Inhibition of bacterial biofilms with imidazole derivatives

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C548S331100

Reexamination Certificate

active

07906544

ABSTRACT:
Disclosure is provided for imidazole derivative compounds that prevent, remove and/or inhibit the formation of biofilms, compositions comprising these compounds, devices comprising these compounds, and methods of using the same.

REFERENCES:
patent: 3575929 (1971-04-01), Jones
patent: 4514382 (1985-04-01), Gaffar et al.
patent: 5358960 (1994-10-01), Ulrich et al.
patent: 5670055 (1997-09-01), Yu et al.
patent: 5814668 (1998-09-01), Whittemore et al.
patent: 5834411 (1998-11-01), Bolkan et al.
patent: 6143774 (2000-11-01), Heckmann et al.
patent: 7087661 (2006-08-01), Alberte et al.
patent: 7132567 (2006-11-01), Alberte et al.
patent: 7160879 (2007-01-01), DeSimone et al.
patent: 2003/0171421 (2003-09-01), Davies et al.
patent: 2003/0229000 (2003-12-01), Merritt et al.
patent: 2004/0024037 (2004-02-01), Ryu et al.
patent: 2004/0249441 (2004-12-01), Miller et al.
patent: 2005/0161859 (2005-07-01), Miller et al.
patent: 2006/0018945 (2006-01-01), Britigan et al.
patent: 2006/0228384 (2006-10-01), Eldridge
patent: 2006/0276468 (2006-12-01), Blow
patent: 2007/0231291 (2007-10-01), Huang et al.
patent: 2009/0143230 (2009-06-01), Melander et al.
patent: 2009/0263438 (2009-10-01), Melander et al.
patent: 2009/0270475 (2009-10-01), Melander et al.
patent: WO 2005/012263 (2005-02-01), None
Document No. 139:164905 retrieved from CAPLUS on Jan. 3, 2010.
Document No. 80:15172 retrieved from CAPLUS on Jan. 3, 2010.
Document No. 62:66837 retrieved from CAPLUS on Jan. 3, 2010.
Salvatori, et al. J Org Chem, 2005, 70, pp. 8208-8211.
Ginsburg, I. APMIS 2002, 110, pp. 753-770.
Rice, L. Biochemical Pharmacology 2006, 71, pp. 991-995.
Antimicrobial products in the home: The evolving problem of antibiotic resistance [online]; [retrieved on Jun. 16, 2008] [URL; http://www.cps.ca/english/statements/ID/ID06-02.htm.
Foley L. and Büchi G. Biomimetic synthesis of dibromophakellin. J. Am. Chem. Soc. (1982), vol. 104, pp. 1776-1777.
Yamada A. et al. Development of chemical substances regulating biofilm formation. Bull. Chem. Soc. Jpn. (1997), No. 70, pp. 3061-3069.
Mourabit A. A. and Potier P. Sponge's molecular diversity through the ambivalent reactivity of 2-aminoimidazole: a universal chemical pathway to the oroidin-based pyrrole-imidazole alkaloids and their palau'amine congeners. Eur. J. Org. Chem. (2001), pp. 237-243.
Musk Jr. D.J. and Hergenrother P.J. Chemical countermeasures for the control of bacterial biofilms: effective compounds and promising targets. Current Medicinal Chemistry (2006), vol. 13, pp. 2163-2177.
Huigens III R.W., et al. Inhibition of pseudomonas aeruginosa biofilm formation with bromoageliferin analogues. J. Am. Chem. Soc. (2007), vol. 129, pp. 6966-6967.
International Search Report and Written Opinion for PCT/US08/01045, dated May 9, 2008.
Shore D. College Profile: Dr. John Cavanagh shows that in scientific collaboration—as in a community of molecules—the product is more powerful than the sum of its parts. Perspectives Online. North Carolina State University. Summer 2007: 4 pp.
Fishing for seafood safety. Scope. North Carolina State University College of Physical and Mathematical Sciences. Fall 2007: 11.
Galvin F. Marine inspiration for biofilm break up. Chemical Biology. RCS Publishing. Mar. 5, 2008: 2 pp.
Melander C et al. Evaluation of dihydrooroidin as an antifouling additive in marine paint. International Biodeterioration & Biodegradation. 2009; 53: 529-532.
Stokstad E. Sponging away antibiotic resistance. Findings. The Science Magazine News Blog. Feb. 14, 2009: 1 p.
Lydersen K. Scientists learning to target bacteria where they live. washingtonpost.com. The Washington Post. Mar. 9, 2009; A05: 3 pp.
Taking the Resistance out of drug-resistant infections. PhysOrg.com. Apr. 10, 2009: 2 pp.
Avery S. Slime-fighting molecule may rearm antibiotics. newsobserver.com. The News and Observer. Raleigh, NC. Apr. 22, 2009: 2 pp.
International Search Report and Written Opinion, PCT/US09/02101, mailed Jul. 13, 2009.
International Search Report and Written Opinion, PCT/US09/02446, mailed Aug. 31, 2009.
Casalinuovo IA et al. Fluconazole resistance inCandida albicans: a review of mechanisms. European Review for Medical and Pharmacological Sciences. 2004; 8(2): 69-77.
Rogers SA et al. A 2-aminobenzimidazole that inhibits and disperses gram-positive biofilms through a zinc-dependent mechanism. J. Am. Chem. Soc. 2009; 131(29): 9868-9869.
Richards JJ et al. Amide isosteres of oroidin: assessment of antibiofilm activity andC. eleganstoxicity. Journal of Medicinal Chemistry. 2009; 52(15): 4582-4585.
Richards JJ and Melander C. Controlling bacterial biofilms. ChemBioChem. Epub ahead of print: Aug. 13, 2009; 9 pp.
Hoffmann H and Lindel T. Synthesis of the pyrrole-imidazolealkaloids. Synthesis. 2003; 12: 1753-1783.
Kelly SR et al. Effects of Caribbean sponge extracts on bacterial attachment. Aquatic Microbial Ecology. Mar. 13, 2003; 31: 175-182.
Kelly SR et al. Effects of Caribbean sponge secondary metabolites on bacterial colonization. Aquatic Microbial Ecology. Sep. 6, 2005; 40: 191-203.
Ballard TE et al. Synthesis and antibiofilm activity of a second—generation reverse-amide oroidin library: a structure-activity relationship study. Chemistry. 2008; 14(34): 10745-61. Abstract only.
Huigens RW 3rd et al. Control of bacterial biofilms with marine alkaloid derivatives. Molecular BioSystems. 2008; 4: 614-621.
Richards JJ et al. Inhibition and dispersion of Pseudomonas aeruginosa biofilms with reverse amide 2-aminoimidazole oroidin analogues. Organic & Biomolecular Chemistry. Apr. 21, 2008; 6(8): 1301-1512.
Richards JJ et al. Effects of N-pyrrole substitution on the anti-biofilm activities of oroidin derivatives against Acinetobacter baumannii. Bioorganic & Medicinal Chemistry Letters. 2008; 18: 4325-4327.
Richards JJ and Melander C. Synthesis of a 2-aminoimidazole library for antibiofilm screening utilizing the Sonogashira reaction. J. Org. Chem. 2008; 73(13): 5191-5193.
Richards JJ et al. Inhibition and dispersion of proteobacterial biofilms. Chem. Comm. 2008; 1698-1700.
Richards JJ et al. Synthesis and screening of an oroidin library againstPseudomonas aeruginosabiofilms. ChemBioChem. 2008; 9: 1267-1279.
Rogers SA and Melander C. Construction and screening of a 2-aminoimidazole library identifies a small molecule capable of inhibiting and dispersing bacterial biofilms across order, class, and phylum. Angew. Chem. Int. Ed. 2008; 47: 5229-5231.
Ballard TE et al. Antibiofilm activity of a diverse oroidin library generated through reductive acylation. J. Org. Chem. 2009; 74(4): 1755-1758.
Huigens RW 3rd et al. Inhibition ofAcinetobacter baumannii, Staphylococcus aureusandPseudomonas aeruginosabiofilm formation with a class of Tage-triazole conjugates. Org. Biomol. Chem. 2009; 7: 794-802.
Rogers SA et al. Tandem dispersion and killing of bacteria from a biofilm. Organic & Biomolecular Chemistry. 2009; 7: 603-606.
Wang B et al. Drug delivery: principles and applications. 2005 John Wiley & Sons, Inc. Publication. Section 8.3, pp. 136-137.
Smith DA. Do prodrugs deliver? Current Opinion in Drug Discovery & Development. 2007; 10(5): 550-559.
Rautio J et al. Prodrugs: design and clinical applications. Nature Reviews. Mar. 2008; 7: 255-270.
Testa B. Prodrugs: bridging pharmacodynamic/pharmacokinetic gaps. Current Opinion in Chemical Biology. 2009; 13: 338-344.
Rogers SA et al. Chemical synthesis and biological screening of 2-aminoimidazole-based bacterial and fungal antibiofilm agents. Chembiochem. Feb. 2010; 11: 396-410.
Rogers SA et al. Synergistic effects between conventional antibiotics and 2-aminoimidazole-derived antibiofilm agents. Antimicrob. Agents Chemother. Mar. 8, 2010: 1-34.

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Inhibition of bacterial biofilms with imidazole derivatives does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Inhibition of bacterial biofilms with imidazole derivatives, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Inhibition of bacterial biofilms with imidazole derivatives will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-2741705

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.