JP2016528262A5 - - Google Patents
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- Publication number
- JP2016528262A5 JP2016528262A5 JP2016535311A JP2016535311A JP2016528262A5 JP 2016528262 A5 JP2016528262 A5 JP 2016528262A5 JP 2016535311 A JP2016535311 A JP 2016535311A JP 2016535311 A JP2016535311 A JP 2016535311A JP 2016528262 A5 JP2016528262 A5 JP 2016528262A5
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- coor
- phenyl
- iii
- independently
- 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.)
- Granted
Links
- 150000002367 halogens Chemical class 0.000 claims description 29
- 125000003837 (C1-C20) alkyl group Chemical group 0.000 claims description 27
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 23
- 229910052736 halogen Inorganic materials 0.000 claims description 20
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 20
- 125000000449 nitro group Chemical class [O-][N+](*)=O 0.000 claims description 20
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 20
- 229910052739 hydrogen Inorganic materials 0.000 claims description 16
- 239000001257 hydrogen Substances 0.000 claims description 16
- 125000001424 substituent group Chemical group 0.000 claims description 11
- MYPYJXKWCTUITO-LYRMYLQWSA-N vancomycin Chemical class O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=C2C=C3C=C1OC1=CC=C(C=C1Cl)[C@@H](O)[C@H](C(N[C@@H](CC(N)=O)C(=O)N[C@H]3C(=O)N[C@H]1C(=O)N[C@H](C(N[C@@H](C3=CC(O)=CC(O)=C3C=3C(O)=CC=C1C=3)C(O)=O)=O)[C@H](O)C1=CC=C(C(=C1)Cl)O2)=O)NC(=O)[C@@H](CC(C)C)NC)[C@H]1C[C@](C)(N)[C@H](O)[C@H](C)O1 MYPYJXKWCTUITO-LYRMYLQWSA-N 0.000 claims 14
- 125000000217 alkyl group Chemical group 0.000 claims 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 6
- 108010059993 Vancomycin Proteins 0.000 claims 6
- 229960003165 vancomycin Drugs 0.000 claims 6
- MYPYJXKWCTUITO-UHFFFAOYSA-N vancomycin Natural products O1C(C(=C2)Cl)=CC=C2C(O)C(C(NC(C2=CC(O)=CC(O)=C2C=2C(O)=CC=C3C=2)C(O)=O)=O)NC(=O)C3NC(=O)C2NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(CC(C)C)NC)C(O)C(C=C3Cl)=CC=C3OC3=CC2=CC1=C3OC1OC(CO)C(O)C(O)C1OC1CC(C)(N)C(O)C(C)O1 MYPYJXKWCTUITO-UHFFFAOYSA-N 0.000 claims 6
- 125000006710 (C2-C12) alkenyl group Chemical group 0.000 claims 5
- -1 monosubstituted phenyl Chemical group 0.000 claims 5
- UORVGPXVDQYIDP-UHFFFAOYSA-N borane Chemical compound B UORVGPXVDQYIDP-UHFFFAOYSA-N 0.000 claims 4
- 125000006711 (C2-C12) alkynyl group Chemical group 0.000 claims 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical group OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims 3
- 238000006722 reduction reaction Methods 0.000 claims 3
- 241000894006 Bacteria Species 0.000 claims 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims 2
- NUAQIRUAZSJTAI-YRPZDAAMSA-N O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=C2C=C3C=C1OC1=CC=C(C=C1Cl)[C@@H](O)[C@H](C(N[C@@H](CC(N)=O)C(=O)N[C@H]3C(=O)N[C@H]1C(=O)N[C@H](C(N[C@@H](C3=CC(O)=CC(O)=C3C=3C(O)=CC=C1C=3)C(O)=O)=O)[C@H](O)C1=CC=C(C(=C1)Cl)O2)=O)NC(=O)[C@H](N)CC(C)C)[C@H]1C[C@](C)(N)[C@H](O)[C@H](C)O1 Chemical compound O([C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=C2C=C3C=C1OC1=CC=C(C=C1Cl)[C@@H](O)[C@H](C(N[C@@H](CC(N)=O)C(=O)N[C@H]3C(=O)N[C@H]1C(=O)N[C@H](C(N[C@@H](C3=CC(O)=CC(O)=C3C=3C(O)=CC=C1C=3)C(O)=O)=O)[C@H](O)C1=CC=C(C(=C1)Cl)O2)=O)NC(=O)[C@H](N)CC(C)C)[C@H]1C[C@](C)(N)[C@H](O)[C@H](C)O1 NUAQIRUAZSJTAI-YRPZDAAMSA-N 0.000 claims 2
- DKGAVHZHDRPRBM-UHFFFAOYSA-N Tert-Butanol Chemical compound CC(C)(C)O DKGAVHZHDRPRBM-UHFFFAOYSA-N 0.000 claims 2
- 125000002009 alkene group Chemical group 0.000 claims 2
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 125000002355 alkine group Chemical group 0.000 claims 2
- 125000000304 alkynyl group Chemical group 0.000 claims 2
- 229910000085 borane Inorganic materials 0.000 claims 2
- 239000003638 chemical reducing agent Substances 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 claims 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 108700014375 norvancomycin Proteins 0.000 claims 2
- 239000002798 polar solvent Substances 0.000 claims 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical group C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims 1
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims 1
- 150000001342 alkaline earth metals Chemical class 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 230000007062 hydrolysis Effects 0.000 claims 1
- 238000006460 hydrolysis reaction Methods 0.000 claims 1
- 208000015181 infectious disease Diseases 0.000 claims 1
- 229960004592 isopropanol Drugs 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 229910052700 potassium Inorganic materials 0.000 claims 1
- 239000011591 potassium Substances 0.000 claims 1
- 229910000033 sodium borohydride Inorganic materials 0.000 claims 1
- 239000012279 sodium borohydride Substances 0.000 claims 1
- BEOOHQFXGBMRKU-UHFFFAOYSA-N sodium cyanoborohydride Chemical compound [Na+].[B-]C#N BEOOHQFXGBMRKU-UHFFFAOYSA-N 0.000 claims 1
- 239000012321 sodium triacetoxyborohydride Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 9
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2013103615770 | 2013-08-19 | ||
| CN201310361577.0A CN104418941B (zh) | 2013-08-19 | 2013-08-19 | 万古霉素衍生物、制备方法及其应用 |
| PCT/CN2014/075905 WO2015024389A1 (zh) | 2013-08-19 | 2014-04-22 | 万古霉素衍生物、制备方法及其应用 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2016528262A JP2016528262A (ja) | 2016-09-15 |
| JP2016528262A5 true JP2016528262A5 (https=) | 2017-06-15 |
| JP6452698B2 JP6452698B2 (ja) | 2019-01-16 |
Family
ID=52483023
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2016535311A Expired - Fee Related JP6452698B2 (ja) | 2013-08-19 | 2014-04-22 | バンコマイシン誘導体、その製造方法及び応用 |
Country Status (15)
| Country | Link |
|---|---|
| US (1) | US9828413B2 (https=) |
| EP (1) | EP3037431A4 (https=) |
| JP (1) | JP6452698B2 (https=) |
| KR (1) | KR20160043094A (https=) |
| CN (2) | CN104418941B (https=) |
| AU (1) | AU2014311148B2 (https=) |
| BR (1) | BR112016003491A2 (https=) |
| CA (1) | CA2921080A1 (https=) |
| EA (1) | EA029855B1 (https=) |
| IL (1) | IL244140A0 (https=) |
| MX (1) | MX2016002190A (https=) |
| NZ (1) | NZ717098A (https=) |
| SG (1) | SG11201601127TA (https=) |
| WO (1) | WO2015024389A1 (https=) |
| ZA (1) | ZA201601343B (https=) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN104418941B (zh) * | 2013-08-19 | 2017-11-07 | 爱斯医药科技(南京)有限公司 | 万古霉素衍生物、制备方法及其应用 |
| CN105985412A (zh) * | 2015-02-28 | 2016-10-05 | 爱斯医药科技(南京)有限公司 | 万古霉素衍生物、制备方法及其应用 |
| CN107365359B (zh) * | 2017-07-17 | 2021-06-04 | 昆明理工大学 | 一种万古霉素手性功能单体合成方法 |
| CN107759671A (zh) * | 2017-09-11 | 2018-03-06 | 昆明理工大学 | 水相中合成万古霉素手性功能单体的方法 |
| USD922342S1 (en) | 2018-10-05 | 2021-06-15 | Samsung Electronics Co., Ltd. | Television receiver |
| USD906992S1 (en) | 2018-12-13 | 2021-01-05 | Samsung Electronics Co., Ltd. | Television receiver |
| CN112079902B (zh) * | 2019-06-12 | 2025-05-06 | 迪普深合医药研发(上海)有限公司 | 万古霉素衍生物、其中间体、制备方法、组合物及用途 |
| US20220400686A1 (en) * | 2019-12-04 | 2022-12-22 | University Of Massachusetts | Compositions and methods for on-demand release of antimicrobial agents |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2031803C (en) * | 1989-12-13 | 2001-05-29 | Ramakrishnan Nagarajan | Improvements in or relating to glycopeptide deriveratives |
| US5840684A (en) * | 1994-01-28 | 1998-11-24 | Eli Lilly And Company | Glycopeptide antibiotic derivatives |
| MY128335A (en) * | 1994-01-28 | 2007-01-31 | Lilly Co Eli | Glycopeptide antibiotic derivatives |
| NZ509165A (en) | 1998-07-14 | 2003-08-29 | Univ Princeton | Glycopeptide antobiotics, combinatorial libraries of glycopeptide antibiotics and methods of producing same |
| GB0026924D0 (en) | 2000-11-03 | 2000-12-20 | Univ Cambridge Tech | Antibacterial agents |
| TWI233932B (en) | 2001-08-24 | 2005-06-11 | Theravance Inc | Process for purifying glycopeptide phosphonate derivatives |
| US8193312B2 (en) | 2004-01-28 | 2012-06-05 | The Regents Of The University Of California | Bone morphogenic protein binding peptide |
| CA2588285A1 (en) * | 2004-11-29 | 2006-06-01 | National University Corporation Nagoya University | Glycopeptide antibiotic monomer derivatives |
| CN104418941B (zh) * | 2013-08-19 | 2017-11-07 | 爱斯医药科技(南京)有限公司 | 万古霉素衍生物、制备方法及其应用 |
-
2013
- 2013-08-19 CN CN201310361577.0A patent/CN104418941B/zh not_active Expired - Fee Related
- 2013-08-19 CN CN201711062456.0A patent/CN107759672A/zh active Pending
-
2014
- 2014-04-22 CA CA2921080A patent/CA2921080A1/en not_active Abandoned
- 2014-04-22 AU AU2014311148A patent/AU2014311148B2/en not_active Ceased
- 2014-04-22 WO PCT/CN2014/075905 patent/WO2015024389A1/zh not_active Ceased
- 2014-04-22 KR KR1020167006849A patent/KR20160043094A/ko not_active Ceased
- 2014-04-22 EP EP14838314.4A patent/EP3037431A4/en not_active Withdrawn
- 2014-04-22 US US14/912,573 patent/US9828413B2/en not_active Expired - Fee Related
- 2014-04-22 MX MX2016002190A patent/MX2016002190A/es unknown
- 2014-04-22 BR BR112016003491A patent/BR112016003491A2/pt not_active IP Right Cessation
- 2014-04-22 SG SG11201601127TA patent/SG11201601127TA/en unknown
- 2014-04-22 EA EA201690396A patent/EA029855B1/ru not_active IP Right Cessation
- 2014-04-22 NZ NZ717098A patent/NZ717098A/en not_active IP Right Cessation
- 2014-04-22 JP JP2016535311A patent/JP6452698B2/ja not_active Expired - Fee Related
-
2016
- 2016-02-15 IL IL244140A patent/IL244140A0/en unknown
- 2016-02-26 ZA ZA2016/01343A patent/ZA201601343B/en unknown
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