Synthesis and antiviral activity of C-3(C-28)-substituted 2,3-seco-triterpenoids

被引:5
作者
Tolmacheva, I. A. [1 ]
Igosheva, E. V. [1 ]
Savinova, O. V. [2 ]
Boreko, E. I. [2 ]
Grishko, V. V. [1 ]
机构
[1] Russian Acad Sci, Inst Tech Chem, Ural Branch, Perm 614013, Russia
[2] Minist Hlth Republ Belarus, RSPC Epidemiol & Microbiol, Minsk 220114, BELARUS
关键词
A-seco-triterpenoids; betulin; betulonic acid; allobetulone; beta-amino alcohols; amides; esters; herpes simplex virus type 1 (HSV-1); ANTI-AIDS AGENTS; BIOLOGICAL-ACTIVITY; ACID-DERIVATIVES; BETULINIC ACID; AMIDES; LUPANE;
D O I
10.1007/s10600-014-0821-3
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Amide conjugates with four structural types of beta-amino alcohols were synthesized from 2,3-seco-18 alpha H-oleananoic and 2,3-seco-lupane C-3(C-28) mono- and dicarboxylic acids. Esters were prepared by reaction of C-3-hydroxy derivatives of A-seco-triterpenoids with dicarboxylic acid anhydrides. The antiviral activity of the synthesized compounds was studied against herpes simplex virus type I. The most active amide was 5a (5.7 mu M, MTC/EC50 32.2).
引用
收藏
页码:1050 / 1058
页数:9
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