WO2004024755A3 - Sarcolysyl-derivate und verfahren zu deren herstellung - Google Patents

Sarcolysyl-derivate und verfahren zu deren herstellung Download PDF

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Publication number
WO2004024755A3
WO2004024755A3 PCT/EP2003/009630 EP0309630W WO2004024755A3 WO 2004024755 A3 WO2004024755 A3 WO 2004024755A3 EP 0309630 W EP0309630 W EP 0309630W WO 2004024755 A3 WO2004024755 A3 WO 2004024755A3
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WO
WIPO (PCT)
Prior art keywords
substituted
aliphatic
addition
group
amino acid
Prior art date
Application number
PCT/EP2003/009630
Other languages
English (en)
French (fr)
Other versions
WO2004024755A2 (de
Inventor
Boopathy Dhanapal
Original Assignee
Lipal Biochemicals Ag
Boopathy Dhanapal
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Lipal Biochemicals Ag, Boopathy Dhanapal filed Critical Lipal Biochemicals Ag
Priority to AU2003264134A priority Critical patent/AU2003264134A1/en
Publication of WO2004024755A2 publication Critical patent/WO2004024755A2/de
Publication of WO2004024755A3 publication Critical patent/WO2004024755A3/de

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
    • C07C229/34—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
    • C07C229/36—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton containing six-membered aromatic rings with at least one amino group and one carboxyl group bound to the same carbon atom of the carbon skeleton
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton
    • C07C237/20—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atoms of the carboxamide groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C271/00—Derivatives of carbamic acids, i.e. compounds containing any of the groups, the nitrogen atom not being part of nitro or nitroso groups
    • C07C271/06—Esters of carbamic acids
    • C07C271/08—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms
    • C07C271/10—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C271/22—Esters of carbamic acids having oxygen atoms of carbamate groups bound to acyclic carbon atoms with the nitrogen atoms of the carbamate groups bound to hydrogen atoms or to acyclic carbon atoms to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/06—Dipeptides
    • C07K5/06191—Dipeptides containing heteroatoms different from O, S, or N
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/08—Tripeptides
    • C07K5/0827—Tripeptides containing heteroatoms different from O, S, or N
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07K—PEPTIDES
    • C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
    • C07K5/10—Tetrapeptides
    • C07K5/1027—Tetrapeptides containing heteroatoms different from O, S, or N
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K38/00—Medicinal preparations containing peptides

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Molecular Biology (AREA)
  • Biochemistry (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Genetics & Genomics (AREA)
  • Biophysics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Pyridine Compounds (AREA)

Abstract

Die Erfindung betrifft eine Chemische Verbindung der allgemeinen Formel (I) wobei R1 und R2 gleich oder verschieden sind und wobei im Falle, dass R1 und R2 gleich sind, R1 und R2 ausgewählt sind aus der Gruppe bestehend aus substituiertem Benzoyl-, substituierten und unsubstituierten Alkyl, Aryl, Aralkyl, Sulfoxy, aliphatischen und heteroaromatischen Acyl, wobei der Grundkörper des aliphatischen Restes 1 bis 16 Kohlenstoffatome enthält, sowie einem N-substituierten Aminosäurerest, und im Falle, daß R1 und R2 verschieden sind, R1 oder R2 ausgewählt sind aus der Gruppe bestehend aus H, substituiertem Benzoyl-, substituierten und unsubstituierten Benzyl, Sulfoxy, aliphatischen und heteroaromatischen Acyl, wobei der Grundkörper des aliphatischen Acyl-Restes 1 bis 16 Kohlenstoffatome enthält, sowie einem N-substituierten Aminosäurerest, R3 eine Aminosäure oder ein (Poly)peptid bzw. deren substituierte oder teilweise substituierten Derivate ist, sowie die physiologisch verträglichen Salze dieser Verbindungen. Weiter betrifft die Erfindung ein Verfahren zur Herstellung der chemischen Verbindung sowie ihre Verwendung als Medikament gegen Krebsleiden.
PCT/EP2003/009630 2002-08-29 2003-08-29 Sarcolysyl-derivate und verfahren zu deren herstellung WO2004024755A2 (de)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU2003264134A AU2003264134A1 (en) 2002-08-29 2003-08-29 Sarcolysyl derivatives and method for the production thereof

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE10239832A DE10239832A1 (de) 2002-08-29 2002-08-29 Sarcolysyl-Derivate und Verfahren zu deren Herstellung
DE10239832.1 2002-08-29

Publications (2)

Publication Number Publication Date
WO2004024755A2 WO2004024755A2 (de) 2004-03-25
WO2004024755A3 true WO2004024755A3 (de) 2004-11-18

Family

ID=31724175

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2003/009630 WO2004024755A2 (de) 2002-08-29 2003-08-29 Sarcolysyl-derivate und verfahren zu deren herstellung

Country Status (3)

Country Link
AU (1) AU2003264134A1 (de)
DE (1) DE10239832A1 (de)
WO (1) WO2004024755A2 (de)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN100480234C (zh) * 2006-10-20 2009-04-22 贵州省中国科学院天然产物化学重点实验室 N-(n-苯甲酰基-苯丙氨酰基)-苯丙氨酸二肽衍生物及其制备方法和用途

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ITMI20041032A1 (it) 2004-05-24 2004-08-24 Neuroscienze S C A R L Compositi farmaceutici
US9023809B2 (en) 2008-03-27 2015-05-05 The Key Laboratory Of Chemistry For Natural Products Of Guizhou Province And Chinese Academy Of Sciences Phenylalanine dipeptide derivatives, compositions and use thereof

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2128549A1 (de) * 1970-06-11 1972-01-13 Istituto Sieroterapico Serafino Belfanü, Mailand (Italien) m eckige Klammer auf Di (2 chlorathyl) amino eckige Klammer zu L phenylalanin enthaltende Oghgopeptide
US4216208A (en) * 1978-07-31 1980-08-05 Proter S.P.A. N-Acyl derivatives of glucosamines having antitumor chemotherapeutic activity
US4740501A (en) * 1978-07-31 1988-04-26 Debarbieri Augusto Interference of b-type retrovirus replication with a tripeptide compound
WO1999002177A1 (de) * 1997-07-07 1999-01-21 Peptichemio Ag Pharmazeutische zusammensetzung enthaltend peptichemio
WO2001096367A1 (en) * 2000-06-13 2001-12-20 Oncopeptides Ab Melphalan derivatives and their use as cancer chemotherapeutic drugs

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2128549A1 (de) * 1970-06-11 1972-01-13 Istituto Sieroterapico Serafino Belfanü, Mailand (Italien) m eckige Klammer auf Di (2 chlorathyl) amino eckige Klammer zu L phenylalanin enthaltende Oghgopeptide
US4216208A (en) * 1978-07-31 1980-08-05 Proter S.P.A. N-Acyl derivatives of glucosamines having antitumor chemotherapeutic activity
US4740501A (en) * 1978-07-31 1988-04-26 Debarbieri Augusto Interference of b-type retrovirus replication with a tripeptide compound
WO1999002177A1 (de) * 1997-07-07 1999-01-21 Peptichemio Ag Pharmazeutische zusammensetzung enthaltend peptichemio
WO2001096367A1 (en) * 2000-06-13 2001-12-20 Oncopeptides Ab Melphalan derivatives and their use as cancer chemotherapeutic drugs

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
HANSSON J ET AL: "CYTOTOXICITY AND DNA CROSS-LINKING INDUCED BY PEPTIDE CONJUGATED M-L-SARCOLYSIN IN HUMAN MELANOMA CELLS", ANTICANCER RESEARCH, HELENIC ANTICANCER INSTITUTE, ATHENS,, GR, vol. 11, no. 5, 1991, pages 1725 - 1730, XP001037755, ISSN: 0250-7005 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN100480234C (zh) * 2006-10-20 2009-04-22 贵州省中国科学院天然产物化学重点实验室 N-(n-苯甲酰基-苯丙氨酰基)-苯丙氨酸二肽衍生物及其制备方法和用途

Also Published As

Publication number Publication date
DE10239832A1 (de) 2004-03-18
AU2003264134A1 (en) 2004-04-30
WO2004024755A2 (de) 2004-03-25

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