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Literature DB >> 30310242

STEREOCONTROLLED SYNTHESIS OF HIV-l PROTEASE INHIBITORS WITH C₂-AXIS OF SYMMETRY.

Arun K Ghosh¹, Sean P McKee¹, Wayne J Thompson¹.

Abstract

An efficient and stereocontrolled synthesis of various C2-symmetric HIV-l protease inhibitors is described, starting from commercially available and inexpensive D-mannitol.

Entities: Chemical

Year: 2001 PMID： 30310242 PMCID： PMC6177228 DOI： 10.1016/S0040-4039(00)93541-X

Source DB: PubMed Journal: Tetrahedron Lett ISSN： 0040-4039 Impact factor: 2.415

11 in total

1. Effect of hydroxyl group configuration in hydroxyethylamine dipeptide isosteres on HIV protease inhibition. Evidence for multiple binding modes.

Authors: D H Rich; C Q Sun; J V Vara Prasad; A Pathiasseril; M V Toth; G R Marshall; M Clare; R A Mueller; K Houseman
Journal: J Med Chem Date: 1991-03 Impact factor: 7.446

2. Three-dimensional structure of aspartyl protease from human immunodeficiency virus HIV-1.

Authors: M A Navia; P M Fitzgerald; B M McKeever; C T Leu; J C Heimbach; W K Herber; I S Sigal; P L Darke; J P Springer
Journal: Nature Date: 1989-02-16 Impact factor: 49.962

3. HTLV-III gag protein is processed in yeast cells by the virus pol-protease.

Authors: R A Kramer; M D Schaber; A M Skalka; K Ganguly; F Wong-Staal; E P Reddy
Journal: Science Date: 1986-03-28 Impact factor: 47.728

4. Diphenylphosphoryl azide. A new convenient reagent for a modified Curtus reaction and for the peptide synthesis.

Authors: T Shioiri; K Ninomiya; S Yamada
Journal: J Am Chem Soc Date: 1972-08-23 Impact factor: 15.419

5. The anhydrides of polyhydric alcohols; derivatives of 1:2-5:6-dianhydro mannitol.

Authors: L F WIGGINS
Journal: J Chem Soc Date: 1946-05

Review 6. Renin inhibitors.

Authors: W J Greenlee
Journal: Med Res Rev Date: 1990 Apr-Jun Impact factor: 12.944

2. Asymmetric dihydroxylation route to a dipeptide isostere of a protease inhibitor: enantioselective synthesis of the core unit of ritonavir.

Authors: Arun K Ghosh; Dongwoo Shin; Packiarajan Mathivanan
Journal: Chem Commun (Camb) Date: 1999 Impact factor: 6.222

2 in total

STEREOCONTROLLED SYNTHESIS OF HIV-l PROTEASE INHIBITORS WITH C₂-AXIS OF SYMMETRY.

1. Effect of hydroxyl group configuration in hydroxyethylamine dipeptide isosteres on HIV protease inhibition. Evidence for multiple binding modes.

2. Three-dimensional structure of aspartyl protease from human immunodeficiency virus HIV-1.

3. HTLV-III gag protein is processed in yeast cells by the virus pol-protease.

4. Diphenylphosphoryl azide. A new convenient reagent for a modified Curtus reaction and for the peptide synthesis.

5. The anhydrides of polyhydric alcohols; derivatives of 1:2-5:6-dianhydro mannitol.

Review 6. Renin inhibitors.

7. Reactions of 2-acyloxyisobutyryl halides with nucleosides. I. Reactions of model diols and of uridine.

8. Active human immunodeficiency virus protease is required for viral infectivity.

9. Isolation of a T-lymphotropic retrovirus from a patient at risk for acquired immune deficiency syndrome (AIDS).

10. Frequent detection and isolation of cytopathic retroviruses (HTLV-III) from patients with AIDS and at risk for AIDS.

1. Asymmetric Aldol Route to Hydroxyethylamine Isostere: Stereoselective Synthesis of the Core Unit of Saquinavir.

2. Asymmetric dihydroxylation route to a dipeptide isostere of a protease inhibitor: enantioselective synthesis of the core unit of ritonavir.