Anti-AIDS agents 88. Anti-HIV conjugates of betulin and betulinic acid with AZT prepared via click chemistry

被引：71
|
作者：
Bori, Ibrahim D. [1 ]
Hung, Hsin-Yi [1 ]
Qian, Keduo [1 ]
Chen, Chin-Ho [2 ]
Morris-Natschke, Susan L. [1 ]
Lee, Kuo-Hsiung [1 ,3 ]
机构：
[1] Univ N Carolina, UNC Eshelman Sch Pharm, Nat Prod Res Labs, Chapel Hill, NC 27599 USA
[2] Duke Univ, Med Ctr, Dept Surg, Durham, NC 27710 USA
[3] China Med Univ & Hosp, Chinese Med Res & Dev Ctr, Taichung 401, Taiwan
来源：
TETRAHEDRON LETTERS | 2012年 / 53卷 / 15期
关键词：
Betulin; Betulinic acid; AZT; Anti-HIV; Click chemistry; INHIBITOR; BEVIRIMAT; SAFETY; PHARMACOKINETICS; DERIVATIVES; MATURATION; PA-457;
D O I：
10.1016/j.tetlet.2012.02.022
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
In the present study, a new strategy to link AZT with betulin/betulinic acid (BA) by click chemistry was designed and achieved. This conjugation via a triazole linkage offers a new direction for the modification of anti-HIV triterpenes. Click chemistry provides an easy and productive way for linking two molecules, even when one of them is a large natural product. Among the newly synthesized conjugates, compounds 15 and 16 showed potent anti-HIV activity with EC50 values of 0.067 and 0.10 mu M, respectively, which are comparable to that of AZT (EC50: 0.10 mu M) in the same assay. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1987 / 1989
页数：3
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