New Orally Active Serine Protease Inhibitors

Journal of Medicinal Chemistry

Volumn 38, Issue 14, 1995, Pages 2521-2523

  Senokuchi, Kazuhiko ^a   Nakai, Hisao ^a   Nakayama, Yoshisuke ^a   Odagaki, Yoshihiko ^a   Sakaki, Katsuhito ^a   Kato, Masashi ^a   Maruyama, Toru ^a   Miyazaki, Toru ^a   Ito, Hidenori ^a   Kamiyasu, Koumei ^a   Kim, Soon ih ^a   Kawamura, Masanori ^a   Hamanaka, Nobuyuki ^a  

^a ONO PHARMACEUTICAL CO   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

4 (4 GUANIDINOBENZOYLOXY)PHENYLACETIC ACID; APROTININ; BENZAMIDINE DERIVATIVE; CAMOSTAT MESILATE; CATHEPSIN G; CHROMOGENIC SUBSTRATE; CHYMOTRYPSIN; COUMARIN DERIVATIVE; ELASTASE; KALLIKREIN; NEW DRUG; PANCREATIC ELASTASE; PLASMIN; SERINE PROTEINASE INHIBITOR; THROMBIN; TRYPSIN; TRYPSIN INHIBITOR;

ANIMAL EXPERIMENT; ANIMAL TISSUE; AREA UNDER THE CURVE; ARTICLE; CONTROLLED STUDY; DOG; DRUG ABSORPTION; DRUG ACTIVITY; DRUG HALF LIFE; DRUG METABOLISM; ENZYME INHIBITION; GASTRECTOMY; LIVER HOMOGENATE; NONHUMAN; ORAL DRUG ADMINISTRATION; PANCREATITIS; RAT; REFLUX ESOPHAGITIS; SMALL INTESTINE;

ADMINISTRATION, ORAL; AMINO ACID SEQUENCE; ANIMAL; BENZAMIDINES; DOGS; MOLECULAR SEQUENCE DATA; RATS; SERINE PROTEINASE INHIBITORS;

EID: 0028997861     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm00014a003     Document Type: Article

References (12)

1. Sobajima, H.; Hayakawa, T.; Kondo, T.; Shibata, T.; Kitagawa, M.; Sakai, Y.; Ishiguro, H.; Tanikawa, M.; Nakae, Y. Effect of a New Synthetic Trypsin Inhibitor on Taurocholate-Induced Acute Pancreatitis in Rats. Pancreas 1993, 8, 240-247.
2. Sasaki, I.; Suzuki, Y.; Naito, H.; Funayama, Y.; Kamiyama, Y.; Takahashi, M.; Matsuo, T.; Fukushima, K.; Matsuno, S.; Sato, T. Effect of Camostat in the Treatment of Reflux Esophagitis after Gastrectomy: an Experimental Study in Rats and a Pilot Clinical Study. Biomed. Res. 1989, 10 (Suppl. 1), 167-173.
3. Markwardt, F.; Wagner, G.; Walsmann, P.; Horn, H.; Stiirzebecher, J. Inhibition of Trypsin and Thrombin by Amidinophenyl Esters of Aromatic Carboxylic Acids. Acta Biol. Med. Germ. 1972, 28, K19-K25.
4. Oda, M.; Ino, Y.; Nakamura, K.; Kuramoto, S.; Shimamura, K.; Iwaki, M.; Fujii, S. Pharmacological Studies on 6-Amidino-2- naphthyl[4-(4, 5-dihydro-lH-imidazol-2-yl) amino]benzoate Di- methanesulfonate (FUT-187). I: Inhibitory Activities on Various Kinds of Enzymes In Vitro and Anticomplement Activity In Vivo. Jpn. J. Pharmacol. 1990, 52, 23-24.
5. Matsuzaki, T.; Sasaki, C.; Umeyama, H. A Predicted Tertiary Structure of a Thrombin Inhibitor-Trypsin Complex Explains the Mechanisms of the Selective Inhibition of Thrombin, Factor Xa, Plasmin, and Trypsin. J. Biochem. 1988, 103, 537-543.
6. Mares-Guia, M.; Shaw, E. The Specific Inactivation of Trypsin by Ethylp-Guanidinobenzoate. J. Biol. Chem. 1967, 242, 5782-5788.
7. Tanizawa, K.; Kasaba, Y.; Kanaoka, Y. “Inverse Substrates” for Trypsin. Efficient Enzymatic Hydrolysis of Certain Esters with a Cationic Center in the Leaving Group. J. Am. Chem. Soc. 1977, 99, 4485-4488.
8. Otsuki, M.; Tani, S.; Okabayashi, Y.; Nakamura, T.; Fujii, M.; Fujisawa, T.; Itho, H. Therapeutic Effects of Camostat on Caerulein-Induced Acute Pancreatitis in Rats. Biomed. Res. 1989, 10 (Suppl. 1), 25-31.
9. Miyamoto, K.; Hishinuma, I.; Nagakawa, J.; Nagaoka, N.; Yamanaka, T.; Wakabayashi, T. Effects of E-3123, a New Protease Inhibitor, on Several Protease Activities and on Experimental Acute Pancreatitis. Folia Pharmacol. Jpn. 1988, 91, 285-293.
10. Ohno, H.; Kosaki, G.; Kambayashi, J.; Imaoka, S.; Hirata, F. FOY: [Ethyl p-(6-guanidinohexanoyloxy) benzoate]- methanesulfonate as a Serine Proteinase Inhibitor. I. Inhibition of Thrombin and Factor Xa In Vitro. Thromb. Res. 1980, 19, 579-588.
11. Nakajima, K.; Powers, J. C.; Ashe, B. M.; Zimmerman, M. Mapping the Extended Substrate Binding Site of Cathepsin G and Human Leukocyte Elastase. J. Biol. Chem. 1979, 254, 4027-4032.
12. Mumford, R. A.; Strauss, A. U. W.; Powers, J. C.; Pierzchala, P. A.; Nishino, N.; Zimmerman, M. A Zinc Metalloendopeptidase Associated with Dog Pancreatic Membranes. J. Biol. Chem. 1980, 255, 2227-2230.