JP2003522197A5 - - Google Patents

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Publication number

JP2003522197A5

JP2003522197A5 JP2001558080A JP2001558080A JP2003522197A5 JP 2003522197 A5 JP2003522197 A5 JP 2003522197A5 JP 2001558080 A JP2001558080 A JP 2001558080A JP 2001558080 A JP2001558080 A JP 2001558080A JP 2003522197 A5 JP2003522197 A5 JP 2003522197A5

Authority

JP

Japan

Prior art keywords

alkyl

glycopeptide

monoacylated

embedded image

formula

Prior art date

2001-02-12

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

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• DQJCDTNMLBYVAY-ZXXIYAEKSA-N (2S,5R,10R,13R)-16-{[(2R,3S,4R,5R)-3-{[(2S,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-5-(ethylamino)-6-hydroxy-2-(hydroxymethyl)oxan-4-yl]oxy}-5-(4-aminobutyl)-10-carbamoyl-2,13-dimethyl-4,7,12,15-tetraoxo-3,6,11,14-tetraazaheptadecan-1-oic acid Chemical class NCCCC[C@H](C(=O)N[C@@H](C)C(O)=O)NC(=O)CC[C@H](C(N)=O)NC(=O)[C@@H](C)NC(=O)C(C)O[C@@H]1[C@@H](NCC)C(O)O[C@H](CO)[C@H]1O[C@H]1[C@H](NC(C)=O)[C@@H](O)[C@H](O)[C@@H](CO)O1 DQJCDTNMLBYVAY-ZXXIYAEKSA-N 0.000 description 19
• 125000000217 alkyl group Chemical group 0.000 description 13
• OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
• 238000000034 method Methods 0.000 description 12
• 229910052739 hydrogen Inorganic materials 0.000 description 11
• 239000001257 hydrogen Substances 0.000 description 10
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 9
• 108010015899 Glycopeptides Proteins 0.000 description 8
• 102000002068 Glycopeptides Human genes 0.000 description 8
• 125000003545 alkoxy group Chemical group 0.000 description 8
• 125000001589 carboacyl group Chemical group 0.000 description 8
• 125000001309 chloro group Chemical group Cl* 0.000 description 8
• 125000005843 halogen group Chemical group 0.000 description 8
• 150000003839 salts Chemical class 0.000 description 8
• 150000001875 compounds Chemical class 0.000 description 7
• -1 4- (4′-chlorophenyl) benzoyl Chemical group 0.000 description 5
• 150000002148 esters Chemical class 0.000 description 5
• 244000005700 microbiome Species 0.000 description 5
• 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 description 5
• 125000006273 (C1-C3) alkyl group Chemical group 0.000 description 3
• 230000003213 activating effect Effects 0.000 description 3
• 239000003910 polypeptide antibiotic agent Substances 0.000 description 3
• IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
• 241000295644 Staphylococcaceae Species 0.000 description 2
• 241000191940 Staphylococcus Species 0.000 description 2
• 238000000338 in vitro Methods 0.000 description 2
• 238000001727 in vivo Methods 0.000 description 2
• 208000015181 infectious disease Diseases 0.000 description 2
• 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 description 2
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
• 206010053567 Coagulopathies Diseases 0.000 description 1
• 230000000844 anti-bacterial effect Effects 0.000 description 1
• 230000000845 anti-microbial effect Effects 0.000 description 1
• 230000035602 clotting Effects 0.000 description 1
• 108010055222 clotting enzyme Proteins 0.000 description 1
• 239000003814 drug Substances 0.000 description 1
• 239000003937 drug carrier Substances 0.000 description 1
• 150000002431 hydrogen Chemical class 0.000 description 1
• 238000004519 manufacturing process Methods 0.000 description 1
• 239000000203 mixture Substances 0.000 description 1
• 125000002801 octanoyl group Chemical group C(CCCCCCC)(=O)* 0.000 description 1
• 239000008194 pharmaceutical composition Substances 0.000 description 1