JPS5528933A - Muramyldipeptide dimer - Google Patents
Muramyldipeptide dimerInfo
- Publication number
- JPS5528933A JPS5528933A JP10163278A JP10163278A JPS5528933A JP S5528933 A JPS5528933 A JP S5528933A JP 10163278 A JP10163278 A JP 10163278A JP 10163278 A JP10163278 A JP 10163278A JP S5528933 A JPS5528933 A JP S5528933A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound
- isoglutaminyl
- acetylmuramyl
- alanyl
- 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.)
- Pending
Links
- BSOQXXWZTUDTEL-ZUYCGGNHSA-N muramyl dipeptide Chemical class OC(=O)CC[C@H](C(N)=O)NC(=O)[C@H](C)NC(=O)[C@@H](C)O[C@H]1[C@H](O)[C@@H](CO)O[C@@H](O)[C@@H]1NC(C)=O BSOQXXWZTUDTEL-ZUYCGGNHSA-N 0.000 title abstract 2
- MTCFGRXMJLQNBG-REOHCLBHSA-N (2S)-2-Amino-3-hydroxypropansäure Chemical compound OC[C@H](N)C(O)=O MTCFGRXMJLQNBG-REOHCLBHSA-N 0.000 abstract 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- QNAYBMKLOCPYGJ-REOHCLBHSA-N L-alanine Chemical compound C[C@H](N)C(O)=O QNAYBMKLOCPYGJ-REOHCLBHSA-N 0.000 abstract 1
- KZSNJWFQEVHDMF-BYPYZUCNSA-N L-valine Chemical compound CC(C)[C@H](N)C(O)=O KZSNJWFQEVHDMF-BYPYZUCNSA-N 0.000 abstract 1
- 239000004472 Lysine Substances 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 abstract 1
- 229940024606 amino acid Drugs 0.000 abstract 1
- 150000001413 amino acids Chemical group 0.000 abstract 1
- 230000000259 anti-tumor effect Effects 0.000 abstract 1
- 239000000872 buffer Substances 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 230000005779 cell damage Effects 0.000 abstract 1
- 208000037887 cell injury Diseases 0.000 abstract 1
- 229940079593 drug Drugs 0.000 abstract 1
- 239000003814 drug Substances 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 150000004665 fatty acids Chemical group 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 238000010647 peptide synthesis reaction Methods 0.000 abstract 1
- 239000012266 salt solution Substances 0.000 abstract 1
- 229960001153 serine Drugs 0.000 abstract 1
- 239000000725 suspension Substances 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
- 210000004881 tumor cell Anatomy 0.000 abstract 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Peptides Or Proteins (AREA)
Abstract
NEW MATERIAL:A muramyldipeptide derivative of formula I: (X is amino acid, e.g. L-alanin, L-serine, or L-valine; n is an integer 1W6; R1 is H, lower alkyl, carboxyl group, etc.; A1 and A2 are intermediate to higher mycoloyl or 20W60C synthetic higher fatty acid residues which may be branched, one of them may be H).
EXAMPLE: Nα-(N-acetylmuramyl-L-alanyl-D-isoglutaminyl)-Nξ-(6-O-mycomycoloyl- N-acetylmuramyl-L-alanyl-D-isoglutaminyl)-L-lysine.
USE: Medicines capable of preparing uniform suspensions with a phosphoric acid buffer physiological salt solution having improved lipophilic nature, and tumor cell damage activity (closely related to the antitumor activity).
PROCESS: A compound of formula II is condensed with a compound of formula III by the ordinary peptide synthesis to give the objective compound of formula I.
COPYRIGHT: (C)1980,JPO&Japio
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10163278A JPS5528933A (en) | 1978-08-21 | 1978-08-21 | Muramyldipeptide dimer |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP10163278A JPS5528933A (en) | 1978-08-21 | 1978-08-21 | Muramyldipeptide dimer |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS5528933A true JPS5528933A (en) | 1980-02-29 |
Family
ID=14305764
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP10163278A Pending JPS5528933A (en) | 1978-08-21 | 1978-08-21 | Muramyldipeptide dimer |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5528933A (en) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59172497A (en) * | 1983-03-22 | 1984-09-29 | Dai Ichi Seiyaku Co Ltd | Novel muramyl peptide derivative |
| JPS61287525A (en) * | 1985-06-12 | 1986-12-17 | 松下電工株式会社 | Vacuum packaging machine |
| JP2009080118A (en) * | 1996-10-10 | 2009-04-16 | Probe Internatl | Composition and method for treating viral infection |
| US11859021B2 (en) | 2021-03-19 | 2024-01-02 | Icahn School Of Medicine At Mount Sinai | Compounds for regulating trained immunity, and their methods of use |
| US12377054B2 (en) | 2016-04-29 | 2025-08-05 | Icahn School Of Medicine At Mount Sinai | Targeting the innate immune system to induce long-term tolerance and to resolve macrophage accumulation in atherosclerosis |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS55391A (en) * | 1978-06-05 | 1980-01-05 | Anvar | Oligomers of muramyllpeptide type compound and drug containing them |
-
1978
- 1978-08-21 JP JP10163278A patent/JPS5528933A/en active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS55391A (en) * | 1978-06-05 | 1980-01-05 | Anvar | Oligomers of muramyllpeptide type compound and drug containing them |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59172497A (en) * | 1983-03-22 | 1984-09-29 | Dai Ichi Seiyaku Co Ltd | Novel muramyl peptide derivative |
| JPS61287525A (en) * | 1985-06-12 | 1986-12-17 | 松下電工株式会社 | Vacuum packaging machine |
| JP2009080118A (en) * | 1996-10-10 | 2009-04-16 | Probe Internatl | Composition and method for treating viral infection |
| US12377054B2 (en) | 2016-04-29 | 2025-08-05 | Icahn School Of Medicine At Mount Sinai | Targeting the innate immune system to induce long-term tolerance and to resolve macrophage accumulation in atherosclerosis |
| US11859021B2 (en) | 2021-03-19 | 2024-01-02 | Icahn School Of Medicine At Mount Sinai | Compounds for regulating trained immunity, and their methods of use |
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