univ Fed Rio Grande do Sul, Fac Farm, BR-90610000 Porto Alegre, RS, Brazil
[2] Univ Picardie Jules Verne, Fac Med & Pharm, DMAG, EA 3901, F-80037 Amiens 1, France
[3] Museum Natl Hist Nat, CNRS, Dept RDDM, FRE 3206, F-75231 Paris 05, France
来源：
LETTERS IN ORGANIC CHEMISTRY | 2012年 / 9卷 / 02期
关键词：
Antimalarial; Beckmann rearrangement; Beckmann fragmentation; triterpene; ursolic acid; OLEANOLIC ACID; DERIVATIVES;
D O I：
10.2174/157017812800221708
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The A ring-expanded derivative of ursolic acid and the corresponding fragmentation product were obtained through the Beckmann rearrangement under optimized reaction conditions. A mechanistic approach was taken in order to explain both the specificity of the rearrangement and the fragmentation of the cycle. The intermediates and the final products of the route were evaluated for antimalarial activity.
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收藏
页码：92 / 95
页数：4
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