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

TETRAHEDRON LETTERS

卷:53

Article

Bori, Ibrahim D.¹  Hung, Hsin-Yi¹  Qian, Keduo¹  Chen, Chin-Ho²  Morris-Natschke, Susan L.¹  Lee, Kuo-Hsiung^1,3 

[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

关键词: Betulin;    Betulinic acid;    AZT;    Anti-HIV;    Click chemistry;   

DOI  :  10.1016/j.tetlet.2012.02.022

来源: Elsevier

【 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.

【 授权许可】

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