Literature DB >> 30386001

2,5-Anhydro sugar diacid and 2,5-anhydro sugar diamine based C 2 symmetric peptidomimetics as potential HIV-1 protease inhibitors.

T K Chakraborty1, Subhash Ghosh1, M H V Ramana Rao1, A C Kunwar1, H Cho2, A K Ghosh2.   

Abstract

Conformationally constrained molecular frameworks of the 2,5-anhydro sugar diacid (9) and 2,5-anhydro sugar diamines (10, 11) were used to construct architecturally beautiful novel C 2 symmetric peptidomimetics 1-8. Although none of these compounds showed any significant HIV-1 protease inhibitory activity, further refinements in design may lead to protease inhibitors based on these rigid carbohydrate-derived scaffolds.

Entities:  

Year:  2000        PMID： 30386001      PMCID： PMC6207206          DOI： 10.1016/S0040-4039(00)01803-7

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


  13 in total

Review 1.  Protease inhibitors: current status and future prospects.

Authors:  D Leung; G Abbenante; D P Fairlie
Journal:  J Med Chem       Date:  2000-02-10       Impact factor: 7.446

2.  Stereoselective Synthesis of HIV-1 Protease Inhibitor, DMP 323.

Authors:  Michael E. Pierce; Gregory D. Harris; Qamrul Islam; Lilian A. Radesca; Louis Storace; Robert E. Waltermire; Ed Wat; Prabhakar K. Jadhav; George C. Emmett
Journal:  J Org Chem       Date:  1996-01-26       Impact factor: 4.354

Review 3.  Recent developments in HIV protease inhibitor therapy.

Authors:  A Molla; G R Granneman; E Sun; D J Kempf
Journal:  Antiviral Res       Date:  1998-07       Impact factor: 5.970

Review 4.  Combinatorial synthesis of carbohydrates.

Authors:  F Schweizer; O Hindsgaul
Journal:  Curr Opin Chem Biol       Date:  1999-06       Impact factor: 8.822

5.  Carbohydrates and glycoconjugates.

Authors:  K Drickamer; R A Dwek
Journal:  Curr Opin Struct Biol       Date:  1995-10       Impact factor: 6.809

Review 6.  Design of symmetry-based, peptidomimetic inhibitors of human immunodeficiency virus protease.

Authors:  D J Kempf
Journal:  Methods Enzymol       Date:  1994       Impact factor: 1.600

7.  Synthesis and conformational studies of peptidomimetics containing furanoid sugar amino acids and a sugar diacid.

Authors:  T K Chakraborty; S Ghosh; S Jayaprakash; J A Sarma; V Ravikanth; P V Diwan; R Nagaraj; A C Kunwar; J A Sharma
Journal:  J Org Chem       Date:  2000-10-06       Impact factor: 4.354

8.  A simple, continuous fluorometric assay for HIV protease.

Authors:  M V Toth; G R Marshall
Journal:  Int J Pept Protein Res       Date:  1990-12

9.  Rational design of potent, bioavailable, nonpeptide cyclic ureas as HIV protease inhibitors.

Authors:  P Y Lam; P K Jadhav; C J Eyermann; C N Hodge; Y Ru; L T Bacheler; J L Meek; M J Otto; M M Rayner; Y N Wong
Journal:  Science       Date:  1994-01-21       Impact factor: 47.728

10.  Design and synthesis of new potent C2-symmetric HIV-1 protease inhibitors. Use of L-mannaric acid as a peptidomimetic scaffold.

Authors:  M Alterman; M Björsne; A Mühlman; B Classon; I Kvarnström; H Danielson; P O Markgren; U Nillroth; T Unge; A Hallberg; B Samuelsson
Journal:  J Med Chem       Date:  1998-09-24       Impact factor: 7.446
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