GB1386325A - Derivatives of polyene macrolide antibiotics - Google Patents
Derivatives of polyene macrolide antibioticsInfo
- Publication number
- GB1386325A GB1386325A GB2280272A GB2280272A GB1386325A GB 1386325 A GB1386325 A GB 1386325A GB 2280272 A GB2280272 A GB 2280272A GB 2280272 A GB2280272 A GB 2280272A GB 1386325 A GB1386325 A GB 1386325A
- Authority
- GB
- United Kingdom
- Prior art keywords
- polyene
- polyene macrolide
- macrolide antibiotics
- chain
- substituents
- Prior art date
- 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.)
- Expired
Links
- 239000003120 macrolide antibiotic agent Substances 0.000 title abstract 5
- 150000004291 polyenes Chemical class 0.000 title abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- YKSVGLFNJPQDJE-YDMQLZBCSA-N (19E,21E,23E,25E,27E,29E,31E)-33-[(2R,3S,4R,5S,6R)-4-amino-3,5-dihydroxy-6-methyloxan-2-yl]oxy-17-[7-(4-aminophenyl)-5-hydroxy-4-methyl-7-oxoheptan-2-yl]-1,3,5,7,37-pentahydroxy-18-methyl-9,13,15-trioxo-16,39-dioxabicyclo[33.3.1]nonatriaconta-19,21,23,25,27,29,31-heptaene-36-carboxylic acid Chemical compound CC(CC(C)C1OC(=O)CC(=O)CCCC(=O)CC(O)CC(O)CC(O)CC2(O)CC(O)C(C(CC(O[C@@H]3O[C@H](C)[C@@H](O)[C@@H](N)[C@@H]3O)\C=C\C=C\C=C\C=C\C=C\C=C\C=C\C1C)O2)C(O)=O)C(O)CC(=O)C1=CC=C(N)C=C1 YKSVGLFNJPQDJE-YDMQLZBCSA-N 0.000 abstract 1
- 229930183010 Amphotericin Natural products 0.000 abstract 1
- QGGFZZLFKABGNL-UHFFFAOYSA-N Amphotericin A Natural products OC1C(N)C(O)C(C)OC1OC1C=CC=CC=CC=CCCC=CC=CC(C)C(O)C(C)C(C)OC(=O)CC(O)CC(O)CCC(O)C(O)CC(O)CC(O)(CC(O)C2C(O)=O)OC2C1 QGGFZZLFKABGNL-UHFFFAOYSA-N 0.000 abstract 1
- 239000004593 Epoxy Substances 0.000 abstract 1
- 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 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000002152 alkylating effect Effects 0.000 abstract 1
- 229940009444 amphotericin Drugs 0.000 abstract 1
- APKFDSVGJQXUKY-INPOYWNPSA-N amphotericin B 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/C=C/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)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-INPOYWNPSA-N 0.000 abstract 1
- 150000004982 aromatic amines Chemical class 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 229960004348 candicidin Drugs 0.000 abstract 1
- 125000004185 ester group Chemical group 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 150000002596 lactones Chemical class 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 229960003255 natamycin Drugs 0.000 abstract 1
- NCXMLFZGDNKEPB-FFPOYIOWSA-N natamycin 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/C[C@@H](C)OC(=O)/C=C/[C@H]2O[C@@H]2C[C@H](O)C[C@](O)(C[C@H](O)[C@H]2C(O)=O)O[C@H]2C1 NCXMLFZGDNKEPB-FFPOYIOWSA-N 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- -1 polyene compounds Chemical class 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- 229930188428 trichomycin Natural products 0.000 abstract 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C245/00—Compounds containing chains of at least two nitrogen atoms with at least one nitrogen-to-nitrogen multiple bond
- C07C245/12—Diazo compounds, i.e. compounds having the free valencies of >N2 groups attached to the same carbon atom
- C07C245/14—Diazo compounds, i.e. compounds having the free valencies of >N2 groups attached to the same carbon atom having diazo groups bound to acyclic carbon atoms of a carbon skeleton
- C07C245/16—Diazomethane
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Biotechnology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Saccharide Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Compounds Of Unknown Constitution (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US05/152,460 US3945993A (en) | 1971-06-07 | 1971-06-07 | Derivatives of polyene macrolide antibiotics |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1386325A true GB1386325A (en) | 1975-03-05 |
Family
ID=22543022
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2280272A Expired GB1386325A (en) | 1971-06-07 | 1972-05-16 | Derivatives of polyene macrolide antibiotics |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US3945993A (enExample) |
| JP (1) | JPS5627519B1 (enExample) |
| AR (1) | AR193264A1 (enExample) |
| BE (1) | BE784207A (enExample) |
| CA (1) | CA978519A (enExample) |
| CH (1) | CH580642A5 (enExample) |
| DE (1) | DE2226338A1 (enExample) |
| FR (1) | FR2140407B1 (enExample) |
| GB (1) | GB1386325A (enExample) |
| IE (1) | IE36381B1 (enExample) |
| NL (1) | NL7207700A (enExample) |
| NO (1) | NO139174C (enExample) |
| SE (1) | SE415020B (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101081860B (zh) * | 2006-06-01 | 2010-04-14 | 上海医药工业研究院 | 多烯类抗生素双酯化合物 |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1399139A (en) * | 1972-07-24 | 1975-06-25 | Prodotti Antibiotici Spa | Alkyl esters of polyene antibiotics |
| DE2417993C2 (de) * | 1974-04-11 | 1982-07-01 | Leningradskij naučno-issledovatel'skij institut antibiotikov, Leningrad | Polyenmacrolidantibiotica-Komplexe, Verfahren zu deren Herstellung und diese Verbindungen enthaltende Arzneimittel |
| DE2609611A1 (de) * | 1975-03-13 | 1976-09-23 | Ciba Geigy Ag | Verfahren zur herstellung eines neuen antibiotikums |
| US4035567A (en) * | 1975-10-21 | 1977-07-12 | E. R. Squibb & Sons, Inc. | Process for producing the methyl ester of amphotericin B |
| US4041232A (en) * | 1976-02-23 | 1977-08-09 | E. R. Squibb & Sons, Inc. | Amphotericin B methyl ester salts |
| DE2706156C3 (de) * | 1977-02-14 | 1981-08-20 | Vsesojuznyj naučno-issledovatel'skij technologičeskij institut antibiotikov i fermentov medicinskogo naznačenija, Leningrad | N,N,N-Trimethylderivate amphoterer, antimykotischer Polyenantibiotika und Verfahren zu deren Herstellung |
| GB1566330A (en) * | 1977-02-16 | 1980-04-30 | Farmaceutici Italia | Anthracycline glycosides |
| US4144328A (en) * | 1977-02-28 | 1979-03-13 | Vainshtein Viktor A | N,N,N-Trimethyl derivatives of polyene amphoteric antibiotics, process of producing same and pharmaceutical composition |
| ZA807892B (en) * | 1979-12-24 | 1981-12-30 | Dumex Ltd As | Water soluble guanidine derivatives of polyene marcrolides and the esters thereof |
| US4308375A (en) * | 1980-10-06 | 1981-12-29 | E. R. Squibb & Sons, Inc. | Method for purifying water-insoluble polyene antibiotics |
| US4600706A (en) * | 1983-11-17 | 1986-07-15 | Carter A F | Anti-fungal feed compositions containing natamycin |
| US4536494A (en) * | 1983-11-17 | 1985-08-20 | Carter A Franklin | Animal feed method employing natamycin |
| EP0350164A3 (en) * | 1988-06-13 | 1991-07-24 | Beecham Group Plc | Amphotericin derivatives |
| EP0431874A1 (en) * | 1989-12-08 | 1991-06-12 | Beecham Group p.l.c. | Novel compounds |
| GB0712881D0 (en) * | 2007-07-03 | 2007-08-15 | Biosergen As | Compounds |
| CN110669087B (zh) * | 2018-07-02 | 2023-03-31 | 上海医药工业研究院 | 两性霉素b肽衍生物及其制备方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2908612A (en) * | 1957-03-25 | 1959-10-13 | Olin Mathieson | Amphotericin a and its salts |
| US3244590A (en) * | 1960-12-23 | 1966-04-05 | Rutgers Res And Educational Fo | Polyenic compounds and procedures related thereto |
| US3777018A (en) * | 1967-03-31 | 1973-12-04 | Schmid Inc Julius | Compositions containing polyenic macro-lide and aryl derivative of aliphatic acid and method for treating hyper-lipidaemia |
-
1971
- 1971-06-07 US US05/152,460 patent/US3945993A/en not_active Expired - Lifetime
-
1972
- 1972-05-16 IE IE657/72A patent/IE36381B1/xx unknown
- 1972-05-16 GB GB2280272A patent/GB1386325A/en not_active Expired
- 1972-05-19 CA CA142,611A patent/CA978519A/en not_active Expired
- 1972-05-26 FR FR7218901A patent/FR2140407B1/fr not_active Expired
- 1972-05-30 DE DE2226338A patent/DE2226338A1/de not_active Ceased
- 1972-05-31 BE BE784207A patent/BE784207A/xx unknown
- 1972-06-02 JP JP5440172A patent/JPS5627519B1/ja active Pending
- 1972-06-05 CH CH830972A patent/CH580642A5/xx not_active IP Right Cessation
- 1972-06-05 AR AR242386A patent/AR193264A1/es active
- 1972-06-06 NO NO2005/72A patent/NO139174C/no unknown
- 1972-06-06 SE SE7207419A patent/SE415020B/xx unknown
- 1972-06-07 NL NL7207700A patent/NL7207700A/xx not_active Application Discontinuation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101081860B (zh) * | 2006-06-01 | 2010-04-14 | 上海医药工业研究院 | 多烯类抗生素双酯化合物 |
Also Published As
| Publication number | Publication date |
|---|---|
| BE784207A (fr) | 1972-11-30 |
| SE415020B (sv) | 1980-09-01 |
| FR2140407A1 (enExample) | 1973-01-19 |
| CA978519A (en) | 1975-11-25 |
| CH580642A5 (enExample) | 1976-10-15 |
| US3945993A (en) | 1976-03-23 |
| NL7207700A (enExample) | 1972-12-11 |
| AR193264A1 (es) | 1973-04-11 |
| NO139174B (no) | 1978-10-09 |
| DE2226338A1 (de) | 1973-01-04 |
| IE36381B1 (en) | 1976-10-27 |
| IE36381L (en) | 1972-12-07 |
| FR2140407B1 (enExample) | 1975-08-08 |
| NO139174C (no) | 1979-01-17 |
| JPS5627519B1 (enExample) | 1981-06-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |
Free format text: FOR 1486325 READ 1386325 IN JOURNAL 4948 PAGE 4217 |