FI70226C - Foerfarande foer framstaellning av polyenmakrolid-antibiotika-amider och deras derivat - Google Patents
Foerfarande foer framstaellning av polyenmakrolid-antibiotika-amider och deras derivat Download PDFInfo
- Publication number
- FI70226C FI70226C FI801099A FI801099A FI70226C FI 70226 C FI70226 C FI 70226C FI 801099 A FI801099 A FI 801099A FI 801099 A FI801099 A FI 801099A FI 70226 C FI70226 C FI 70226C
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- FI
- Finland
- Prior art keywords
- group
- amphotericin
- dppa
- tea
- hours
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- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 87
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 28
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 19
- 239000003120 macrolide antibiotic agent Substances 0.000 claims description 17
- 150000004291 polyenes Chemical class 0.000 claims description 17
- ZMXDDKWLCZADIW-UHFFFAOYSA-N dimethylformamide Substances CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 13
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- 150000001408 amides Chemical class 0.000 claims description 9
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 8
- 125000001931 aliphatic group Chemical group 0.000 claims description 7
- 125000003277 amino group Chemical group 0.000 claims description 7
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- -1 hydroxy, phosphono group Chemical group 0.000 claims description 7
- 239000002253 acid Substances 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
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- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 3
- 150000001412 amines Chemical class 0.000 claims description 2
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 2
- 239000012467 final product Substances 0.000 claims description 2
- 125000003147 glycosyl group Chemical group 0.000 claims description 2
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- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 239000011230 binding agent Substances 0.000 claims 1
- 229960001760 dimethyl sulfoxide Drugs 0.000 claims 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 claims 1
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- APKFDSVGJQXUKY-KKGHZKTASA-N Amphotericin-B Natural products O[C@H]1[C@@H](N)[C@H](O)[C@@H](C)O[C@H]1O[C@H]1C=CC=CC=CC=CC=CC=CC=C[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@H](O)C[C@](O)(C[C@H](O)[C@H]2C(O)=O)O[C@H]2C1 APKFDSVGJQXUKY-KKGHZKTASA-N 0.000 description 35
- SORGEQQSQGNZFI-UHFFFAOYSA-N [azido(phenoxy)phosphoryl]oxybenzene Chemical compound C=1C=CC=CC=1OP(=O)(N=[N+]=[N-])OC1=CC=CC=C1 SORGEQQSQGNZFI-UHFFFAOYSA-N 0.000 description 30
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- NCXMLFZGDNKEPB-UHFFFAOYSA-N Pimaricin Natural products OC1C(N)C(O)C(C)OC1OC1C=CC=CC=CC=CCC(C)OC(=O)C=CC2OC2CC(O)CC(O)(CC(O)C2C(O)=O)OC2C1 NCXMLFZGDNKEPB-UHFFFAOYSA-N 0.000 description 4
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- 229940088710 antibiotic agent Drugs 0.000 description 3
- OPGSFDUODIJJGF-JBUZINEHSA-N candicidin D Chemical compound C=1C=C(N)C=CC=1C(=O)CC(O)C(C)CC(C)C(C(/C=C/C=C/C=C/C=C/C=C/C=C/C=C/1)C)OC(=O)CC(=O)CCCC(=O)CC(O)CC(O)CC(O)CC(=O)CC(O)C(C(O)=O)C(O)CC\1OC1O[C@H](C)[C@@H](O)[C@H](N)[C@@H]1O OPGSFDUODIJJGF-JBUZINEHSA-N 0.000 description 3
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- 241000588724 Escherichia coli Species 0.000 description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 2
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- 238000000862 absorption spectrum Methods 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
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- 238000001819 mass spectrum Methods 0.000 description 2
- IOQPZZOEVPZRBK-UHFFFAOYSA-N octan-1-amine Chemical compound CCCCCCCCN IOQPZZOEVPZRBK-UHFFFAOYSA-N 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
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- 150000003839 salts Chemical class 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 150000003335 secondary amines Chemical class 0.000 description 2
- HMUNWXXNJPVALC-UHFFFAOYSA-N 1-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C(CN1CC2=C(CC1)NN=N2)=O HMUNWXXNJPVALC-UHFFFAOYSA-N 0.000 description 1
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- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
- XXZCIYUJYUESMD-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-3-(morpholin-4-ylmethyl)pyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C=1C(=NN(C=1)CC(=O)N1CC2=C(CC1)NN=N2)CN1CCOCC1 XXZCIYUJYUESMD-UHFFFAOYSA-N 0.000 description 1
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- WZFUQSJFWNHZHM-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)CC(=O)N1CC2=C(CC1)NN=N2 WZFUQSJFWNHZHM-UHFFFAOYSA-N 0.000 description 1
- ZRPAUEVGEGEPFQ-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]pyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C=1C=NN(C=1)CC(=O)N1CC2=C(CC1)NN=N2 ZRPAUEVGEGEPFQ-UHFFFAOYSA-N 0.000 description 1
- CONKBQPVFMXDOV-QHCPKHFHSA-N 6-[(5S)-5-[[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]methyl]-2-oxo-1,3-oxazolidin-3-yl]-3H-1,3-benzoxazol-2-one Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)C[C@H]1CN(C(O1)=O)C1=CC2=C(NC(O2)=O)C=C1 CONKBQPVFMXDOV-QHCPKHFHSA-N 0.000 description 1
- 229930183010 Amphotericin Natural products 0.000 description 1
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- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- CKLJMWTZIZZHCS-UHFFFAOYSA-N D-OH-Asp Natural products OC(=O)C(N)CC(O)=O CKLJMWTZIZZHCS-UHFFFAOYSA-N 0.000 description 1
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- 101710168537 High mobility group protein B1 Proteins 0.000 description 1
- 101000577696 Homo sapiens Proline-rich transmembrane protein 2 Proteins 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- CKLJMWTZIZZHCS-UWTATZPHSA-N L-Aspartic acid Natural products OC(=O)[C@H](N)CC(O)=O CKLJMWTZIZZHCS-UWTATZPHSA-N 0.000 description 1
- CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 1
- 102100028840 Proline-rich transmembrane protein 2 Human genes 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000000159 acid neutralizing agent Substances 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- 125000002252 acyl group Chemical group 0.000 description 1
- 125000005907 alkyl ester group Chemical group 0.000 description 1
- 229940009444 amphotericin Drugs 0.000 description 1
- 230000000843 anti-fungal effect Effects 0.000 description 1
- 229940121375 antifungal agent Drugs 0.000 description 1
- 229960005261 aspartic acid Drugs 0.000 description 1
- 150000001510 aspartic acids Chemical class 0.000 description 1
- 230000008033 biological extinction Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- PTOJXIKSKSASRB-UHFFFAOYSA-O candicine Chemical compound C[N+](C)(C)CCC1=CC=C(O)C=C1 PTOJXIKSKSASRB-UHFFFAOYSA-O 0.000 description 1
- 125000000837 carbohydrate group Chemical group 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 1
- 150000001793 charged compounds Chemical class 0.000 description 1
- SIHHLZPXQLFPMC-UHFFFAOYSA-N chloroform;methanol;hydrate Chemical compound O.OC.ClC(Cl)Cl SIHHLZPXQLFPMC-UHFFFAOYSA-N 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 229960003964 deoxycholic acid Drugs 0.000 description 1
- 150000001470 diamides Chemical group 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- IUNMPGNGSSIWFP-UHFFFAOYSA-N dimethylaminopropylamine Chemical compound CN(C)CCCN IUNMPGNGSSIWFP-UHFFFAOYSA-N 0.000 description 1
- VUXSSBDWTGVNIW-UHFFFAOYSA-N dodecylazanide Chemical compound CCCCCCCCCCCC[NH-] VUXSSBDWTGVNIW-UHFFFAOYSA-N 0.000 description 1
- 238000005194 fractionation Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 238000002329 infrared spectrum Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- WFKAJVHLWXSISD-UHFFFAOYSA-N isobutyramide Chemical compound CC(C)C(N)=O WFKAJVHLWXSISD-UHFFFAOYSA-N 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- ILRSCQWREDREME-UHFFFAOYSA-N lauric acid amide propyl betaine Natural products CCCCCCCCCCCC(N)=O ILRSCQWREDREME-UHFFFAOYSA-N 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- XELZGAJCZANUQH-UHFFFAOYSA-N methyl 1-acetylthieno[3,2-c]pyrazole-5-carboxylate Chemical compound CC(=O)N1N=CC2=C1C=C(C(=O)OC)S2 XELZGAJCZANUQH-UHFFFAOYSA-N 0.000 description 1
- KVQGGLZHHFGHPU-UHFFFAOYSA-N methyl 4-aminobutanoate Chemical compound COC(=O)CCCN KVQGGLZHHFGHPU-UHFFFAOYSA-N 0.000 description 1
- ZKWFSTHEYLJLEL-UHFFFAOYSA-N morpholine-4-carboxamide Chemical compound NC(=O)N1CCOCC1 ZKWFSTHEYLJLEL-UHFFFAOYSA-N 0.000 description 1
- GEVUHWKYEWTTMW-UHFFFAOYSA-N n,n-dimethylacetamide;methanol Chemical compound OC.CN(C)C(C)=O GEVUHWKYEWTTMW-UHFFFAOYSA-N 0.000 description 1
- 229960000988 nystatin Drugs 0.000 description 1
- VQOXZBDYSJBXMA-NQTDYLQESA-N nystatin A1 Chemical compound O[C@H]1[C@@H](N)[C@H](O)[C@@H](C)O[C@H]1O[C@H]1/C=C/C=C/C=C/C=C/CC/C=C/C=C/[C@H](C)[C@@H](O)[C@@H](C)[C@H](C)OC(=O)C[C@H](O)C[C@H](O)C[C@H](O)CC[C@@H](O)[C@H](O)C[C@](O)(C[C@H](O)[C@H]2C(O)=O)O[C@H]2C1 VQOXZBDYSJBXMA-NQTDYLQESA-N 0.000 description 1
- 230000010355 oscillation Effects 0.000 description 1
- LWMPFIOTEAXAGV-UHFFFAOYSA-N piperidin-1-amine Chemical compound NN1CCCCC1 LWMPFIOTEAXAGV-UHFFFAOYSA-N 0.000 description 1
- MTURGQJJIULABB-UHFFFAOYSA-N propan-1-amine;dihydrochloride Chemical compound Cl.Cl.CCCN MTURGQJJIULABB-UHFFFAOYSA-N 0.000 description 1
- XUWVIABDWDTJRZ-UHFFFAOYSA-N propan-2-ylazanide Chemical compound CC(C)[NH-] XUWVIABDWDTJRZ-UHFFFAOYSA-N 0.000 description 1
- 150000003334 secondary amides Chemical class 0.000 description 1
- 239000000741 silica gel Substances 0.000 description 1
- 229910002027 silica gel Inorganic materials 0.000 description 1
- FHHPUSMSKHSNKW-SMOYURAASA-M sodium deoxycholate Chemical compound [Na+].C([C@H]1CC2)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC([O-])=O)C)[C@@]2(C)[C@@H](O)C1 FHHPUSMSKHSNKW-SMOYURAASA-M 0.000 description 1
- 238000004611 spectroscopical analysis Methods 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000012916 structural analysis Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- ILWRPSCZWQJDMK-UHFFFAOYSA-N triethylazanium;chloride Chemical compound Cl.CCN(CC)CC ILWRPSCZWQJDMK-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/04—Heterocyclic radicals containing only oxygen as ring hetero atoms
- C07H17/08—Hetero rings containing eight or more ring members, e.g. erythromycins
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
- C12P19/00—Preparation of compounds containing saccharide radicals
- C12P19/44—Preparation of O-glycosides, e.g. glucosides
- C12P19/60—Preparation of O-glycosides, e.g. glucosides having an oxygen of the saccharide radical directly bound to a non-saccharide heterocyclic ring or a condensed ring system containing a non-saccharide heterocyclic ring, e.g. coumermycin, novobiocin
- C12P19/62—Preparation of O-glycosides, e.g. glucosides having an oxygen of the saccharide radical directly bound to a non-saccharide heterocyclic ring or a condensed ring system containing a non-saccharide heterocyclic ring, e.g. coumermycin, novobiocin the hetero ring having eight or more ring members and only oxygen as ring hetero atoms, e.g. erythromycin, spiramycin, nystatin
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Biochemistry (AREA)
- Zoology (AREA)
- Wood Science & Technology (AREA)
- Biotechnology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Microbiology (AREA)
- Molecular Biology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL1979214802A PL122086B1 (en) | 1979-04-09 | 1979-04-09 | Process for preparing amides of antibiotics from the group of polyene macrolides and their derivativesvykh makrolidov i ikh proizvodnykh |
| PL21480279 | 1979-04-09 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI801099A FI801099A (fi) | 1980-10-10 |
| FI70226B FI70226B (fi) | 1986-02-28 |
| FI70226C true FI70226C (fi) | 1986-09-15 |
Family
ID=19995636
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI801099A FI70226C (fi) | 1979-04-09 | 1980-04-08 | Foerfarande foer framstaellning av polyenmakrolid-antibiotika-amider och deras derivat |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US4783527A (pl) |
| JP (1) | JPS55157598A (pl) |
| BE (1) | BE882710A (pl) |
| DE (1) | DE3013631C2 (pl) |
| FI (1) | FI70226C (pl) |
| FR (1) | FR2453645A1 (pl) |
| GB (1) | GB2049658B (pl) |
| NL (1) | NL8002086A (pl) |
| NO (1) | NO800995L (pl) |
| PL (1) | PL122086B1 (pl) |
| SE (1) | SE450639B (pl) |
| SU (2) | SU1017165A3 (pl) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2598434B1 (fr) * | 1986-05-12 | 1988-09-16 | Pf Medicament | Nouveaux immunomodulateurs obtenus par hemisynthese a partir d'un polysaccharide bacterien isole d'une souche mutante non capsulee de klebsiella pneumoniae |
| FR2614306B1 (fr) * | 1987-04-22 | 1989-07-28 | Pf Medicament | Nouveau derive de d.25, procede de preparation, utilisation a titre d'agent immunostimulant et compositions pharmaceutiques le contenant. |
| DE3836599A1 (de) * | 1988-10-27 | 1990-05-03 | Wolff Walsrode Ag | Neue polysaccharide, verfahren zu ihrer herstellung und ihre verwendung |
| IT1237772B (it) * | 1989-11-16 | 1993-06-17 | Tiberio Bruzzese | Derivati di macrolidi polienici. |
| IT1243404B (it) * | 1990-12-03 | 1994-06-10 | Prodotti Antibiotici Spa | Derivati della partricina |
| EP1278527A4 (en) | 2000-01-14 | 2003-04-09 | Intrabiotics Pharmaceuticals | DERIVATIVES OF POLYEN MACROLIDES, THEIR PRODUCTION AND USE |
| US6664241B2 (en) * | 2000-05-31 | 2003-12-16 | Micrologix Biotech Inc. | Water-soluble amide derivatives of polyene macrolides and preparation and uses thereof |
| ES2323397B1 (es) * | 2005-08-03 | 2010-04-23 | Consejo Sup. De Invest. Cientificas | Macrolidos polienos metilados, procedimiento para su obtencion y sus aplicaciones. |
| ES2323253B1 (es) * | 2005-03-23 | 2010-04-23 | Consejo Sup. De Invest. Cientificas | Nuevos polienos amidados, procedimiento para su obtencion y aplicaciones. |
| RU2007138884A (ru) * | 2005-03-23 | 2009-04-27 | Консехо Супериор Де Инвестигасьонес Сьентификас (Es) | Полиеновые антибиотики, композиции, содержащие указанные антибиотики, способ и микроорганизмы, применяемые для их получения, и их применение |
| US8217013B2 (en) * | 2007-07-30 | 2012-07-10 | Shanghai Institute Of Pharmaceutical Industry | Polyene diester antibiotics |
| MX365184B (es) * | 2010-12-21 | 2019-05-21 | Centro De Investig Y De Estudios Avanzados Del I P N | Nuevos compuestos analogos de la anfotericina y composiciones farmaceuticas que los contienen. |
| SG11201610162XA (en) | 2014-06-12 | 2017-01-27 | Shionogi & Co | Polyene macrolide derivative |
| US20220096511A1 (en) * | 2019-01-31 | 2022-03-31 | Sigma-Aldrich Co. Llc | Antifungal agents with improved water solubility |
| KR20220071185A (ko) * | 2019-08-08 | 2022-05-31 | 더 보오드 오브 트러스티스 오브 더 유니버시티 오브 일리노이즈 | 암포테리신 b의 하이브리드 아미드 유도체 |
| RU2751333C1 (ru) * | 2020-12-16 | 2021-07-13 | Федеральное государственное бюджетное научное учреждение "Научно-исследовательский институт по изысканию новых антибиотиков имени Г.Ф. Гаузе" | Способ получения противогрибкового полусинтетического полиенового антибиотика |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4035568A (en) * | 1971-06-07 | 1977-07-12 | Rutgers Research And Educational Foundation | Derivatives of polyene macrolide antibiotics |
| US4041232A (en) * | 1976-02-23 | 1977-08-09 | E. R. Squibb & Sons, Inc. | Amphotericin B methyl ester salts |
| PL100966B1 (pl) * | 1976-04-22 | 1978-11-30 | Sposob otrzymywania n-glikozylowych pochodnych makrolidow polienowych oraz ich soli,zwlaszcza soli n-metyloglukaminowej |
-
1979
- 1979-04-09 PL PL1979214802A patent/PL122086B1/pl unknown
-
1980
- 1980-04-02 SU SU802901347A patent/SU1017165A3/ru active
- 1980-04-02 SU SU802902549A patent/SU1152954A1/ru active
- 1980-04-08 FR FR8007814A patent/FR2453645A1/fr active Granted
- 1980-04-08 FI FI801099A patent/FI70226C/fi not_active IP Right Cessation
- 1980-04-08 SE SE8002627A patent/SE450639B/sv not_active IP Right Cessation
- 1980-04-08 NO NO800995A patent/NO800995L/no unknown
- 1980-04-09 DE DE3013631A patent/DE3013631C2/de not_active Expired
- 1980-04-09 BE BE0/200168A patent/BE882710A/fr not_active IP Right Cessation
- 1980-04-09 GB GB8011653A patent/GB2049658B/en not_active Expired
- 1980-04-09 JP JP4672380A patent/JPS55157598A/ja active Granted
- 1980-04-09 NL NL8002086A patent/NL8002086A/nl not_active Application Discontinuation
-
1981
- 1981-06-23 US US06/276,462 patent/US4783527A/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| SU1152954A1 (ru) | 1985-04-30 |
| DE3013631A1 (de) | 1980-10-23 |
| NO800995L (no) | 1980-10-10 |
| DE3013631C2 (de) | 1986-08-28 |
| SU1017165A3 (ru) | 1983-05-07 |
| NL8002086A (nl) | 1980-10-13 |
| SE450639B (sv) | 1987-07-13 |
| US4783527A (en) | 1988-11-08 |
| PL122086B1 (en) | 1982-06-30 |
| SE8002627L (sv) | 1980-10-10 |
| GB2049658A (en) | 1980-12-31 |
| JPS5728715B2 (pl) | 1982-06-18 |
| FI801099A (fi) | 1980-10-10 |
| BE882710A (fr) | 1980-07-31 |
| FI70226B (fi) | 1986-02-28 |
| PL214802A1 (pl) | 1980-12-01 |
| FR2453645B1 (pl) | 1982-11-19 |
| GB2049658B (en) | 1983-08-03 |
| JPS55157598A (en) | 1980-12-08 |
| FR2453645A1 (fr) | 1980-11-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM | Patent lapsed |
Owner name: POLITECHNIKA GDANSKA |