BIOMAT Database Logo BIOMAT Database Logo

Lysine sulfonamides as novel HIV-protease inhibitors: Nepsilon-acyl aromatic alpha-amino acids. 2006

Brent R Stranix, and Jean-François Lavallée, and Guy Sévigny, and Jocelyn Yelle, and Valérie Perron, and Nicholas LeBerre, and Dominik Herbart, and Jinzi J Wu
Ambrilia Biopharma Inc., 1000 chemin du Golf, Verdun, QC, Canada H3E 1H4. bstranix@ambrilia.com

A series of lysine sulfonamide analogues bearing Nepsilon-acyl aromatic amino acids were synthesized using an efficient synthetic route. Evaluation of these novel protease inhibitors revealed compounds with high potency against wild-type and multiple-protease inhibitor-resistant HIV viruses.

UI MeSH Term Description Entries
D008239 Lysine An essential amino acid. It is often added to animal feed. Enisyl,L-Lysine,Lysine Acetate,Lysine Hydrochloride,Acetate, Lysine,L Lysine
D008826 Microbial Sensitivity Tests Any tests that demonstrate the relative efficacy of different chemotherapeutic agents against specific microorganisms (i.e., bacteria, fungi, viruses). Bacterial Sensitivity Tests,Drug Sensitivity Assay, Microbial,Minimum Inhibitory Concentration,Antibacterial Susceptibility Breakpoint Determination,Antibiogram,Antimicrobial Susceptibility Breakpoint Determination,Bacterial Sensitivity Test,Breakpoint Determination, Antibacterial Susceptibility,Breakpoint Determination, Antimicrobial Susceptibility,Fungal Drug Sensitivity Tests,Fungus Drug Sensitivity Tests,Sensitivity Test, Bacterial,Sensitivity Tests, Bacterial,Test, Bacterial Sensitivity,Tests, Bacterial Sensitivity,Viral Drug Sensitivity Tests,Virus Drug Sensitivity Tests,Antibiograms,Concentration, Minimum Inhibitory,Concentrations, Minimum Inhibitory,Inhibitory Concentration, Minimum,Inhibitory Concentrations, Minimum,Microbial Sensitivity Test,Minimum Inhibitory Concentrations,Sensitivity Test, Microbial,Sensitivity Tests, Microbial,Test, Microbial Sensitivity,Tests, Microbial Sensitivity
D002460 Cell Line Established cell cultures that have the potential to propagate indefinitely. Cell Lines,Line, Cell,Lines, Cell
D004353 Drug Evaluation, Preclinical Preclinical testing of drugs in experimental animals or in vitro for their biological and toxic effects and potential clinical applications. Drug Screening,Evaluation Studies, Drug, Pre-Clinical,Drug Evaluation Studies, Preclinical,Drug Evaluations, Preclinical,Evaluation Studies, Drug, Preclinical,Evaluation, Preclinical Drug,Evaluations, Preclinical Drug,Medicinal Plants Testing, Preclinical,Preclinical Drug Evaluation,Preclinical Drug Evaluations,Drug Screenings,Screening, Drug,Screenings, Drug
D006678 HIV Human immunodeficiency virus. A non-taxonomic and historical term referring to any of two species, specifically HIV-1 and/or HIV-2. Prior to 1986, this was called human T-lymphotropic virus type III/lymphadenopathy-associated virus (HTLV-III/LAV). From 1986-1990, it was an official species called HIV. Since 1991, HIV was no longer considered an official species name; the two species were designated HIV-1 and HIV-2. AIDS Virus,HTLV-III,Human Immunodeficiency Viruses,Human T-Cell Lymphotropic Virus Type III,Human T-Lymphotropic Virus Type III,LAV-HTLV-III,Lymphadenopathy-Associated Virus,Acquired Immune Deficiency Syndrome Virus,Acquired Immunodeficiency Syndrome Virus,Human Immunodeficiency Virus,Human T Cell Lymphotropic Virus Type III,Human T Lymphotropic Virus Type III,Human T-Cell Leukemia Virus Type III,Immunodeficiency Virus, Human,Immunodeficiency Viruses, Human,Virus, Human Immunodeficiency,Viruses, Human Immunodeficiency,AIDS Viruses,Human T Cell Leukemia Virus Type III,Lymphadenopathy Associated Virus,Lymphadenopathy-Associated Viruses,Virus, AIDS,Virus, Lymphadenopathy-Associated,Viruses, AIDS,Viruses, Lymphadenopathy-Associated
D006801 Humans Members of the species Homo sapiens. Homo sapiens,Man (Taxonomy),Human,Man, Modern,Modern Man
D000215 Acylation The addition of an organic acid radical into a molecule.
D000596 Amino Acids Organic compounds that generally contain an amino (-NH2) and a carboxyl (-COOH) group. Twenty alpha-amino acids are the subunits which are polymerized to form proteins. Amino Acid,Acid, Amino,Acids, Amino
D013237 Stereoisomerism The phenomenon whereby compounds whose molecules have the same number and kind of atoms and the same atomic arrangement, but differ in their spatial relationships. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 5th ed) Molecular Stereochemistry,Stereoisomers,Stereochemistry, Molecular,Stereoisomer
D013329 Structure-Activity Relationship The relationship between the chemical structure of a compound and its biological or pharmacological activity. Compounds are often classed together because they have structural characteristics in common including shape, size, stereochemical arrangement, and distribution of functional groups. Relationship, Structure-Activity,Relationships, Structure-Activity,Structure Activity Relationship,Structure-Activity Relationships

Related Publications

Brent R Stranix, and Jean-François Lavallée, and Guy Sévigny, and Jocelyn Yelle, and Valérie Perron, and Nicholas LeBerre, and Dominik Herbart, and Jinzi J Wu
Lysine sulfonamides as novel HIV-protease inhibitors: optimization of the Nepsilon-acyl-phenyl spacer.
December 2003, Bioorganic & medicinal chemistry letters,
Brent R Stranix, and Jean-François Lavallée, and Guy Sévigny, and Jocelyn Yelle, and Valérie Perron, and Nicholas LeBerre, and Dominik Herbart, and Jinzi J Wu
Lysine sulfonamides as novel HIV-protease inhibitors: Nepsilon-disubstituted ureas.
August 2004, Bioorganic & medicinal chemistry letters,
Brent R Stranix, and Jean-François Lavallée, and Guy Sévigny, and Jocelyn Yelle, and Valérie Perron, and Nicholas LeBerre, and Dominik Herbart, and Jinzi J Wu
Two sulfonamides-containing dihydropyrone derivatives as HIV protease inhibitors.
July 2001, Archiv der Pharmazie,
Brent R Stranix, and Jean-François Lavallée, and Guy Sévigny, and Jocelyn Yelle, and Valérie Perron, and Nicholas LeBerre, and Dominik Herbart, and Jinzi J Wu
Carboxyl-modified amino acids and peptides as protease inhibitors.
January 1986, Journal of medicinal chemistry,
Brent R Stranix, and Jean-François Lavallée, and Guy Sévigny, and Jocelyn Yelle, and Valérie Perron, and Nicholas LeBerre, and Dominik Herbart, and Jinzi J Wu
Antitumor activity of aromatic acyl derivatives of amino acids.
March 1977, Israel journal of medical sciences,
Brent R Stranix, and Jean-François Lavallée, and Guy Sévigny, and Jocelyn Yelle, and Valérie Perron, and Nicholas LeBerre, and Dominik Herbart, and Jinzi J Wu
Peptidic alpha-ketocarboxylic acids and sulfonamides as inhibitors of protein tyrosine phosphatases.
May 2003, The Journal of organic chemistry,
Brent R Stranix, and Jean-François Lavallée, and Guy Sévigny, and Jocelyn Yelle, and Valérie Perron, and Nicholas LeBerre, and Dominik Herbart, and Jinzi J Wu
Acyl amino acid derivatives as novel inhibitors of influenza neuraminidase.
May 1997, Bioscience, biotechnology, and biochemistry,
Brent R Stranix, and Jean-François Lavallée, and Guy Sévigny, and Jocelyn Yelle, and Valérie Perron, and Nicholas LeBerre, and Dominik Herbart, and Jinzi J Wu
Synthesis of novel inhibitors of the HIV-1 protease: difunctional enols of simple N-protected amino acids.
May 1994, Bioorganic & medicinal chemistry,
Brent R Stranix, and Jean-François Lavallée, and Guy Sévigny, and Jocelyn Yelle, and Valérie Perron, and Nicholas LeBerre, and Dominik Herbart, and Jinzi J Wu
Synthesis and evaluation of novel alpha-amino cyclic boronates as inhibitors of HCV NS3 protease.
June 2010, Bioorganic & medicinal chemistry letters,
Brent R Stranix, and Jean-François Lavallée, and Guy Sévigny, and Jocelyn Yelle, and Valérie Perron, and Nicholas LeBerre, and Dominik Herbart, and Jinzi J Wu
[Aliphatic acyl-amino acids. N-Acyl-amino acids. II].
October 1966, Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan,
Copied contents to your clipboard!