Allobetulin and Its Derivatives: Synthesis and Biological Activity

被引:87
作者
Dehaen, Wim [1 ]
Mashentseva, Anastassiya A. [1 ,2 ]
Seitembetov, Talgat S. [3 ]
机构
[1] Katholieke Univ Leuven, Dept Chem, B-3001 Leuven, Belgium
[2] LN Gumilev Eurasian Natl Univ, Dept Chem, Astana 010008, Kazakhstan
[3] Med Univ Astana, Dept Biochem, Astana 010000, Kazakhstan
关键词
triterpene; allobetulin; rearrangement; biological activity; BETULIN DERIVATIVES; OLEAN-18(19)-ENE DERIVATIVES; OLEANANE TRITERPENOIDS; N-BROMOSUCCINIMIDE; CETONES CYCLIQUES; CRYSTAL-STRUCTURE; GERMANICANE-TYPE; URSOLIC ACID; RING-A; LUPANE;
D O I
10.3390/molecules16032443
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
This review covers the chemistry of allobetulin analogs, including their formation by rearrangement from betulin derivatives, their further derivatisation, their fusion with heterocyclic rings, and any further rearrangements of allobetulin compounds including ring opening, ring contraction and ring expansion reactions. In the last part, the most important biological activities of allobetulin derivatives are listed. One hundred and fifteen references are cited and the relevant literature is covered, starting in 1922 up to the end of 2010.
引用
收藏
页码:2443 / 2466
页数:24
相关论文
共 115 条
[51]   TRITERPENES .59. PREPARATION OF 2-METHYL-3-OXO TRITERPENOIDS OF 18-ALPHA-OLEANANE SERIES AND THE CONFORMATION OF RING-A [J].
KLINOT, J ;
SVETLY, J ;
KUDLACKOVA, D ;
BUDESINSKY, M ;
VYSTRCIL, A .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1979, 44 (01) :211-225
[52]   TRITERPENES .20. PARTICIPATION OF DIMETHYLFORMAMIDE IN ADDITION OF HALOGENS TO DELTA-2 DOUBLE BOND - WAY TO PREPARATION OF BETA-EPOXIDES [J].
KLINOT, J ;
WAISSER, K ;
STREINZ, L ;
VYSTRCIL, A .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1970, 35 (12) :3610-&
[53]  
KLINOT J, 1964, COLLECT CZECH CHEM C, V29, P516
[54]   TRITERPENES .82. A-NOR-DERIVATIVES OF 19-BETA,28-EPOXY-18-ALPHA-OLEANANE - PREPARATION AND STEREOCHEMISTRY [J].
KLINOT, J ;
ROZEN, J ;
KLINOTOVA, E ;
VYSTRCIL, A .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1987, 52 (02) :493-500
[55]   BECKMANNSCHE UMLAGERUNG VON TRITERPEN-3-KETOXIMEN [J].
KLINOT, J ;
VYSTRCIL, A .
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1962, 27 (02) :377-&
[56]  
KLINOT J, 1966, COLLECT CZECH CHEM C, V31, P3174
[57]   Synthesis of quinoxalines fused with triterpenes, ursolic acid and betulin derivatives [J].
Korovin, AV ;
Tkachev, AV .
RUSSIAN CHEMICAL BULLETIN, 2001, 50 (02) :304-310
[58]  
Krasutsky P.A., 2003, PCT Int. Appl. WO, Patent No. 2003062260
[59]  
Krasutsky P.A., 2002, PCT Int. Appl. WO, Patent No. 2002026761
[60]  
Kuznetsova S.A., 2008, Russ. Patent RU, Patent No. 2334759