The world's first wiki where authorship really matters (Nature Genetics, 2008). Due credit and reputation for authors. Imagine a global collaborative knowledge base for original thoughts. Search thousands of articles and collaborate with scientists around the globe.

wikigene or wiki gene protein drug chemical gene disease author authorship tracking collaborative publishing evolutionary knowledge reputation system wiki2.0 global collaboration genes proteins drugs chemicals diseases compound
Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
 
Chemical Compound Review

AKOS006356772     5-hydroxy-1,2-dihydropyrrol- 3-one

Synonyms:
 
 
Welcome! If you are familiar with the subject of this article, you can contribute to this open access knowledge base by deleting incorrect information, restructuring or completely rewriting any text. Read more.
 

Disease relevance of Tetramic acid

  • We propose that Pseudomonas aeruginosa utilizes this tetramic acid as an interference strategy to preclude encroachment by competing bacteria [1].
  • An iterative polyketide synthase-peptide synthetase hybrid assembles the HIV-1 integrase inhibitory tetramic acid, equisetin, in the filamentous fungus Fusarium heterosporum [2].
  • Dihydromaltophilin; a novel fungicidal tetramic acid containing metabolite from Streptomyces sp [3].
  • Tirandalydigin is a new tetramic acid antibiotic which was discovered in a screen designed to find compounds with activity against pathogenic anaerobic bacteria [4].
  • Among them, derivatives 3 and 4 without the tetramic acid moiety of 1 maintained inhibitory activity toward aflatoxin production, but did not show antifungal activity or toxicity [5].
 

High impact information on Tetramic acid

  • We define the target, mechanism, and structural basis of inhibition of bacterial RNA polymerase (RNAP) by the tetramic acid antibiotic streptolydigin (Stl) [6].
  • The absolute stereochemistries at the tetramic acid moieties of the new compounds were determined as 1 : 1 mixtures (racemic) by ESI-LC/MS analysis of derivatives obtained by oxidation and hydrolysis of the respective parent compounds [7].
  • We have synthesized and evaluated a series of tetramic acid-based and hydroxyquinolinone-based inhibitors of plasminogen activator inhibitor-1 (PAI-1) [8].
  • Ravenic acid, a new tetramic acid isolated from a cultured microfungus, Penicillium sp [9].
  • Subsequent dehydration of the hydroxy lactams with p-toluene sulphonic acid afforded the dienyl tetramic acid derivatives [10].
 

Associations of Tetramic acid with other chemical compounds

  • Diastereoselective reduction of tetramic acid derivatives produced [4S,5S)-N-alkoxycarbonyl-4-hydroxy-5-alkylpyrrolidin-2-ones derived from amino acids, which after hydrolysis yielded statine and statine analogues [11].
 

Gene context of Tetramic acid

  • Imidazolidine-2,4-diones and 1,5-diphenyl tetramic acid derivatives were selected in order to evaluate some 5-membered heterocyclic ring compounds as potential templates for the synthesis of CCK receptor ligands [12].
  • Synthesis of some 3- and 4-substituted 1,5-diphenylpyrrolidine-2,4-diones as potential antimicrobial and antineoplastic agents. Reactions with tetramic acid, Part 5 [13].

References

  1. Revisiting quorum sensing: Discovery of additional chemical and biological functions for 3-oxo-N-acylhomoserine lactones. Kaufmann, G.F., Sartorio, R., Lee, S.H., Rogers, C.J., Meijler, M.M., Moss, J.A., Clapham, B., Brogan, A.P., Dickerson, T.J., Janda, K.D. Proc. Natl. Acad. Sci. U.S.A. (2005) [Pubmed]
  2. Equisetin biosynthesis in Fusarium heterosporum. Sims, J.W., Fillmore, J.P., Warner, D.D., Schmidt, E.W. Chem. Commun. (Camb.) (2005) [Pubmed]
  3. Dihydromaltophilin; a novel fungicidal tetramic acid containing metabolite from Streptomyces sp. Graupner, P.R., Thornburgh, S., Mathieson, J.T., Chapin, E.L., Kemmitt, G.M., Brown, J.M., Snipes, C.E. J. Antibiot. (1997) [Pubmed]
  4. Tirandalydigin, a novel tetramic acid of the tirandamycin-streptolydigin type. I. Taxonomy of the producing organism, fermentation and biological activity. Karwowski, J.P., Jackson, M., Theriault, R.J., Barlow, G.J., Coen, L., Hensey, D.M., Humphrey, P.E. J. Antibiot. (1992) [Pubmed]
  5. Blasticidin A derivatives with highly specific inhibitory activity toward aflatoxin production in Aspergillus parasiticus. Sakuda, S., Ikeda, H., Nakamura, T., Kawachi, R., Kondo, T., Ono, M., Sakurada, M., Inagaki, H., Ito, R., Nagasawa, H. J. Antibiot. (2000) [Pubmed]
  6. Inhibition of bacterial RNA polymerase by streptolydigin: stabilization of a straight-bridge-helix active-center conformation. Tuske, S., Sarafianos, S.G., Wang, X., Hudson, B., Sineva, E., Mukhopadhyay, J., Birktoft, J.J., Leroy, O., Ismail, S., Clark, A.D., Dharia, C., Napoli, A., Laptenko, O., Lee, J., Borukhov, S., Ebright, R.H., Arnold, E. Cell (2005) [Pubmed]
  7. Melophlins p, q, R, and s: four new tetramic Acid derivatives, from two palauan marine sponges of the genus melophlus. Xu, J., Hasegawa, M., Harada, K., Kobayashi, H., Nagai, H., Namikoshi, M. Chem. Pharm. Bull. (2006) [Pubmed]
  8. Design, synthesis and in vitro evaluation of potent, novel, small molecule inhibitors of plasminogen activator inhibitor-1. Folkes, A., Brown, S.D., Canne, L.E., Chan, J., Engelhardt, E., Epshteyn, S., Faint, R., Golec, J., Hanel, A., Kearney, P., Leahy, J.W., Mac, M., Matthews, D., Prisbylla, M.P., Sanderson, J., Simon, R.J., Tesfai, Z., Vicker, N., Wang, S., Webb, R.R., Charlton, P. Bioorg. Med. Chem. Lett. (2002) [Pubmed]
  9. Ravenic acid, a new tetramic acid isolated from a cultured microfungus, Penicillium sp. Michael, A.P., Grace, E.J., Kotiw, M., Barrow, R.A. J. Nat. Prod. (2002) [Pubmed]
  10. An efficient synthesis of tetramic acid derivatives with extended conjugation from L-Ascorbic Acid. Singh, B.K., Bisht, S.S., Tripathi, R.P. Beilstein journal of organic chemistry (2006) [Pubmed]
  11. The use of N-urethane-protected N-carboxyanhydrides (UNCAs) in amino acid and peptide synthesis. Fehrentz, J.A., Genu-Dellac, C., Amblard, M., Winternitz, F., Loffet, A., Martinez, J. J. Pept. Sci. (1995) [Pubmed]
  12. Synthesis of 5-membered ring-type compounds as potential cholecystokinin receptor ligands. Pentassuglia, G., Araldi, G.L., Donati, D., Feriani, A., Oliosi, B., Pasquarello, A., Ursini, A. Farmaco (1997) [Pubmed]
  13. Synthesis of some 3- and 4-substituted 1,5-diphenylpyrrolidine-2,4-diones as potential antimicrobial and antineoplastic agents. Reactions with tetramic acid, Part 5. Saudi, M.N., el Semary, M.M., el Sawaf, G. Die Pharmazie. (2002) [Pubmed]
 
WikiGenes - Universities