Synthesis of novel HIV-1 protease inhibitors based on carbohydrate scaffolds

Paul V. Murphy; Julie L. O'Brien; Lorraine J. Gorey-Feret; Amos B. Smith

doi:10.1016/S0040-4020(03)00208-4

Synthesis of novel HIV-1 protease inhibitors based on carbohydrate scaffolds

Paul V. Murphy, Julie L. O'Brien, Lorraine J. Gorey-Feret, Amos B. Smith

Research output: Contribution to journal › Article › peer-review

53 Citations (Scopus)

Abstract

The synthesis of peptidomimetic inhibitors of HIV-1 protease based on 6-deoxy-6-amino-β-D-glucopyranoside and 6-deoxy-6-amino-β-D-mannopyranoside scaffolds has been achieved. The inhibitors had IC₅₀ values in the micromolar range. The results provide a platform for the development of more potent carbohydrate based inhibitors of HIV-1 and other aspartic proteases.

Original language	English
Pages (from-to)	2259-2271
Number of pages	13
Journal	Tetrahedron
Volume	59
Issue number	13
DOIs	https://doi.org/10.1016/S0040-4020(03)00208-4
Publication status	Published - 24 Mar 2003
Externally published	Yes

Keywords

Aspartic acid
Carbohydrate based peptidomimetics
HIV-1
Inhibitors

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10.1016/S0040-4020(03)00208-4

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abstract = "The synthesis of peptidomimetic inhibitors of HIV-1 protease based on 6-deoxy-6-amino-β-D-glucopyranoside and 6-deoxy-6-amino-β-D-mannopyranoside scaffolds has been achieved. The inhibitors had IC50 values in the micromolar range. The results provide a platform for the development of more potent carbohydrate based inhibitors of HIV-1 and other aspartic proteases.",

keywords = "Aspartic acid, Carbohydrate based peptidomimetics, HIV-1, Inhibitors",

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AU - O'Brien, Julie L.

AU - Gorey-Feret, Lorraine J.

AU - Smith, Amos B.

PY - 2003/3/24

Y1 - 2003/3/24

N2 - The synthesis of peptidomimetic inhibitors of HIV-1 protease based on 6-deoxy-6-amino-β-D-glucopyranoside and 6-deoxy-6-amino-β-D-mannopyranoside scaffolds has been achieved. The inhibitors had IC50 values in the micromolar range. The results provide a platform for the development of more potent carbohydrate based inhibitors of HIV-1 and other aspartic proteases.

AB - The synthesis of peptidomimetic inhibitors of HIV-1 protease based on 6-deoxy-6-amino-β-D-glucopyranoside and 6-deoxy-6-amino-β-D-mannopyranoside scaffolds has been achieved. The inhibitors had IC50 values in the micromolar range. The results provide a platform for the development of more potent carbohydrate based inhibitors of HIV-1 and other aspartic proteases.

KW - Aspartic acid

KW - Carbohydrate based peptidomimetics

KW - HIV-1

KW - Inhibitors

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U2 - 10.1016/S0040-4020(03)00208-4

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JO - Tetrahedron

JF - Tetrahedron

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ER -

Synthesis of novel HIV-1 protease inhibitors based on carbohydrate scaffolds

Abstract

Keywords

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