BIOMAT Database Logo BIOMAT Database Logo

P1 Phenethyl peptide boronic acid inhibitors of HCV NS3 protease. 2002

E Scott Priestley, and Indawati De Lucca, and Bahman Ghavimi, and Susan Erickson-Viitanen, and Carl P Decicco
Bristol-Myers Squibb Pharmaceutical Research Institute, Experimental Station, Wilmington,DE 19880-0500, USA. scott.priestley@bms.com

A series of peptide boronic acids containing extended, hydrophobic P1 residues was prepared to probe the shallow, hydrophobic S1 region of HCV NS3 protease. The p-trifluoromethylphenethyl P1 substituent was identified as optimal with respect to inhibitor potency for NS3 and selectivity against elastase and chymotrypsin.

UI MeSH Term Description Entries
D007202 Indicators and Reagents Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant & Hackh's Chemical Dictionary, 5th ed, p301, p499) Indicator,Reagent,Reagents,Indicators,Reagents and Indicators
D007962 Leukocytes White blood cells. These include granular leukocytes (BASOPHILS; EOSINOPHILS; and NEUTROPHILS) as well as non-granular leukocytes (LYMPHOCYTES and MONOCYTES). Blood Cells, White,Blood Corpuscles, White,White Blood Cells,White Blood Corpuscles,Blood Cell, White,Blood Corpuscle, White,Corpuscle, White Blood,Corpuscles, White Blood,Leukocyte,White Blood Cell,White Blood Corpuscle
D010179 Pancreas A nodular organ in the ABDOMEN that contains a mixture of ENDOCRINE GLANDS and EXOCRINE GLANDS. The small endocrine portion consists of the ISLETS OF LANGERHANS secreting a number of hormones into the blood stream. The large exocrine portion (EXOCRINE PANCREAS) is a compound acinar gland that secretes several digestive enzymes into the pancreatic ductal system that empties into the DUODENUM.
D010196 Pancreatic Elastase A protease of broad specificity, obtained from dried pancreas. Molecular weight is approximately 25,000. The enzyme breaks down elastin, the specific protein of elastic fibers, and digests other proteins such as fibrin, hemoglobin, and albumin. EC 3.4.21.36. Elastase,Pancreatopeptidase,Elastase I,Pancreatic Elastase I,Elastase I, Pancreatic,Elastase, Pancreatic
D010455 Peptides Members of the class of compounds composed of AMINO ACIDS joined together by peptide bonds between adjacent amino acids into linear, branched or cyclical structures. OLIGOPEPTIDES are composed of approximately 2-12 amino acids. Polypeptides are composed of approximately 13 or more amino acids. PROTEINS are considered to be larger versions of peptides that can form into complex structures such as ENZYMES and RECEPTORS. Peptide,Polypeptide,Polypeptides
D011480 Protease Inhibitors Compounds which inhibit or antagonize biosynthesis or actions of proteases (ENDOPEPTIDASES). Antiprotease,Endopeptidase Inhibitor,Endopeptidase Inhibitors,Peptidase Inhibitor,Peptidase Inhibitors,Peptide Hydrolase Inhibitor,Peptide Hydrolase Inhibitors,Peptide Peptidohydrolase Inhibitor,Peptide Peptidohydrolase Inhibitors,Protease Antagonist,Protease Antagonists,Antiproteases,Protease Inhibitor,Antagonist, Protease,Antagonists, Protease,Hydrolase Inhibitor, Peptide,Hydrolase Inhibitors, Peptide,Inhibitor, Endopeptidase,Inhibitor, Peptidase,Inhibitor, Peptide Hydrolase,Inhibitor, Peptide Peptidohydrolase,Inhibitor, Protease,Inhibitors, Endopeptidase,Inhibitors, Peptidase,Inhibitors, Peptide Hydrolase,Inhibitors, Peptide Peptidohydrolase,Inhibitors, Protease,Peptidohydrolase Inhibitor, Peptide,Peptidohydrolase Inhibitors, Peptide
D001897 Boronic Acids Inorganic or organic compounds that contain the basic structure RB(OH)2. Boronic Acid,Acid, Boronic,Acids, Boronic
D002918 Chymotrypsin A serine endopeptidase secreted by the pancreas as its zymogen, CHYMOTRYPSINOGEN and carried in the pancreatic juice to the duodenum where it is activated by TRYPSIN. It selectively cleaves aromatic amino acids on the carboxyl side. Alpha-Chymotrypsin Choay,Alphacutanée,Avazyme
D006801 Humans Members of the species Homo sapiens. Homo sapiens,Man (Taxonomy),Human,Man, Modern,Modern Man
D000998 Antiviral Agents Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. Antiviral,Antiviral Agent,Antiviral Drug,Antivirals,Antiviral Drugs,Agent, Antiviral,Agents, Antiviral,Drug, Antiviral,Drugs, Antiviral

Related Publications

E Scott Priestley, and Indawati De Lucca, and Bahman Ghavimi, and Susan Erickson-Viitanen, and Carl P Decicco
Potent inhibitors of HCV-NS3 protease derived from boronic acids.
January 2009, Bioorganic & medicinal chemistry letters,
E Scott Priestley, and Indawati De Lucca, and Bahman Ghavimi, and Susan Erickson-Viitanen, and Carl P Decicco
Potent aza-peptide derived inhibitors of HCV NS3 protease.
August 2009, Bioorganic & medicinal chemistry letters,
E Scott Priestley, and Indawati De Lucca, and Bahman Ghavimi, and Susan Erickson-Viitanen, and Carl P Decicco
Potent ketoamide inhibitors of HCV NS3 protease derived from quaternized P1 groups.
April 2010, Bioorganic & medicinal chemistry letters,
E Scott Priestley, and Indawati De Lucca, and Bahman Ghavimi, and Susan Erickson-Viitanen, and Carl P Decicco
Macrocyclic inhibitors of HCV NS3 protease.
September 2009, Expert opinion on therapeutic patents,
E Scott Priestley, and Indawati De Lucca, and Bahman Ghavimi, and Susan Erickson-Viitanen, and Carl P Decicco
Synthesis and antiviral activity of HCV NS3/4A peptidomimetic boronic acid inhibitors.
October 2009, Bioorganic & medicinal chemistry letters,
E Scott Priestley, and Indawati De Lucca, and Bahman Ghavimi, and Susan Erickson-Viitanen, and Carl P Decicco
Biochemical evaluation of HCV NS3 protease inhibitors.
September 2011, Current protocols in pharmacology,
E Scott Priestley, and Indawati De Lucca, and Bahman Ghavimi, and Susan Erickson-Viitanen, and Carl P Decicco
Design and synthesis of potent, non-peptide inhibitors of HCV NS3 protease.
March 2003, Bioorganic & medicinal chemistry letters,
E Scott Priestley, and Indawati De Lucca, and Bahman Ghavimi, and Susan Erickson-Viitanen, and Carl P Decicco
P2-P1' macrocyclization of P2 phenylglycine based HCV NS3 protease inhibitors using ring-closing metathesis.
August 2011, Bioorganic & medicinal chemistry,
E Scott Priestley, and Indawati De Lucca, and Bahman Ghavimi, and Susan Erickson-Viitanen, and Carl P Decicco
A designed P1 cysteine mimetic for covalent and non-covalent inhibitors of HCV NS3 protease.
February 2002, Bioorganic & medicinal chemistry letters,
E Scott Priestley, and Indawati De Lucca, and Bahman Ghavimi, and Susan Erickson-Viitanen, and Carl P Decicco
Glycine alpha-ketoamides as HCV NS3 protease inhibitors.
March 2003, Bioorganic & medicinal chemistry letters,
Copied contents to your clipboard!