Small hydroxyethylene-based peptidomimetics inhibiting both HIV-1 and C. albicans aspartic proteases

A Tossi, F Benedetti, S Norbedo, D Skrbec…

Index: Tossi, Alessandro; Benedetti, Fabio; Norbedo, Stefano; Skrbec, Damiano; Berti, Federico; Romeo, Domenico Bioorganic and Medicinal Chemistry, 2003 , vol. 11, # 22 p. 4719 - 4727

Full Text: HTML

Citation Number: 33

Abstract

We have extended a highly flexible method for rapidly assembling aspartic protease inhibitors to produce symmetric and asymmetric monohydroxyethylene peptidomimetics. This method is based on the prior synthesis of the central non-cleavable peptide-bond isostere [NH2–P1ψP1′–NH2; ψ= hydroxyethylene isostere, HNCH (Bz) CHOHCH2CH (Bz) NH], with the possibility of accurately controlling its stereochemistry (S, S, S or S, R, S), ...

Related Articles:

Synthesis and biological activity of potent HIV-1 protease inhibitors based on Phe-Pro dihydroxyethylene isosteres

[Benedetti, Fabio; Berti, Federico; Budal, Sara; Campaner, Pietro; Dinon, Francesca; Tossi, Alessandro; Argirova, Radka; Genova, Petia; Atanassov, Vasil; Hinkov, Anton Journal of Medicinal Chemistry, 2012 , vol. 55, # 8 p. 3900 - 3910]

Stereoselective synthesis of a novel pseudopeptide hapten for the generation of hydrolytic catalytic antibodies

[Rodriguez, Ana Chiva; Ramos, Anna Pico; Hawkes, Geoffrey E.; Berti, Federico; Resmini, Marina Tetrahedron Asymmetry, 2004 , vol. 15, # 12 p. 1847 - 1855]

Synthesis of novel keto-ACE analogues as domain-selective angiotensin I-converting enzyme inhibitors

[Nchinda, Aloysius T.; Chibale, Kelly; Redelinghuys, Pierre; Sturrock, Edward D. Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 17 p. 4612 - 4615]

Synthesis of novel keto-ACE analogues as domain-selective angiotensin I-converting enzyme inhibitors

[Nchinda, Aloysius T.; Chibale, Kelly; Redelinghuys, Pierre; Sturrock, Edward D. Bioorganic and Medicinal Chemistry Letters, 2006 , vol. 16, # 17 p. 4612 - 4615]

More Articles...