We describe the asymmetric total synthesis of a trifluoromethyl (Tfm) analogue of the aspartate protease inhibitor pepstatin incorporating two γ-Tfm-γ-amino-β-hydroxybutyric acid (γ-Tfm-GABOB) units instead of the natural statine units. The title compound as well as several Tfm-substituted precursors were tested as inhibitors of HIV-1 protease and Gelatinase B (MMP-9).
Total synthesis of a pepstatin analog incorporating two trifluoromethyl hydroxymethylene isosteres (Tfm-GABOB) and evaluation of Tfm-GABOB containing peptides as inhibitors of HIV-1 protease and MMP-9 / C. Pesenti, A. Arnone, S. Bellosta, P. Bravo, M. Canavesi, E. Corradi, M. Frigerio, S.V. Meille, M. Monetti, W. Panzeri, F. Viani, R. Venturini, M. Zanda. - In: TETRAHEDRON. - ISSN 0040-4020. - 57:30(2001), pp. 6511-6522. [10.1016/S0040-4020(01)00543-9]
Total synthesis of a pepstatin analog incorporating two trifluoromethyl hydroxymethylene isosteres (Tfm-GABOB) and evaluation of Tfm-GABOB containing peptides as inhibitors of HIV-1 protease and MMP-9
C. Pesenti;A. Arnone;S. Bellosta;
2001
Abstract
We describe the asymmetric total synthesis of a trifluoromethyl (Tfm) analogue of the aspartate protease inhibitor pepstatin incorporating two γ-Tfm-γ-amino-β-hydroxybutyric acid (γ-Tfm-GABOB) units instead of the natural statine units. The title compound as well as several Tfm-substituted precursors were tested as inhibitors of HIV-1 protease and Gelatinase B (MMP-9).
| File | Dimensione | Formato | |
|---|---|---|---|
|
1-s2.0-S0040402001005439-main.pdf
accesso riservato
Tipologia:
Publisher's version/PDF
Dimensione
281.81 kB
Formato
Adobe PDF
|
281.81 kB | Adobe PDF | Visualizza/Apri Richiedi una copia |
Pubblicazioni consigliate
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
