173106-33-7Relevant articles and documents
Betulinic acid derivatives: A new class of human immunodeficiency virus type 1 specific inhibitors with a new mode of action
Evers, Michel,Poujade, Christèle,Soler, Fran?oise,Ribeill, Yves,James, Claude,Lelièvre, Yves,Gueguen, Jean-Christophe,Reisdorf, Daniel,Morize, Isabelle,Pauwels, Rudi,De Clercq, Erik,Hénin, Yvette,Bousseau, Anne,Mayaux, Jean-Fran?ois,Le Pecq, Jean-Bernard,Dereu, Norbert
, p. 1056 - 1068 (1996)
A series of ω-undecanoic amides of lup-20(29)-en-28-oic acid derivatives were synthesized and evaluated for activity in CEM 4 and MT-4 cell cultures against human immunodeficiency virus type 1 (HIV-1) strain III(B)/LAI. The potent HIV inhibitors which emerged, compounds 5a, 16a, and 17b, were all derivatives of betulinic acid (3β-hydroxylup-20(29)-en-28-oic acid). No activity was found against HIV-2 strain ROD. Compound 5a showed no inhibition of HIV-1 reverse transcriptase activity with poly(C)·oligo(dG) as template/primer, nor did it inhibit HIV-1 protease. Additional mechanistic studies revealed that this class of compounds interfere with HIV-1 entry in the cells at a postbinding step.