Syntheses of HIV-protease inhibitors having a peptide moiety which binds to GP120

DOI: 10.1248/cpb.46.697

Source and publish data:

Chemical and Pharmaceutical Bulletin p. 697 - 703 (1998)

Update date:2022-08-03

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Authors:

Asagarasu, Akira

Uchiyama, Taketo

Achiwa, Kazuo

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Article abstract of DOI:10.1248/cpb.46.697

Some HIV-protease inhibitor derivatives having an N- carbomethoxycarbonyl-prolyl-phenylalanine benzyl ester (CPF) moiety as a binding site to gp120 were designed and synthesized. Almost all the compounds bearing CPF on the phenoxyacetyl group showed protease-inhibitory activity. Compounds 25a and 25b, which have the CPF moiety at the ortho- and meta- positions of the phenoxyacetyl group, respectively, had anti-HIV activity, although the others showed only protease-inhibitory activity. These results suggest that 25b binds to gp120 and inhibits HIV protease.

Full text of DOI:10.1248/cpb.46.697

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