JP2012505838A5 - - Google Patents

Info

Publication number

JP2012505838A5

JP2012505838A5 JP2011531314A JP2011531314A JP2012505838A5 JP 2012505838 A5 JP2012505838 A5 JP 2012505838A5 JP 2011531314 A JP2011531314 A JP 2011531314A JP 2011531314 A JP2011531314 A JP 2011531314A JP 2012505838 A5 JP2012505838 A5 JP 2012505838A5

Authority

JP

Japan

Prior art keywords

amino acid

compound

acid sequence

optionally substituted

cancer

Prior art date

2009-10-15

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

• Espacenet
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• 125000003275 alpha amino acid group Chemical group 0.000 claims 18
• 150000001413 amino acids Chemical class 0.000 claims 13
• AOJJSUZBOXZQNB-TZSSRYMLSA-N Doxorubicin Chemical class O([C@H]1C[C@@](O)(CC=2C(O)=C3C(=O)C=4C=CC=C(C=4C(=O)C3=C(O)C=21)OC)C(=O)CO)[C@H]1C[C@H](N)[C@H](O)[C@H](C)O1 AOJJSUZBOXZQNB-TZSSRYMLSA-N 0.000 claims 12
• 150000003839 salts Chemical class 0.000 claims 11
• 238000000034 method Methods 0.000 claims 9
• 125000000217 alkyl group Chemical group 0.000 claims 8
• 108010064942 Angiopep-2 Proteins 0.000 claims 5
• -1 R 21 Chemical compound 0.000 claims 5
• 229920001184 polypeptide Polymers 0.000 claims 5
• 108090000765 processed proteins & peptides Proteins 0.000 claims 5
• 102000004196 processed proteins & peptides Human genes 0.000 claims 5
• 229960004679 doxorubicin Drugs 0.000 claims 4
• 206010039491 Sarcoma Diseases 0.000 claims 3
• 239000003814 drug Substances 0.000 claims 3
• 125000003107 substituted aryl group Chemical group 0.000 claims 3
• 229940124597 therapeutic agent Drugs 0.000 claims 3
• 239000004472 Lysine Substances 0.000 claims 2
• KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims 2
• 206010028980 Neoplasm Diseases 0.000 claims 2
• 239000004473 Threonine Substances 0.000 claims 2
• AYFVYJQAPQTCCC-UHFFFAOYSA-N Threonine Natural products CC(O)C(N)C(O)=O AYFVYJQAPQTCCC-UHFFFAOYSA-N 0.000 claims 2
• 239000002246 antineoplastic agent Substances 0.000 claims 2
• 201000011510 cancer Diseases 0.000 claims 2
• 125000000524 functional group Chemical group 0.000 claims 2
• YJGVMLPVUAXIQN-XVVDYKMHSA-N podophyllotoxin Chemical compound COC1=C(OC)C(OC)=CC([C@@H]2C3=CC=4OCOC=4C=C3[C@H](O)[C@@H]3[C@@H]2C(OC3)=O)=C1 YJGVMLPVUAXIQN-XVVDYKMHSA-N 0.000 claims 2
• 238000011287 therapeutic dose Methods 0.000 claims 2
• TVEXGJYMHHTVKP-UHFFFAOYSA-N 6-oxabicyclo[3.2.1]oct-3-en-7-one Chemical compound C1C2C(=O)OC1C=CC2 TVEXGJYMHHTVKP-UHFFFAOYSA-N 0.000 claims 1
• 208000024893 Acute lymphoblastic leukemia Diseases 0.000 claims 1
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• 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 1
• 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 1
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• 208000017604 Hodgkin disease Diseases 0.000 claims 1
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• 208000015914 Non-Hodgkin lymphomas Diseases 0.000 claims 1
• 206010033128 Ovarian cancer Diseases 0.000 claims 1
• 206010061535 Ovarian neoplasm Diseases 0.000 claims 1
• 229930012538 Paclitaxel Natural products 0.000 claims 1
• 206010061902 Pancreatic neoplasm Diseases 0.000 claims 1
• 206010035226 Plasma cell myeloma Diseases 0.000 claims 1
• 208000006664 Precursor Cell Lymphoblastic Leukemia-Lymphoma Diseases 0.000 claims 1
• 206010060862 Prostate cancer Diseases 0.000 claims 1
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• 206010057644 Testis cancer Diseases 0.000 claims 1
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• 208000007097 Urinary Bladder Neoplasms Diseases 0.000 claims 1
• 208000008383 Wilms tumor Diseases 0.000 claims 1
• 208000020990 adrenal cortex carcinoma Diseases 0.000 claims 1
• 208000007128 adrenocortical carcinoma Diseases 0.000 claims 1
• 206010005084 bladder transitional cell carcinoma Diseases 0.000 claims 1
• 201000001528 bladder urothelial carcinoma Diseases 0.000 claims 1
• 210000000988 bone and bone Anatomy 0.000 claims 1
• 210000001185 bone marrow Anatomy 0.000 claims 1
• 210000004027 cell Anatomy 0.000 claims 1
• GBVKRUOMSUTVPW-AHNVSIPUSA-N chembl1089636 Chemical group N([C@H]([C@@H](OC(=O)CCC(=O)N[C@@H](C(O)C)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(=O)NCC(=O)NCC(=O)N[C@@H](CO)C(=O)N[C@@H](CCCNC(N)=N)C(=O)NCC(=O)N[C@@H](CCCCNC(=O)CCC(=O)O[C@H]([C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)C(=O)O[C@@H]1C(=C2[C@@H](OC(C)=O)C(=O)[C@]3(C)[C@@H](O)C[C@H]4OC[C@]4([C@H]3[C@H](OC(=O)C=3C=CC=CC=3)[C@](C2(C)C)(O)C1)OC(C)=O)C)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CC=1C=CC=CC=1)C(=O)N[C@@H](CCCCNC(=O)CCC(=O)O[C@H]([C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)C(=O)O[C@@H]1C(=C2[C@@H](OC(C)=O)C(=O)[C@]3(C)[C@@H](O)C[C@H]4OC[C@]4([C@H]3[C@H](OC(=O)C=3C=CC=CC=3)[C@](C2(C)C)(O)C1)OC(C)=O)C)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC=1C=CC(O)=CC=1)C(O)=O)C(=O)O[C@@H]1C(=C2[C@@H](OC(C)=O)C(=O)[C@]3(C)[C@@H](O)C[C@H]4OC[C@]4([C@H]3[C@H](OC(=O)C=3C=CC=CC=3)[C@](C2(C)C)(O)C1)OC(C)=O)C)C=1C=CC=CC=1)C(=O)C1=CC=CC=C1 GBVKRUOMSUTVPW-AHNVSIPUSA-N 0.000 claims 1
• 238000002512 chemotherapy Methods 0.000 claims 1
• 239000003937 drug carrier Substances 0.000 claims 1
• YJGVMLPVUAXIQN-UHFFFAOYSA-N epipodophyllotoxin Natural products COC1=C(OC)C(OC)=CC(C2C3=CC=4OCOC=4C=C3C(O)C3C2C(OC3)=O)=C1 YJGVMLPVUAXIQN-UHFFFAOYSA-N 0.000 claims 1
• 206010017758 gastric cancer Diseases 0.000 claims 1
• 201000010536 head and neck cancer Diseases 0.000 claims 1
• 208000014829 head and neck neoplasm Diseases 0.000 claims 1
• 125000001072 heteroaryl group Chemical group 0.000 claims 1
• 125000000623 heterocyclic group Chemical group 0.000 claims 1
• 150000003840 hydrochlorides Chemical class 0.000 claims 1
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
• 230000036031 hyperthermia Effects 0.000 claims 1
• 208000032839 leukemia Diseases 0.000 claims 1
• 201000007270 liver cancer Diseases 0.000 claims 1
• 208000014018 liver neoplasm Diseases 0.000 claims 1
• 201000005202 lung cancer Diseases 0.000 claims 1
• 208000020816 lung neoplasm Diseases 0.000 claims 1
• 125000003588 lysine group Chemical group [H]N([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])(N([H])[H])C(*)=O 0.000 claims 1
• 208000015486 malignant pancreatic neoplasm Diseases 0.000 claims 1
• 201000008026 nephroblastoma Diseases 0.000 claims 1
• 201000008968 osteosarcoma Diseases 0.000 claims 1
• 229960001592 paclitaxel Drugs 0.000 claims 1
• 108010046239 paclitaxel-Angiopep-2 conjugate Proteins 0.000 claims 1
• 201000002528 pancreatic cancer Diseases 0.000 claims 1
• 208000008443 pancreatic carcinoma Diseases 0.000 claims 1
• 201000002530 pancreatic endocrine carcinoma Diseases 0.000 claims 1
• 239000008194 pharmaceutical composition Substances 0.000 claims 1
• 239000000825 pharmaceutical preparation Substances 0.000 claims 1
• 229960001237 podophyllotoxin Drugs 0.000 claims 1
• YVCVYCSAAZQOJI-UHFFFAOYSA-N podophyllotoxin Natural products COC1=C(O)C(OC)=CC(C2C3=CC=4OCOC=4C=C3C(O)C3C2C(OC3)=O)=C1 YVCVYCSAAZQOJI-UHFFFAOYSA-N 0.000 claims 1
• 239000003600 podophyllotoxin derivative Substances 0.000 claims 1
• 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
• 238000001959 radiotherapy Methods 0.000 claims 1
• 201000009410 rhabdomyosarcoma Diseases 0.000 claims 1
• 210000000813 small intestine Anatomy 0.000 claims 1
• 210000000130 stem cell Anatomy 0.000 claims 1
• 201000011549 stomach cancer Diseases 0.000 claims 1
• 125000005346 substituted cycloalkyl group Chemical group 0.000 claims 1
• KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid group Chemical group C(CCC(=O)O)(=O)O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims 1
• 238000001356 surgical procedure Methods 0.000 claims 1
• RCINICONZNJXQF-MZXODVADSA-N taxol Chemical compound O([C@@H]1[C@@]2(C[C@@H](C(C)=C(C2(C)C)[C@H](C([C@]2(C)[C@@H](O)C[C@H]3OC[C@]3([C@H]21)OC(C)=O)=O)OC(=O)C)OC(=O)[C@H](O)[C@@H](NC(=O)C=1C=CC=CC=1)C=1C=CC=CC=1)O)C(=O)C1=CC=CC=C1 RCINICONZNJXQF-MZXODVADSA-N 0.000 claims 1
• 201000003120 testicular cancer Diseases 0.000 claims 1
• 238000002560 therapeutic procedure Methods 0.000 claims 1
• 150000003573 thiols Chemical group 0.000 claims 1
• 125000000341 threoninyl group Chemical group [H]OC([H])(C([H])([H])[H])C([H])(N([H])[H])C(*)=O 0.000 claims 1
• 201000002510 thyroid cancer Diseases 0.000 claims 1
• 201000005112 urinary bladder cancer Diseases 0.000 claims 1
• 0 CCCCC[C@@](C(O)=CCC=[N+][N-]N)NCC*(C)=* Chemical compound CCCCC[C@@](C(O)=CCC=[N+][N-]N)NCC*(C)=* 0.000 description 2