Enzyme inhibition by usnic acids

Current Enzyme Inhibition

Volumn 4, Issue 4, 2008, Pages 180-185

  Arribas, Laura ^a   Vicente, Carlos ^a  

^a UNIVERSIDAD COMPLUTENSE DE MADRID   (Spain)

Author keywords

Enzymes; Inhibitors; Lichens; Phenolics; Urease; Usnate

Indexed keywords

4 HYDROXYPHENYLPYRUVATE DIOXYGENASE; ALANINE; AMINO ACID; CAROTENOID; CHLOROPHYLL; DITHIOTHREITOL; DNA TOPOISOMERASE; FREE RADICAL; HISTIDINE; INTEGRASE; ISOMERASE; LACTATE DEHYDROGENASE; LEUKOTRIENE B4; PHENOL DERIVATIVE; PROLINE; SERINE; UREASE; USNIC ACID;

ANTIOXIDANT ACTIVITY; BINDING AFFINITY; BINDING KINETICS; BIOSYNTHESIS; BLEACHING; CHELATION; CIRCULAR DICHROISM; COTYLEDON; DRUG MECHANISM; DRUG STRUCTURE; ELECTRON TRANSPORT; ENZYME ACTIVITY; ENZYME INHIBITION; NEUTROPHIL; NONHUMAN; PEROXIDATION; PLANT LEAF; POLYMERIZATION; PROTEIN INTERACTION; REVIEW;

BACTERIA (MICROORGANISMS); HUMAN IMMUNODEFICIENCY VIRUS 1; HUMAN IMMUNODEFICIENCY VIRUS 2; MAMMALIA;

EID: 65649122653     PISSN: 15734080     EISSN: None     Source Type: Journal    
DOI: 10.2174/157340808786733622     Document Type: Review

References (29)

1. Huneck, S. New results on the chemistry of lichen substances. Prog. Chem. Nat. Prod., 2001, 81, 1.
2. Cocchietto, M.; Skert, N.; Nimis, P.L.; Sava, G. A review on usnic acid, an interesting natural compound. Naturwissenschaften, 2002, 89, 137.
3. Johnson, R.B.; Feldott, G.; Lardy, H.A. The mode of action of antibiotic, usnic acid. Arch. Biochem., 1950, 28, 317.
4. Loomis, W.T.; Lipmann, F. Reversible inhibition of the coupling between phosphorylation and oxidation. J. Biol. Chem., 1948, 173, 807.
5. Natori, S. Antibacterial effect of lichen substances and related compounds. VII. The structure-activity relationship observed in compounds related to dibenzofuran and an approach to the elucidation of the mode of action. Pharm. Bull., 1957, 5, 553.
6. Inoue, H.; Noguchi, M.; Kubo, K. In The Oxygen Evolving System in Photosynthesis, Inoue, Y.; Murata, N.; Crofts, A.R.; Renger, G.; Govindjee, Satoh, K., Eds.; Academic Press, Tokyo, 1983; pp. 351-356.
7. Orús, M.I.; Estévez, P.; Vicente, C. Manganese depletion in chloroplasts of Quercus rotundifolia during chemical simulation of lichen epiphytic states. Physiol. Plant, 1981, 52, 263.
8. Lascève, G.; Gaugin, F. Effects of usnic acid on sunflower and maize plantlets. J. Plant Physiol., 1990, 136, 723.
9. Vavasseur, A.; Gautier, H.; Thibaud, M.C.; Lascève, G. Effects of usnic acid on the oxygen exchange properties of mesophyll cell protoplasts from Commelina communis. J. Plant Physiol., 1991, 139, 90.
10. Inoue, H.; Noguchi, M.; Kubo, K. Site of inhibition of usnic acid at oxidizing side of photosystem 2 of spinach chloroplasts. Photosynthetica, 1987, 21 88.
11. Legaz, M.E.; Monsó, M.A.; Vicente, C. Harmfull effects of epiphytic lichens on trees. Recent Res. Dev. Agric. Hortic., 2004, 1, 1.
12. Romagnia, J.G.; Meazzab, G.; Dhammika-Nanayakkarac, N.P.; Dayana, F.E. The phototoxic lichen metabolite, usnic acid, is a potent inhibitor of plant p-hydroxyphenylpyrivate dioxygenase. FEBS Lett., 2000, 480, 301.
13. Ellis, M.K.; Whitfeld, A.C.; Gowans, L.A.; Auton, T.R.; Provan, W.M.; Lock, E.A.; Smith, L.L. Inhibition of 4-hydroxyphenylpyruvate dioxygenase by 2-(2-nitro-4-trifluoromethylbenzoyl)-cyclohexane-1,3-dione and 2-(2-chloro-4-methanesulfonylbenzoyl)-cyclohexane-1,3-dione. Toxicol. Appl. Pharmacol., 1995, 133, 12.
14. Neamati, N.; Hong, H.; Mazumder, A.; Wang, S.; Sunder, S.; Nicklaus, M.C.; Milne, G.W.A; Proksa, B.; Pommier, Y. Depsides and depsidones as inhibitors of HIV-1 integrase: Discovery of novel inhibitors through 3D database searching. J. Med. Chem., 1997, 40, 942.
15. Kumar, S.; Müler, K. Antiproliferative and cytotoxic activity of gyrophoric, usnic and diffractaic acids on human keratinocyte growth. J. Nat. Prod., 1999, 62, 817.
16. Vicente, C.; Azpiroz, A.; Estévez, M.P.; González, M.L. Quaternary structure changes and kinetics of urease inactivation by L-usnic acid in relation to the regulation of nutrient transfer between lichen symbionts. Plant Cell Environ., 1978, 1, 29.
17. Vicente, C.; Cifuentes, B. Reversal by L-cysteine on the inactivation of urease by L-usnic acid. Plant Sci. Lett., 1979, 15, 165.
18. García, I.; Cifuentes, B.; Vicente, C. L-Usnate-urease interactions: Binding sites for the ligand. Z. Naturforsch., 1980, 35c, 1098.
19. Frieden, C.; Colman, R. Glutamate dehydrogenase concentration as a determinant in the effect of purine nucleotides on enzymatic activity. J. Biol. Chem., 1967, 242, 1705.
20. Fishbein; W.N., Nagarajan, K., Scurzi, W. Urease catalysis and structure. X. Alternate bonding-site isozymes of jackbean urease. Arch. Biochem. Biophys., 1976, 172, 726.
21. González, A.; Cifuentes, B. Reversal by dithiothreitol of urease inactivation by l-usnic acid. Phytochemistry, 1986, 25, 1063.
22. Cifuentes, B.; García, I.; Vicente, C. L-Usnate-urease interactions: Binding sites for polymerization. Z. Naturforsch., 1983, 38c, 273.
23. Cifuentes, B.; Vicente, C. Binding studies of L-usnic acid to D-fructose-6-P aminotransferase. Biochem. Biophys. Res. Commun., 1980, 95, 1550.
24. Proksa, B.; Adamcova, J.; Sturdikova, M.; Fuska, J. Metabolites of Pseudevernia furfuracea and their inhibition potential of proteolytic enzymes. Pharmazie, 1994, 49, 282.
25. Cifuentes, B.; Avalos, A. Inactivation of urease by evernic acid. Phyton, 1987, 47, 89.
26. Planelles, V.; Legaz, M.E. Purification and some properties of the secreted arginase of the lichen Evernia prunastri and its regulation by usnic acid. Plant Sci., 1987, 51, 9.
27. Martín-Falquina, A.; Legaz, M.E. Purification and properties of the constitutive arginase of Evernia prunastri. Plant Physiol., 1984, 76, 1065.
28. Cifuentes, B.; Vicente, C. Purification and properties of glucosamine isomerase of Proteus mirabilis. Z. Naturforsch., 1982, 37c, 381.
29. Cifuentes, B.;Vicente, C. Action of L-usnic acid on glucosamine phosphate isomerase activity of Proteus mirabilis. Cryptog. Bryol. Lichénol., 1983, 4, 255.