CA2019992A1 - Ll-e19085 antibiotique - Google Patents

Ll-e19085 antibiotique

Info

Publication number: CA2019992A1
Authority: CA; Canada
Prior art keywords: microorganism; antibiotic; culture; citrea; nrrl
Prior art date: 1989-06-29
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Abandoned

Application number

CA 2019992

Other languages

English (en)

Inventor

Guy T. Carter

Joseph J. Goodman

David P. Labeda

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Wyeth Holdings LLC

Original Assignee

American Cyanamid Co

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1989-06-29

Filing date

1990-06-27

Publication date

1990-12-29

1990-06-27 Application filed by American Cyanamid Co filed Critical American Cyanamid Co

1990-12-29 Publication of CA2019992A1 publication Critical patent/CA2019992A1/fr

Status Abandoned legal-status Critical Current

Links

230000003115 biocidal effect Effects 0.000 title claims abstract description 13
239000003242 anti bacterial agent Substances 0.000 claims abstract description 7
241000218948 Micromonospora citrea Species 0.000 claims abstract 6
244000005700 microbiome Species 0.000 claims description 10
238000000855 fermentation Methods 0.000 claims description 7
230000004151 fermentation Effects 0.000 claims description 7
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 6
238000000034 method Methods 0.000 claims description 6
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
229910052799 carbon Inorganic materials 0.000 claims description 3
229910052757 nitrogen Inorganic materials 0.000 claims description 3
229940088710 antibiotic agent Drugs 0.000 claims description 2
238000003306 harvesting Methods 0.000 claims description 2
150000001875 compounds Chemical class 0.000 claims 3
241001465754 Metazoa Species 0.000 claims 2
239000007788 liquid Substances 0.000 claims 2
150000003839 salts Chemical class 0.000 claims 2
208000035143 Bacterial infection Diseases 0.000 claims 1
208000022362 bacterial infectious disease Diseases 0.000 claims 1
231100000219 mutagenic Toxicity 0.000 claims 1
230000003505 mutagenic effect Effects 0.000 claims 1
238000002955 isolation Methods 0.000 abstract description 5
238000004519 manufacturing process Methods 0.000 abstract description 4
238000010564 aerobic fermentation Methods 0.000 abstract description 2
238000000746 purification Methods 0.000 abstract 1
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 16
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238000001228 spectrum Methods 0.000 description 8
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CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 6
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
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HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 5
239000003795 chemical substances by application Substances 0.000 description 5
229920001817 Agar Polymers 0.000 description 4
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241000206591 Peptococcus Species 0.000 description 3
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241000191967 Staphylococcus aureus Species 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
238000013019 agitation Methods 0.000 description 3
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VTYYLEPIZMXCLO-UHFFFAOYSA-L calcium carbonate Substances [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 3
239000000463 material Substances 0.000 description 3
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238000004366 reverse phase liquid chromatography Methods 0.000 description 3
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241000606125 Bacteroides Species 0.000 description 2
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SRBFZHDQGSBBOR-IOVATXLUSA-N D-xylopyranose Chemical compound O[C@@H]1COC(O)[C@H](O)[C@H]1O SRBFZHDQGSBBOR-IOVATXLUSA-N 0.000 description 2
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239000002253 acid Substances 0.000 description 2
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PYMYPHUHKUWMLA-WDCZJNDASA-N arabinose Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)C=O PYMYPHUHKUWMLA-WDCZJNDASA-N 0.000 description 2
239000001058 brown pigment Substances 0.000 description 2
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USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 1
239000005695 Ammonium acetate Substances 0.000 description 1
DCXYFEDJOCDNAF-UHFFFAOYSA-N Asparagine Natural products OC(=O)C(N)CC(N)=O DCXYFEDJOCDNAF-UHFFFAOYSA-N 0.000 description 1
238000012935 Averaging Methods 0.000 description 1
ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-OUBTZVSYSA-N Carbon-13 Chemical compound [13C] OKTJSMMVPCPJKN-OUBTZVSYSA-N 0.000 description 1
BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
LZZYPRNAOMGNLH-UHFFFAOYSA-M Cetrimonium bromide Chemical compound [Br-].CCCCCCCCCCCCCCCC[N+](C)(C)C LZZYPRNAOMGNLH-UHFFFAOYSA-M 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
241000861718 Chloris <Aves> Species 0.000 description 1
241000588923 Citrobacter Species 0.000 description 1
RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 1
FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 1
WQZGKKKJIJFFOK-QTVWNMPRSA-N D-mannopyranose Chemical compound OC[C@H]1OC(O)[C@@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-QTVWNMPRSA-N 0.000 description 1
229920001353 Dextrin Polymers 0.000 description 1
239000004375 Dextrin Substances 0.000 description 1
101100130497 Drosophila melanogaster Mical gene Proteins 0.000 description 1
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229930091371 Fructose Natural products 0.000 description 1
239000005715 Fructose Substances 0.000 description 1
RFSUNEUAIZKAJO-ARQDHWQXSA-N Fructose Chemical compound OC[C@H]1O[C@](O)(CO)[C@@H](O)[C@@H]1O RFSUNEUAIZKAJO-ARQDHWQXSA-N 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
239000005909 Kieselgur Substances 0.000 description 1
DCXYFEDJOCDNAF-REOHCLBHSA-N L-asparagine Chemical compound OC(=O)[C@@H](N)CC(N)=O DCXYFEDJOCDNAF-REOHCLBHSA-N 0.000 description 1
OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 description 1
229930195725 Mannitol Natural products 0.000 description 1
ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 1
101100345589 Mus musculus Mical1 gene Proteins 0.000 description 1
238000005481 NMR spectroscopy Methods 0.000 description 1
RSPISYXLHRIGJD-UHFFFAOYSA-N OOOO Chemical compound OOOO RSPISYXLHRIGJD-UHFFFAOYSA-N 0.000 description 1
MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 1
229910019142 PO4 Inorganic materials 0.000 description 1
241001494479 Pecora Species 0.000 description 1
TZRXHJWUDPFEEY-UHFFFAOYSA-N Pentaerythritol Tetranitrate Chemical compound [O-][N+](=O)OCC(CO[N+]([O-])=O)(CO[N+]([O-])=O)CO[N+]([O-])=O TZRXHJWUDPFEEY-UHFFFAOYSA-N 0.000 description 1
241000364057 Peoria Species 0.000 description 1
102000004160 Phosphoric Monoester Hydrolases Human genes 0.000 description 1
108090000608 Phosphoric Monoester Hydrolases Proteins 0.000 description 1
ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
108010009736 Protein Hydrolysates Proteins 0.000 description 1
241000588769 Proteus <enterobacteria> Species 0.000 description 1
LCTONWCANYUPML-UHFFFAOYSA-M Pyruvate Chemical compound CC(=O)C([O-])=O LCTONWCANYUPML-UHFFFAOYSA-M 0.000 description 1
MUPFEKGTMRGPLJ-RMMQSMQOSA-N Raffinose Natural products O(C[C@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@H](O[C@@]2(CO)[C@H](O)[C@@H](O)[C@@H](CO)O2)O1)[C@@H]1[C@H](O)[C@@H](O)[C@@H](O)[C@@H](CO)O1 MUPFEKGTMRGPLJ-RMMQSMQOSA-N 0.000 description 1
244000061456 Solanum tuberosum Species 0.000 description 1
235000002595 Solanum tuberosum Nutrition 0.000 description 1
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QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric Acid Chemical compound [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
MUPFEKGTMRGPLJ-UHFFFAOYSA-N UNPD196149 Natural products OC1C(O)C(CO)OC1(CO)OC1C(O)C(O)C(O)C(COC2C(C(O)C(O)C(CO)O2)O)O1 MUPFEKGTMRGPLJ-UHFFFAOYSA-N 0.000 description 1
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235000005824 Zea mays ssp. parviglumis Nutrition 0.000 description 1
235000002017 Zea mays subsp mays Nutrition 0.000 description 1
238000002835 absorbance Methods 0.000 description 1
238000010521 absorption reaction Methods 0.000 description 1
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238000002814 agar dilution Methods 0.000 description 1
235000001014 amino acid Nutrition 0.000 description 1
229940024606 amino acid Drugs 0.000 description 1
150000001413 amino acids Chemical class 0.000 description 1
229940043376 ammonium acetate Drugs 0.000 description 1
235000019257 ammonium acetate Nutrition 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
150000001449 anionic compounds Chemical class 0.000 description 1
239000008346 aqueous phase Substances 0.000 description 1
229960001230 asparagine Drugs 0.000 description 1
235000009582 asparagine Nutrition 0.000 description 1
239000008280 blood Substances 0.000 description 1
210000004369 blood Anatomy 0.000 description 1
229910052796 boron Inorganic materials 0.000 description 1
239000000872 buffer Substances 0.000 description 1
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229910052791 calcium Inorganic materials 0.000 description 1
229940041514 candida albicans extract Drugs 0.000 description 1
150000001720 carbohydrates Chemical class 0.000 description 1
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239000005018 casein Substances 0.000 description 1
BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
235000021240 caseins Nutrition 0.000 description 1
150000001768 cations Chemical class 0.000 description 1
238000004587 chromatography analysis Methods 0.000 description 1
230000001332 colony forming effect Effects 0.000 description 1
239000003086 colorant Substances 0.000 description 1
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235000005822 corn Nutrition 0.000 description 1
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239000000706 filtrate Substances 0.000 description 1
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ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
229930182830 galactose Natural products 0.000 description 1
235000011187 glycerol Nutrition 0.000 description 1
239000001963 growth medium Substances 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
229910001412 inorganic anion Inorganic materials 0.000 description 1
229910001411 inorganic cation Inorganic materials 0.000 description 1
230000002101 lytic effect Effects 0.000 description 1
239000000594 mannitol Substances 0.000 description 1
235000010355 mannitol Nutrition 0.000 description 1
HEBKCHPVOIAQTA-UHFFFAOYSA-N meso ribitol Natural products OCC(O)C(O)C(O)CO HEBKCHPVOIAQTA-UHFFFAOYSA-N 0.000 description 1
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 1
238000009629 microbiological culture Methods 0.000 description 1
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235000013379 molasses Nutrition 0.000 description 1
239000011733 molybdenum Substances 0.000 description 1
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NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
239000010452 phosphate Substances 0.000 description 1
239000011148 porous material Substances 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
239000000843 powder Substances 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
239000003531 protein hydrolysate Substances 0.000 description 1
235000018102 proteins Nutrition 0.000 description 1
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MUPFEKGTMRGPLJ-ZQSKZDJDSA-N raffinose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO[C@@H]2[C@@H]([C@@H](O)[C@@H](O)[C@@H](CO)O2)O)O1 MUPFEKGTMRGPLJ-ZQSKZDJDSA-N 0.000 description 1
238000011084 recovery Methods 0.000 description 1
238000007670 refining Methods 0.000 description 1
HEBKCHPVOIAQTA-ZXFHETKHSA-N ribitol Chemical compound OC[C@H](O)[C@H](O)[C@H](O)CO HEBKCHPVOIAQTA-ZXFHETKHSA-N 0.000 description 1
238000007790 scraping Methods 0.000 description 1
239000000377 silicon dioxide Substances 0.000 description 1
239000002689 soil Substances 0.000 description 1
239000000243 solution Substances 0.000 description 1
235000019698 starch Nutrition 0.000 description 1
239000008107 starch Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
WYURNTSHIVDZCO-UHFFFAOYSA-N tetrahydrofuran Substances C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 1
239000011573 trace mineral Substances 0.000 description 1
235000013619 trace mineral Nutrition 0.000 description 1
OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
239000012138 yeast extract Substances 0.000 description 1

Landscapes

Preparation Of Compounds By Using Micro-Organisms (AREA)

CA 2019992 1989-06-29 1990-06-27 Ll-e19085 antibiotique Abandoned CA2019992A1 (fr)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US37335789A	1989-06-29	1989-06-29
US07/373,357		1989-06-29

Publications (1)

Publication Number	Publication Date
CA2019992A1 true CA2019992A1 (fr)	1990-12-29

Family

ID=23472079

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA 2019992 Abandoned CA2019992A1 (fr)	1989-06-29	1990-06-27	Ll-e19085 antibiotique

Country Status (2)

Country	Link
CA (1)	CA2019992A1 (fr)
ZA (1)	ZA905059B (fr)

1990
- 1990-06-27 CA CA 2019992 patent/CA2019992A1/fr not_active Abandoned
- 1990-06-28 ZA ZA905059A patent/ZA905059B/xx unknown

Also Published As

Publication number	Publication date
ZA905059B (en)	1991-04-24

Legal Events

Date	Code	Title	Description
1992-12-28	FZDE	Dead

Publication	Publication Date	Title
US3595955A (en)	1971-07-27	Geldanamycin and process for producing same
JP3140228B2 (ja)	2001-03-05	新規な大環状ラクトンおよびその生産菌
US4530835A (en)	1985-07-23	CL-1577 Antibiotic compounds and their production
US4539203A (en)	1985-09-03	CL-1577D And CL-1577E antibiotic/antitumor compounds, their production and use
EP0194784B1 (fr)	1992-02-12	Composé CL-1577-B4, sa production et son utilisation
US4554162A (en)	1985-11-19	CL-1724 Antibiotic compounds, their production and use
US5484717A (en)	1996-01-16	Antibiotic 31F508α1, 31F508α2, 31F508β1, 31F508β2
US4384043A (en)	1983-05-17	Process for producing the antibiotic nosiheptide
EP0087021B1 (fr)	1987-06-10	Composés antibiotiques CL 1565 et leur préparation
EP0353381A2 (fr)	1990-02-07	L'antibiotique LL-E 19085 alpha
US4172940A (en)	1979-10-30	Purification of C-076 compounds by single column chromatography
US5223430A (en)	1993-06-29	Subspecies of micromonospora citrea which produces antibiotic ll-e19085 alpha
US4382952A (en)	1983-05-10	Antibiotic roridin L-2 and its use
US5096907A (en)	1992-03-17	Antibiotic LL-E19085
JPH0737B2 (ja)	1995-01-11	スタウロスポリン発酵法
US3592926A (en)	1971-07-13	Antifungals bk217beta and bk217upsilon and process for producing same
US3564019A (en)	1971-02-16	Tetracyclic lactone antifungal agents
EP0442003A1 (fr)	1991-08-21	Antibiotique LL-E 19085 alpha
US4615975A (en)	1986-10-07	Purified culture of Actinomadura verrucaspora subspecies veractimyces
US4918100A (en)	1990-04-17	CL-1957B antibiotic compound and its production
US3743635A (en)	1973-07-03	27-demethoxy-27-hydroxyrifamycin derivatives
US3335059A (en)	1967-08-08	And method of producing
US3625830A (en)	1971-12-07	Cultivating streptomyces desdanus var. desdanus to produce desdanine
US4734370A (en)	1988-03-29	Antibiotic-producing microorganism culture
EP0260964A2 (fr)	1988-03-23	Hapalindoles