NO136050B - - Google Patents
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- Publication number
- NO136050B NO136050B NO2955/72A NO295572A NO136050B NO 136050 B NO136050 B NO 136050B NO 2955/72 A NO2955/72 A NO 2955/72A NO 295572 A NO295572 A NO 295572A NO 136050 B NO136050 B NO 136050B
- Authority
- NO
- Norway
- Prior art keywords
- antibiotic
- approx
- verdamicin
- antibiotics
- fermentation
- Prior art date
Links
- 230000003115 biocidal effect Effects 0.000 claims description 76
- XUSXOPRDIDWMFO-CTMSJIKGSA-N (2r,3r,4r,5r)-2-[(1s,2s,3r,4s,6r)-4,6-diamino-3-[[(2s,3r)-3-amino-6-[(1s)-1-aminoethyl]-3,4-dihydro-2h-pyran-2-yl]oxy]-2-hydroxycyclohexyl]oxy-5-methyl-4-(methylamino)oxane-3,5-diol Chemical compound O1C[C@@](O)(C)[C@H](NC)[C@@H](O)[C@H]1O[C@@H]1[C@@H](O)[C@H](O[C@@H]2[C@@H](CC=C(O2)[C@H](C)N)N)[C@@H](N)C[C@H]1N XUSXOPRDIDWMFO-CTMSJIKGSA-N 0.000 claims description 44
- XUSXOPRDIDWMFO-UHFFFAOYSA-N Verdamicin Natural products O1CC(O)(C)C(NC)C(O)C1OC1C(O)C(OC2C(CC=C(O2)C(C)N)N)C(N)CC1N XUSXOPRDIDWMFO-UHFFFAOYSA-N 0.000 claims description 44
- 239000003242 anti bacterial agent Substances 0.000 claims description 29
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- LKKVGKXCMYHKSL-LLZRLKDCSA-N gentamycin A Chemical compound O[C@H]1[C@H](NC)[C@@H](O)CO[C@H]1O[C@@H]1[C@@H](O)[C@H](O[C@@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)N)[C@@H](N)C[C@H]1N LKKVGKXCMYHKSL-LLZRLKDCSA-N 0.000 claims description 18
- 238000000034 method Methods 0.000 claims description 17
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- 238000001990 intravenous administration Methods 0.000 description 1
- 231100000518 lethal Toxicity 0.000 description 1
- 231100000636 lethal dose Toxicity 0.000 description 1
- 230000001665 lethal effect Effects 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 238000004949 mass spectrometry Methods 0.000 description 1
- 235000013372 meat Nutrition 0.000 description 1
- 239000002480 mineral oil Substances 0.000 description 1
- 235000010446 mineral oil Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- NKAAEMMYHLFEFN-UHFFFAOYSA-M monosodium tartrate Chemical compound [Na+].OC(=O)C(O)C(O)C([O-])=O NKAAEMMYHLFEFN-UHFFFAOYSA-M 0.000 description 1
- AJFDBNQQDYLMJN-UHFFFAOYSA-N n,n-diethylacetamide Chemical compound CCN(CC)C(C)=O AJFDBNQQDYLMJN-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- 238000000655 nuclear magnetic resonance spectrum Methods 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 150000003891 oxalate salts Chemical class 0.000 description 1
- 230000020477 pH reduction Effects 0.000 description 1
- 230000003071 parasitic effect Effects 0.000 description 1
- UOZODPSAJZTQNH-LSWIJEOBSA-N paromomycin Chemical compound N[C@@H]1[C@@H](O)[C@H](O)[C@H](CN)O[C@@H]1O[C@H]1[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](N)C[C@@H](N)[C@@H]2O)O[C@@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)N)O[C@@H]1CO UOZODPSAJZTQNH-LSWIJEOBSA-N 0.000 description 1
- 229960001914 paromomycin Drugs 0.000 description 1
- 244000052769 pathogen Species 0.000 description 1
- 230000001717 pathogenic effect Effects 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 239000003279 phenylacetic acid Substances 0.000 description 1
- 229960003424 phenylacetic acid Drugs 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- JVXZJEUVAOVXIX-UHFFFAOYSA-N propan-2-one;pyridine Chemical compound CC(C)=O.C1=CC=NC=C1 JVXZJEUVAOVXIX-UHFFFAOYSA-N 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- 239000010454 slate Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- HWEXKRHYVOGVDA-UHFFFAOYSA-M sodium;3-trimethylsilylpropane-1-sulfonate Chemical compound [Na+].C[Si](C)(C)CCCS([O-])(=O)=O HWEXKRHYVOGVDA-UHFFFAOYSA-M 0.000 description 1
- 239000002689 soil Substances 0.000 description 1
- 239000012453 solvate Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 239000004455 soybean meal Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 238000007920 subcutaneous administration Methods 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
- 150000003511 tertiary amides Chemical class 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- CZDYPVPMEAXLPK-UHFFFAOYSA-N tetramethylsilane Chemical compound C[Si](C)(C)C CZDYPVPMEAXLPK-UHFFFAOYSA-N 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 150000004684 trihydrates Chemical class 0.000 description 1
- 239000012138 yeast extract Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/22—Cyclohexane rings, substituted by nitrogen atoms
- C07H15/222—Cyclohexane rings substituted by at least two nitrogen atoms
- C07H15/226—Cyclohexane rings substituted by at least two nitrogen atoms with at least two saccharide radicals directly attached to the cyclohexane rings
- C07H15/234—Cyclohexane rings substituted by at least two nitrogen atoms with at least two saccharide radicals directly attached to the cyclohexane rings attached to non-adjacent ring carbon atoms of the cyclohexane rings, e.g. kanamycins, tobramycin, nebramycin, gentamicin A2
- C07H15/236—Cyclohexane rings substituted by at least two nitrogen atoms with at least two saccharide radicals directly attached to the cyclohexane rings attached to non-adjacent ring carbon atoms of the cyclohexane rings, e.g. kanamycins, tobramycin, nebramycin, gentamicin A2 a saccharide radical being substituted by an alkylamino radical in position 3 and by two substituents different from hydrogen in position 4, e.g. gentamicin complex, sisomicin, verdamycin
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
- C07H15/20—Carbocyclic rings
- C07H15/22—Cyclohexane rings, substituted by nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US19670771A | 1971-11-08 | 1971-11-08 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| NO136050B true NO136050B (fr) | 1977-04-04 |
| NO136050C NO136050C (no) | 1977-07-13 |
Family
ID=22726520
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO2955/72A NO136050C (no) | 1971-11-08 | 1972-08-17 | Fremgangsm}te ved fremstilling av antibiotica. |
Country Status (20)
| Country | Link |
|---|---|
| JP (1) | JPS4852991A (fr) |
| AR (1) | AR193286A1 (fr) |
| AT (1) | AT319469B (fr) |
| BE (1) | BE787758A (fr) |
| CA (1) | CA972303A (fr) |
| CH (1) | CH586281A5 (fr) |
| CS (1) | CS163282B2 (fr) |
| DD (1) | DD102161A5 (fr) |
| DE (1) | DE2239964A1 (fr) |
| DK (1) | DK130847B (fr) |
| FR (1) | FR2159246A1 (fr) |
| IL (1) | IL40151A (fr) |
| LU (1) | LU65922A1 (fr) |
| NL (1) | NL7211265A (fr) |
| NO (1) | NO136050C (fr) |
| OA (1) | OA04260A (fr) |
| PH (1) | PH13016A (fr) |
| PL (1) | PL84893B1 (fr) |
| RO (1) | RO58761A (fr) |
| SE (1) | SE384691B (fr) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL43368A0 (en) * | 1972-10-10 | 1974-01-14 | Scherico Ltd | Antibiotically active pseudodi-and trisaccharides and methods for their preparation |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL7012428A (fr) * | 1969-08-25 | 1971-03-01 | ||
| CH551965A (de) * | 1970-06-22 | 1974-07-31 | Scherico Ltd | Verfahren zur herstellung antibiotisch wirksamer verbindungen. |
-
0
- BE BE787758D patent/BE787758A/fr unknown
-
1972
- 1972-08-14 DE DE2239964A patent/DE2239964A1/de active Pending
- 1972-08-16 CH CH1211472A patent/CH586281A5/xx not_active IP Right Cessation
- 1972-08-17 PL PL1972157318A patent/PL84893B1/pl unknown
- 1972-08-17 AT AT712272A patent/AT319469B/de not_active IP Right Cessation
- 1972-08-17 DK DK407772AA patent/DK130847B/da unknown
- 1972-08-17 CS CS5710A patent/CS163282B2/cs unknown
- 1972-08-17 NL NL7211265A patent/NL7211265A/xx not_active Application Discontinuation
- 1972-08-17 DD DD165307A patent/DD102161A5/xx unknown
- 1972-08-17 PH PH13813A patent/PH13016A/en unknown
- 1972-08-17 FR FR7229471A patent/FR2159246A1/fr active Granted
- 1972-08-17 IL IL40151A patent/IL40151A/en unknown
- 1972-08-17 RO RO71981A patent/RO58761A/ro unknown
- 1972-08-17 NO NO2955/72A patent/NO136050C/no unknown
- 1972-08-17 SE SE7210703A patent/SE384691B/xx unknown
- 1972-08-17 CA CA149,843A patent/CA972303A/en not_active Expired
- 1972-08-18 AR AR243622A patent/AR193286A1/es active
- 1972-08-18 LU LU65922A patent/LU65922A1/xx unknown
- 1972-08-18 OA OA54666A patent/OA04260A/fr unknown
- 1972-08-18 JP JP47082680A patent/JPS4852991A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| NL7211265A (fr) | 1973-05-10 |
| JPS4852991A (fr) | 1973-07-25 |
| IL40151A0 (en) | 1972-10-29 |
| SE384691B (sv) | 1976-05-17 |
| DK130847B (da) | 1975-04-21 |
| IL40151A (en) | 1976-01-30 |
| PH13016A (en) | 1979-11-09 |
| DD102161A5 (fr) | 1973-12-05 |
| AT319469B (de) | 1974-12-27 |
| AR193286A1 (es) | 1973-04-11 |
| BE787758A (fr) | 1973-02-19 |
| FR2159246A1 (en) | 1973-06-22 |
| DK130847C (fr) | 1975-09-29 |
| DE2239964A1 (de) | 1973-06-14 |
| OA04260A (fr) | 1979-12-31 |
| CA972303A (en) | 1975-08-05 |
| LU65922A1 (fr) | 1973-01-15 |
| PL84893B1 (fr) | 1976-04-30 |
| RO58761A (fr) | 1975-12-15 |
| FR2159246B1 (fr) | 1976-03-05 |
| CS163282B2 (fr) | 1975-08-29 |
| NO136050C (no) | 1977-07-13 |
| CH586281A5 (fr) | 1977-03-31 |
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