A class of novel N-(3S-1,2,3,4-tetrahydroisoquinoline-3-carbonyl)-l-amino acid derivatives: their synthesis, anti-thrombotic activity evaluation, and 3D QSAR analysis
3D QSAR; Anti thrombotic; Modification; Tetrahydroisoquinoline
Indexed keywords
ADENOSINE DIPHOSPHATE;
ANTICOAGULANT AGENT;
ARACHIDONIC ACID;
N (3 1,2,3,4 ETRAHYDROISOQUINOLINE 3 CARBONYL) PHENYLALANINE;
N (3 1,2,3,4 TETRAHYDROISOQUINOLINE 3 CARBONYL) ALANINE;
N (3 1,2,3,4 TETRAHYDROISOQUINOLINE 3 CARBONYL) AMINO ACID DERIVATIVE;
N (3 1,2,3,4 TETRAHYDROISOQUINOLINE 3 CARBONYL) ARGININE;
N (3 1,2,3,4 TETRAHYDROISOQUINOLINE 3 CARBONYL) ASPARAGINE;
N (3 1,2,3,4 TETRAHYDROISOQUINOLINE 3 CARBONYL) ASPARTIC ACID;
N (3 1,2,3,4 TETRAHYDROISOQUINOLINE 3 CARBONYL) CYSTEINE;
N (3 1,2,3,4 TETRAHYDROISOQUINOLINE 3 CARBONYL) GLUTAMIC ACID;
N (3 1,2,3,4 TETRAHYDROISOQUINOLINE 3 CARBONYL) GLUTAMINE;
N (3 1,2,3,4 TETRAHYDROISOQUINOLINE 3 CARBONYL) GLYCINE;
N (3 1,2,3,4 TETRAHYDROISOQUINOLINE 3 CARBONYL) HISTIDINE;
N (3 1,2,3,4 TETRAHYDROISOQUINOLINE 3 CARBONYL) ISOLEUCINE;
N (3 1,2,3,4 TETRAHYDROISOQUINOLINE 3 CARBONYL) LEUCINE;
N (3 1,2,3,4 TETRAHYDROISOQUINOLINE 3 CARBONYL) LYSINE;
N (3 1,2,3,4 TETRAHYDROISOQUINOLINE 3 CARBONYL) METHIONINE;
N (3 1,2,3,4 TETRAHYDROISOQUINOLINE 3 CARBONYL) PROLINE;
N (3 1,2,3,4 TETRAHYDROISOQUINOLINE 3 CARBONYL) SERINE;
N (3 1,2,3,4 TETRAHYDROISOQUINOLINE 3 CARBONYL) THREONINE;
N (3 1,2,3,4 TETRAHYDROISOQUINOLINE 3 CARBONYL) TRYPTOPHAN;
N (3 1,2,3,4 TETRAHYDROISOQUINOLINE 3 CARBONYL) TYROSINE;
N (3 1,2,3,4 TETRAHYDROISOQUINOLINE 3 CARBONYL) VALINE;
THROMBIN;
THROMBOCYTE ACTIVATING FACTOR;
UNCLASSIFIED DRUG;
ANIMAL CELL;
ANIMAL EXPERIMENT;
ANIMAL TISSUE;
ARTICLE;
CONTROLLED STUDY;
DRUG ACTIVITY;
DRUG POTENCY;
DRUG SYNTHESIS;
ENZYME INHIBITION;
IN VITRO STUDY;
IN VIVO STUDY;
MALE;
NONHUMAN;
PROTEIN TRANSPORT;
QUANTITATIVE STRUCTURE ACTIVITY RELATION;
RAT;
THROMBOCYTE AGGREGATION;
THROMBOGENESIS;
Plaque fissuring: the cause of acute myocardial infarction, sudden ischemic death, and crescendo angina
Davies M.J., and Thomas A.C. Plaque fissuring: the cause of acute myocardial infarction, sudden ischemic death, and crescendo angina. Br. Heart. J. 53 (1985) 363-373
Role of platelets and thrombosis in coronary atherosclerotic disease and sudden death
Fuster V., Steele P.M., and Chesebro J.H. Role of platelets and thrombosis in coronary atherosclerotic disease and sudden death. J. Am. Coll. Cardiol. 5 (1985) 175-184
Synthesis of new class dipeptide analogues with improved permeability and antithrombotic activity
Zhao M., Bi L., Bi W., Wang C., Yang Z., Ju J., and Peng S. Synthesis of new class dipeptide analogues with improved permeability and antithrombotic activity. Bioorg. Med. Chem. 14 (2006) 5711-5720
(3S)-N-(l-Aminoacyl)-1,2,3,4-tetrahydroisoquinolines, a class of novel anti-thrombotic agents: synthesis, bioassay, 3D QSAR, and ADME analysis
Zheng M., Zhang X., Zhao M., Chang H.W., Wang W., Wang Y., and Peng S. (3S)-N-(l-Aminoacyl)-1,2,3,4-tetrahydroisoquinolines, a class of novel anti-thrombotic agents: synthesis, bioassay, 3D QSAR, and ADME analysis. Bioorg. Med. Chem. 16 (2008) 9574-9587
Synthesis and biological activity of nitronyl nitroxide containing peptides
Zhao M., Liu J., Wang C., Wang L., Liu H., and Peng S. Synthesis and biological activity of nitronyl nitroxide containing peptides. J. Med. Chem. 48 (2005) 4285-4292
The composition and sequence specificity of Pro-Ala-Lys-OH for the thrombolytic activities of P6A and related oligopeptides
Zhao M., Wang C., Liu J., Zhou K., and Peng S. The composition and sequence specificity of Pro-Ala-Lys-OH for the thrombolytic activities of P6A and related oligopeptides. Bioorg. Med. Chem. 12 (2004) 2275-2286
Synthesis and thrombolytic activity of carboline-3-carboxylic acid modified metabolites of Ala-Arg-Pro-Ala-Lys
Zhao M., Wang C., Wu Y., Zhou K., and Peng S. Synthesis and thrombolytic activity of carboline-3-carboxylic acid modified metabolites of Ala-Arg-Pro-Ala-Lys. Prep. Biochem. Biotechnol. 34 (2004) 57-76
Identification, synthesis and bioassay for the metabolites of P6A
Zhao M., Wang C., Yang J., Liu J., Xu Y., Wu Y., and Peng S. Identification, synthesis and bioassay for the metabolites of P6A. Bioorg. Med. Chem. 11 (2003) 4913-4920
An overview of site-specific delivery of orally administered proteins/peptides and modeling considerations
Okhamafe A.O., and Arhewoh I.M. An overview of site-specific delivery of orally administered proteins/peptides and modeling considerations. J. Biomed. Sci. 1 (2004) 7-20
The development of site-specific drug-delivery systems for protein and peptide biopharmaceuticals
Petit D.K., and Gombotz W.R. The development of site-specific drug-delivery systems for protein and peptide biopharmaceuticals. Trends. Biotechnol. 16 (1998) 343-349
Targeting of peptide and protein drugs to specific sites in the oral route
Bai J.P., Chang L.L., and Guo J.H. Targeting of peptide and protein drugs to specific sites in the oral route. Crit. Rev. Ther. Drug. Carrier. Syst. 12 (1995) 339-371
Synthesis and cytotoxic activity of pyrazino[1,2- b]-isoquinolines, 1-(3-isoquinolyl)isoquinolines, and 6,15-imino- isoquino[3,2- b]-3-benzazocines
Gonzalez J.F., de la Cuesta E., and Avendano C. Synthesis and cytotoxic activity of pyrazino[1,2- b]-isoquinolines, 1-(3-isoquinolyl)isoquinolines, and 6,15-imino- isoquino[3,2- b]-3-benzazocines. Bioorg. Med. Chem. 15 (2007) 112-118
Identification of a lead pharmacophore for the development of potent nuclear receptor modulators as anticancer and X syndrome disease therapeutic agents
H-Lina R., and Abrahama D.J. Identification of a lead pharmacophore for the development of potent nuclear receptor modulators as anticancer and X syndrome disease therapeutic agents. Bioorg. Med. Chem. Lett. 16 (2006) 4178-4183
Antitumor activity of tetrahydroisoquinoline analogues 3-epi-jorumycin and 3-epi-renieramycin G
Lane J.W., Estevez A., Mortara K., Callan O., Spencerc J.R., and Williamsa R.M. Antitumor activity of tetrahydroisoquinoline analogues 3-epi-jorumycin and 3-epi-renieramycin G. Bioorg. Med. Chem. Lett. 16 (2006) 3180-3183
Synthesis and antitumor activity of cis-dichloroplatinum (II) complexes of 1-(2-aminophenyl)-1,2,3,4-tetrahydro- isoquinolines
Kuo C.Y., Wu M.J., and Kuo Y.H. Synthesis and antitumor activity of cis-dichloroplatinum (II) complexes of 1-(2-aminophenyl)-1,2,3,4-tetrahydro- isoquinolines. Eur. J. Med. Chem. 41 (2006) 940-949
Simple isoquinoline and benzylisoquinoline alkaloids as potential antimicrobial, antimalarial, cytotoxic, and anti-HIV agents
Iwasa K., Moriyasu M., Tachibana Y., Kim H.S., Wataya Y., Wiegrebe W., Bastow K.F., Cosentino L.M., Kozuka M., and Lee K.-H. Simple isoquinoline and benzylisoquinoline alkaloids as potential antimicrobial, antimalarial, cytotoxic, and anti-HIV agents. Bioorg. Med. Chem. 9 (2001) 2871-2884
Synthesis of novel functionalized 5nitroisoquinolines and evaluation of in vitro antimalarial activity
Rathelotl P., Vanelle P., Gasquetz M., Delmas F., Crozet M.P., Timon-David P., and Maldonadol J. Synthesis of novel functionalized 5nitroisoquinolines and evaluation of in vitro antimalarial activity. Eur. J. Med. Chem. 30 (1995) 503-508
1,2,3,4-Tetrahy- droisoquinoline derivatives: a new class of 5-HT1A receptor ligands
Mokrosz M.J., Bojarski A.J., Duszynska B., Tatarczynska E., Klodzinska A., Deren-Wesolek A., Charakchieva-Minol S., and Chojnacka-Wojcik E. 1,2,3,4-Tetrahy- droisoquinoline derivatives: a new class of 5-HT1A receptor ligands. Bioorg. Med. Chem. 7 (1999) 287-295
Tetrahydroisoquinoline 1-carboxamides as growth hormone secretagogues
Li J.J., Wang H., Qu F., Musial C., Tino J.A., Robl J.A., Slusarchyk D., Golla R., Seethala R., Dickinson K., Giupponi L., Grover G., Sleph P., Flynn N., Murphy B.J., Gordon D., Kungc M., and Stoffel R. Tetrahydroisoquinoline 1-carboxamides as growth hormone secretagogues. Bioorg. Med. Chem. Lett. 15 (2005) 1799-1802
QSAR of estrogen receptor modulators: exploring selectivity requirements for ERa versus ERb binding of tetrahydroisoqui- noline derivatives using E-state and physicochemical parameters
Mukherjee S., Sahaa A., and Royb K. QSAR of estrogen receptor modulators: exploring selectivity requirements for ERa versus ERb binding of tetrahydroisoqui- noline derivatives using E-state and physicochemical parameters. Bioorg. Med. Chem. Lett. 15 (2005) 957-961
Tetrahydroisoquinolines as subtype selective estrogen agonists/antagonists
Chesworth R., Zawistoski M.P., Lefker B.A., Cameron K.O., Day R.F., Mangano F.M., Rosati R.L., Colella S., Petersen D.N., Brault A., Lu B., Pan L.C., Perry P., Ng O., Castleberry T.A., Owen T.A., Brown T.A., Thompson D.D., and DaSilva-Jardine P. Tetrahydroisoquinolines as subtype selective estrogen agonists/antagonists. Bioorg. Med. Chem. Lett. 14 (2004) 2729-2733
QSAR of estrogen receptor modulators: exploring selectivity requirements for ERa versus ERb binding of tetrahydroiso- quinoline derivatives using E-state and physicochemical parameters
Kubota H., Watanabe T., Kakefuda A., Masuda N., Wada K., Ishii N., Sakamoto S., and Tsukamoto S. QSAR of estrogen receptor modulators: exploring selectivity requirements for ERa versus ERb binding of tetrahydroiso- quinoline derivatives using E-state and physicochemical parameters. Bioorg. Med. Chem. Lett. 14 (2004) 3049-3052
Neuroprotective or neurotoxic activity of 1-methyl-1,2,3,4-tetrahydroisoquinoline and related compounds
Okuda K., Kotake Y., and Ohta S. Neuroprotective or neurotoxic activity of 1-methyl-1,2,3,4-tetrahydroisoquinoline and related compounds. Bioorg. Med. Chem. Lett. 13 (2003) 2853-2855
Interaction of novel condensed triazine derivatives with central and peripheral type benzodiazepine receptors: synthesis, in vitro pharmacology and modelling
ÉSzáricsRiedl Z., Nyikos L., Hajós G., and Kardos J. Interaction of novel condensed triazine derivatives with central and peripheral type benzodiazepine receptors: synthesis, in vitro pharmacology and modelling. Eur. J. Med. Chem. 41 (2006) 445-456
Enantioselective synthesis of (R)-(+)- and (S)-(-)-higenamine and their analogues with effects on platelet aggregation and experimental animal model of disseminated intravascular coagulation
Pyo M.K., Lee D.H., Kim D.H., Lee J.H., Moon J.C., Chang K.C., and Yun-Choi H.S. Enantioselective synthesis of (R)-(+)- and (S)-(-)-higenamine and their analogues with effects on platelet aggregation and experimental animal model of disseminated intravascular coagulation. Bioorg. Med. Chem. Lett. 18 (2008) 4110-4114
Mechanism of action of two new pyrimidoquinoline and isoquinoline derivatives in human platelets
Leoncini G., Signorello M.G., Grosi G.C., and Braccio M.D. Mechanism of action of two new pyrimidoquinoline and isoquinoline derivatives in human platelets. Thromb. Res. 87 (1997) 483-492
β-Adrenergic receptor and platelet inhibitory activities of a new series of trime- toquinol and related benzazepine analogs
Shams G., Romstedt K.J., Lust L.A., Clark M.T., Miller D.D., and Feller D.R. β-Adrenergic receptor and platelet inhibitory activities of a new series of trime- toquinol and related benzazepine analogs. Gen. Pharmacol. 28 (1997) 323-330
Effects of higenamine and its 1-naphthyl analogs, YS-49 and YS-51, on platelet TXA2 synthesis and aggregation
Pyo M.K., Kim J.M., Jin J.L., Chang K.C., Lee D.H., and Yun-Choi H.S. Effects of higenamine and its 1-naphthyl analogs, YS-49 and YS-51, on platelet TXA2 synthesis and aggregation. Thromb. Res. 120 (2007) 81-86
Antithrombotic effects of YS-49 and YS-51-1-naphthylmethyl analogs of higenamine
Yun-Choi H.S., Pyo M.K., Park K.M., Chang K.C., and Lee D.H. Antithrombotic effects of YS-49 and YS-51-1-naphthylmethyl analogs of higenamine. Thromb. Res. 104 (2001) 249-255
Design, synthesis, and inhibition of platelet aggregation for some 1-o-chlorophenyl-1,2,3,4-tetrahydroiso- quinoline derivatives
Yang J., Hua W.Y., Wang F.X., Wang Z.Y., and Wang X. Design, synthesis, and inhibition of platelet aggregation for some 1-o-chlorophenyl-1,2,3,4-tetrahydroiso- quinoline derivatives. Bioorg. Med. Chem. 12 (2004) 6547-6557
Synthesis and in vitro platelet aggregation and TP receptor binding studies on bicyclic 5,8-ethanoocta- hydroisoquinolines and 5,8-ethanotetrahydroisoquinolines
Saha S.L., Roche V.F., Pendola K., Kearley M., Lei L., Romstedt K.J., Herdman M., Shams G., Kaisarec V., and Feller D.R. Synthesis and in vitro platelet aggregation and TP receptor binding studies on bicyclic 5,8-ethanoocta- hydroisoquinolines and 5,8-ethanotetrahydroisoquinolines. Bioorg. Med. Chem. 10 (2002) 2779-2793
Efficient synthesis and structural analysis of new dioxopiperazine isoquinolines
Cabedo N., El Aouad N., Berenguer I., Zamora M., de Arellano M.C.R., Suvire F., Bermejo A., Enriz D., and Cortes D. Efficient synthesis and structural analysis of new dioxopiperazine isoquinolines. Tetrahedron 62 (2006) 4408-4418
Evaluation of animal liver acetone powders for the resolution of 1,2,3,4-tetrahydroisoquinoline-3-car- boxylic acid
Sánchez R., Luna H., Pérez H.I., Manjarrez N., and Solís A. Evaluation of animal liver acetone powders for the resolution of 1,2,3,4-tetrahydroisoquinoline-3-car- boxylic acid. Tetrahedron: Asymmetry 12 (2001) 1399-1401
Synthesis of new class dipeptide analogues with improved permeability and antithrombotic activity
Zhao M., Bi L., Bi W., Wang C., Yang Z., Ju J., and Peng S. Synthesis of new class dipeptide analogues with improved permeability and antithrombotic activity. Bioorg. Med. Chem. 14 (2006) 4761-4774