Heterocyclic compounds with antibacterial and antimycotic...

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

Reexamination Certificate

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C435S119000, C548S123000

Reexamination Certificate

active

06316476

ABSTRACT:

FIELD OF THE INVENTION
The present invention relates to the novel antibiotics, XENORXIDES, which may be obtained by cultivation of Xenorhabdus spp. or by oxidation of the corresponding dithiolopyrrolone derivatives with oxygen and/or Xenorhabdus species, and/or its cell-free filtrate.
SUMMARY OF THE INVENTION
The present invention provides the novel antibiotic XENORXIDES having antimicrobial activity. The present invention also provides methods for the production of XENORXIDES, comprising the step of cultivating the microorganism
X. bovienii
or oxidation of the corresponding dithiolopyrrolone derivatives with oxygen and Xenorhabdus species, and/or its cell-free filtrate. The present invention further provides novel antimicrobial compositions comprising XENORXIDES, the additional salts thereof, and methods of using the inventive compounds as antibacterial and antimycotic agents.


REFERENCES:
patent: WO 84/01775 (1984-05-01), None
patent: WO 94/26750 (1994-11-01), None
patent: WO 94/28001 (1994-12-01), None
C.A. 121:55953 (1994) Takahashi et al CA2106443 (Mar. 19, 1994).*
Akhurst, R. J. and N. E. Boemare “A numerical Taxonomic Study of the Genus Xenorhabdus (Enterobactereacea) and Proposed Elevation of the Subspecies ofX. nematophilusto Species”J. Gen. Microbiol.vol. 134, 1835-1845 (1988).
American Phytopathological Society. Methods for Evaluating Pesticides for Control of Plant Pathogens. St. Paul. Ma, (1986).
Chen, G., G. B., Dunphy, and J. M., Webster, “Antimycotic Activity of Two Xenorhabdus Species andPhotohabdus liminescens. Bacteria Associated with the Nematodes Steinernema Species andHeterorhabditis megidis”. Biol. Control, Vol. 4, 157-161 (1994).
Li et al. “Antimicrobial Metabolites from a Bacterial Symbiont”J. Nat. Proc.vol.58:1081-1085 (1995).
Maxwell et al. “Stability and Activities of Antibiotics Produced during Infection of the insectGalleria mellonellaby Two Isolates ofXenorhabdus nematophilus”Appl. Environ. Microbiol.vol. 60, 715-721 (1994).
McInerney et al. “Biologically Active Metabolites from Xenorhabdus spp., Part 1. Dithiolopyrrolone Derivatives with Antibiotic Activity”J. Nat. Prod.vol. 54, 774-784 (1991a).
McInerney et al. “Biologically Active Metabolites from Xenorhabdus spp., Part 2. Benzopyran-1-one Derivatives with Gastroprotective Activity”J. Nat. Prod.vol. 54, 785-795 (1991b).
National Committee for Clinical Laboratory Standards. Methods for Dilution of Antimicrobial Suscepibility Test for Bacteria That Grow Aerobically. Approved standards M-7A2. National Committee for clinical Laboratory Standards, Villaniova, Pa. (1990).
Paul et al., “Antibiotics in Microbial Ecology: Isolation and Structure Assignment of Several New antibacterial Compounds from the Insect-Symbiotic Bacteria Xenorhabdus spp.” J. Chem. Ecol. vol. 7, 589-597 (1981).
Putz et al. “Development and Application of Oligonucleoides Probes for Molecular Identification of Xenorhabdus Species”Appl. Environ. Microbiol.vol. 56, 181-186 (1990).
Richardson et al., “Identification of an Anthraquinone pigment and a Hydroxystilbene Antibiotic from Xenorhabdus”App. Environ. Microbiol.vol. 54, 1602-1605 (1988).
U.S. application No. 08/281,488, Chen et al., filed Jul. 1994.
Akhurst & Boemare “A Numerical Taxonomic Study of the Genus Xenorhabdus (Enterbacteriacae) and Prosed Elevation of the Subspecies ofX. nematophilusto Species” J. Gen. Microbiol. B4:1835-1845. (1988).
American Phytopathologyical Society, Methods for Evaluating Pesticides for Control of Plant Pathogens. St. Paul. Ma (1985).
Chen et al. “Antimyeotie Activity of Two Xenorhabdus Species andPhotohabelus lumenescens, Bacteria Associated With the Nematodes Steinernema Species andHeterorherbolitis megiolis, ” Biol. Control 4:157-161 (1994).
Li et al. “Antimicrobiol Metabolites From a Bacterial Symbiort” J. Nat. Prod. (Accepted) 1995.
Maxwell et al. “Stability and Activitges of Antibiotics Produced During Infection of the Insect Bacteria Mellonella by Two Isolates ofXenorhabdus nematophilus” Appl. Environ. Microbiol. 60:715-721 (1990).
McInerney et al. “Biologically Active Metabiolites From Xenorhabdus Spp. Part 1. Diehiolopyrrolene Derivatives With Antibiotic Activity” J. Nat. Prod. 54:774-784. (1991).
McInerney et al. “Biologically Active Metabolites From Xenorhabdus Spp. Part 2. Benzopyran-Tone Derivatives With Gastroprotective Activity” J. Nat. Prod. 54:785-795 (1991).
National Committee for Clinical Laboratory Standards. Methods for Dilution of Antimicrobiol Susceptibility Tests for Bacteria that Grow Aerbically. M-7A2. National Committee For Clinical Laboratory Standards. Pa 49901.
Paul et al. “Antibiotics in Microbiol Ecology: Isolation and Structure Assignment of Several New Antibacterial Compounds From the Insect—Symbiotic Bacteria Xenorharbdus Spp.” J. Chem. Ecol. 7:589-597 (1981).
Putz et al. “Development and Application of Oligomicleotide Probes for Molecules Identification of Xenorharbdus Species” Appl. Environ. Microbiol 56:181-186 (1990).
Richardson et al. “Identification of an Tonthraqarinone Pigment and a Hydroxystilbene Antibiotic From Xenorhabdus” App. Environ. Microbiol. 54:1602-1605. (1988).

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