Synthesis and phospholipase A2 inhibitory activity of thielocin B3 derivatives

Journal of Medicinal Chemistry

Volumn 39, Issue 26, 1996, Pages 5183-5191

  Teshirogi, Isao ^a   Matsutani, Shigeru ^a   Shirahase, Kazuhiro ^a   Fujii, Yasuhiko ^a   Yoshida, Tadashi ^a   Tanaka, Kazushige ^a   Ohtani, Mitsuaki ^a  

^a SHIONOGI AND CO LTD   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

4 BROMOPHENACYL BROMIDE; ARACHIDONIC ACID; CALCIMYCIN; MANOALIDE; MEPACRINE; PHOSPHOLIPASE A2 INHIBITOR; THIELOCIN A1; THIELOCIN B3 DERIVATIVE; THROMBOXANE B2; UNCLASSIFIED DRUG; BENZHYDRYL DERIVATIVE; ENZYME INHIBITOR; HYDROXYBENZOIC ACID DERIVATIVE; PHOSPHOLIPASE A; THIELOCIN B3;

ANIMAL CELL; ARTICLE; CONTROLLED STUDY; DRUG SYNTHESIS; ENZYME INHIBITION; NONHUMAN; RAT; STRUCTURE ACTIVITY RELATION; THROMBOCYTE; CHEMISTRY; DRUG ANTAGONISM; HUMAN; INFRARED SPECTROPHOTOMETRY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; SYNTHESIS;

BENZHYDRYL COMPOUNDS; ENZYME INHIBITORS; HUMANS; HYDROXYBENZOIC ACIDS; MAGNETIC RESONANCE SPECTROSCOPY; PHOSPHOLIPASES A; SPECTROPHOTOMETRY, INFRARED;

EID: 0030300104     PISSN: 00222623     EISSN: None     Source Type: Journal    
DOI: 10.1021/jm960437a     Document Type: Article

References (28)

1. 2 Enzymes: Regulation and Inhibition. Trends Pharmacol. Sci. 1993, 14, 90-98.
2. 2s: Comparison of Arachidonyl-selective and -nonselective Enzymes. FASEB J. 1993, 7, 339-348.
3. 2. Annu. Rep. Med. Chem. 1989, 24, 157-166.
4. Dennis, E. A. Regulation of Eicosanoid Production: Role of Phospholipases and Inhibitors. Bio/Technology 1987, 5, 1294-1300.
5. 2. FASEB J. 1994, 8, 916-924.
6. 2. J. Biol. Chem. 1994, 269, 13057-13060.
7. 2 in the Pathology of Disease. Lab. Invest. 1986, 55, 391-404.
8. 2. J. Biol. Chem. 1989, 264, 5768-5775.
9. 2 Activity in Sera and Synovial Fluids in Rheumatoid Arthritis and Osteoarthritis. Its Possible Role as a Proinflammatory Enzyme. J. Rheumatol. 1988, 12, 211-216.
10. 2 from Human Synovial Fluid in Rheumatoid Arthritis. J. Biochem. 1989, 105, 395-399.
11. 2. Inflammation 1990, 14, 173-183.
12. 2 Level in Gram-Negative Septic Shock: A Prospective Study. J. Lab. Clin. Med. 1988, 111, 584.
13. 2 Assay Modified for Serum Analysis. Clin. Chem. 1993, 39, 605-613.
14. 2 in Novel Molecular Approaches to Anti-Inflammatory Therapy. In The Agents and Actions, Suppl. 46; Pruzanski, W., Vadas, P., Eds.; Birkhauser Verlag.: Basel, 1995; pp 65-76.
15. 2 Inhibitors. Lilly Patent, EPO 0 675 110 A1.
16. 2 at 2.2 Å Resolution. Nature 1991, 352, 79-82.
17. 2 Inhibitor, Thielocin A1β, and Mechanism of Action. J. Antibiot. 1992, 45, 1071-1078.
18. 2 Specific Inhibitor From Ascomycetes. J. Antibiot. 1994, 47, 631-638.
19. 2 Inhibitors Produced by Thielavia terricola RF-143. J. Antibiot. 1995, 48, 106-112.
20. 2. J. Am. Chem. Soc. 1994, 116, 759-760.
21. 2 with Antiinflammatory Activity. J. Med. Chem. 1993, 36, 3029-3031.
22. Elix, J. A.; Norfolk, S. Synthesis of para-β-Orcinol Depsides. Aust. J. Chem. 1975, 28, 1113-1124.
23. Bruun, T. The Isomeric m-Methoxytrimethylphenols and Related Compounds. Acta Chem. Scand. 1971, 25, 2837-2851.
24. Pulgarin, C.; Gunzinger, J.; Tabacchi, R. Synthesis of Pseudocyphellarins A and B, Two Depsides from the Lichen Pseudocyphellaria endochrysea. Helv. Chim. Acta 1985, 68, 1948-1951.
25. 2 Inhibitors from Ascomycetes. J. Antibiot. 1991, 44, 1467-1470.
26. 2 Is a 100-KDa Protein in Human Monoblast U937 Cells. J. Biol. Chem. 1991, 266, 5268-5272.
27. 2 in Rat. Biochem. Biophys. Acta 1990, 1043, 34-42.
28. Nakano, T.; Terawaki, A.; Arita, H. Signal transduction in collagen-stimulated rat platelets is composed of three stages. J. Biochem. (Tokyo) 1991, 101, 1169-1180.