BIOMAT Database Logo BIOMAT Database Logo

1,2-disubstituted cyclohexane derived tripeptide aldehydes as novel selective thrombin inhibitors. 1998

N J Harmat, and C Di Bugno, and M Criscuoli, and R Giorgi, and A Lippi, and A Martinelli, and S Monti, and A Subissi
Menarini Ricerche S.p.A. Laboratori di Firenze, Italy.

A series of tripeptide arginine aldehydes was synthesized by replacement of proline with 1,2-disubstituted cyclohexane derivatives in the sequence of D-MePhe-Pro-Arg-H. Based on molecular modeling, further modification of the D-MePhe residue resulted in a potent and selective thrombin inhibitor.

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
D007700 Kinetics The rate dynamics in chemical or physical systems.
D008958 Models, Molecular Models used experimentally or theoretically to study molecular shape, electronic properties, or interactions; includes analogous molecules, computer-generated graphics, and mechanical structures. Molecular Models,Model, Molecular,Molecular Model
D009842 Oligopeptides Peptides composed of between two and twelve amino acids. Oligopeptide
D011487 Protein Conformation The characteristic 3-dimensional shape of a protein, including the secondary, supersecondary (motifs), tertiary (domains) and quaternary structure of the peptide chain. PROTEIN STRUCTURE, QUATERNARY describes the conformation assumed by multimeric proteins (aggregates of more than one polypeptide chain). Conformation, Protein,Conformations, Protein,Protein Conformations
D003510 Cyclohexanes Six-carbon alicyclic hydrocarbons.
D000447 Aldehydes Organic compounds containing a carbonyl group in the form -CHO. Aldehyde
D000595 Amino Acid Sequence The order of amino acids as they occur in a polypeptide chain. This is referred to as the primary structure of proteins. It is of fundamental importance in determining PROTEIN CONFORMATION. Protein Structure, Primary,Amino Acid Sequences,Sequence, Amino Acid,Sequences, Amino Acid,Primary Protein Structure,Primary Protein Structures,Protein Structures, Primary,Structure, Primary Protein,Structures, Primary Protein
D000991 Antithrombins Endogenous factors and drugs that directly inhibit the action of THROMBIN, usually by blocking its enzymatic activity. They are distinguished from INDIRECT THROMBIN INHIBITORS, such as HEPARIN, which act by enhancing the inhibitory effects of antithrombins. Antithrombin,Direct Antithrombin,Direct Antithrombins,Direct Thrombin Inhibitor,Direct Thrombin Inhibitors,Antithrombin, Direct,Antithrombins, Direct,Inhibitor, Direct Thrombin,Thrombin Inhibitor, Direct,Thrombin Inhibitors, Direct
D001120 Arginine An essential amino acid that is physiologically active in the L-form. Arginine Hydrochloride,Arginine, L-Isomer,DL-Arginine Acetate, Monohydrate,L-Arginine,Arginine, L Isomer,DL Arginine Acetate, Monohydrate,Hydrochloride, Arginine,L Arginine,L-Isomer Arginine,Monohydrate DL-Arginine Acetate

Related Publications

N J Harmat, and C Di Bugno, and M Criscuoli, and R Giorgi, and A Lippi, and A Martinelli, and S Monti, and A Subissi
Highly selective tripeptide thrombin inhibitors.
February 1993, Journal of medicinal chemistry,
N J Harmat, and C Di Bugno, and M Criscuoli, and R Giorgi, and A Lippi, and A Martinelli, and S Monti, and A Subissi
1,2-disubstituted cyclohexane carbocyclic analogues of nucleosides.
January 2001, Nucleosides, nucleotides & nucleic acids,
N J Harmat, and C Di Bugno, and M Criscuoli, and R Giorgi, and A Lippi, and A Martinelli, and S Monti, and A Subissi
Inhibition of thrombin and trypsin by tripeptide aldehydes.
October 1978, International journal of peptide and protein research,
N J Harmat, and C Di Bugno, and M Criscuoli, and R Giorgi, and A Lippi, and A Martinelli, and S Monti, and A Subissi
1,2-Disubstituted indole, azaindole and benzimidazole derivatives possessing amine moiety: a novel series of thrombin inhibitors.
October 2000, Bioorganic & medicinal chemistry letters,
N J Harmat, and C Di Bugno, and M Criscuoli, and R Giorgi, and A Lippi, and A Martinelli, and S Monti, and A Subissi
Purine derivatives of 1,2-disubstituted cyclohexane analogues of nucleosides.
January 2003, Nucleosides, nucleotides & nucleic acids,
N J Harmat, and C Di Bugno, and M Criscuoli, and R Giorgi, and A Lippi, and A Martinelli, and S Monti, and A Subissi
Asymmetric Conjugate Addition of α,α-Disubstituted Aldehydes to Nitroalkenes Organocatalyzed by Chiral Monosalicylamides from trans-Cyclohexane-1,2-Diamines.
January 2018, Molecules (Basel, Switzerland),
N J Harmat, and C Di Bugno, and M Criscuoli, and R Giorgi, and A Lippi, and A Martinelli, and S Monti, and A Subissi
Synthesis and biological activity of novel 1,2-disubstituted benzene derivatives as factor Xa inhibitors.
February 2005, Bioorganic & medicinal chemistry,
N J Harmat, and C Di Bugno, and M Criscuoli, and R Giorgi, and A Lippi, and A Martinelli, and S Monti, and A Subissi
Novel 3,3-disubstituted pyrrolidines as selective triple serotonin/norepinephrine/dopamine reuptake inhibitors.
December 2008, Bioorganic & medicinal chemistry letters,
N J Harmat, and C Di Bugno, and M Criscuoli, and R Giorgi, and A Lippi, and A Martinelli, and S Monti, and A Subissi
Discovery of novel N-acylpyrazoles as potent and selective thrombin inhibitors.
January 2023, European journal of medicinal chemistry,
N J Harmat, and C Di Bugno, and M Criscuoli, and R Giorgi, and A Lippi, and A Martinelli, and S Monti, and A Subissi
Highly selective mechanism-based thrombin inhibitors: structures of thrombin and trypsin inhibited with rigid peptidyl aldehydes.
September 1998, Biochemistry,
Copied contents to your clipboard!