GB1510477A - Peptides and to amino acid intermediates thereof - Google Patents

Peptides and to amino acid intermediates thereof

Info

Publication number
GB1510477A
GB1510477A GB30632/75A GB3063275A GB1510477A GB 1510477 A GB1510477 A GB 1510477A GB 30632/75 A GB30632/75 A GB 30632/75A GB 3063275 A GB3063275 A GB 3063275A GB 1510477 A GB1510477 A GB 1510477A
Authority
GB
United Kingdom
Prior art keywords
formula
amino acid
image
optionally
compounds
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.)
Expired
Application number
GB30632/75A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Microbial Chemistry Research Foundation
Original Assignee
Microbial Chemistry Research Foundation
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 Microbial Chemistry Research Foundation filed Critical Microbial Chemistry Research Foundation
Priority to GB30632/75A priority Critical patent/GB1510477A/en
Priority to SE7606736A priority patent/SE431642B/en
Priority to AU15912/76A priority patent/AU506003B2/en
Priority to CS764736A priority patent/CS201033B2/en
Priority to CS793519A priority patent/CS201034B2/en
Priority to DE2660626A priority patent/DE2660626C2/en
Priority to DE2632396A priority patent/DE2632396C2/en
Priority to CA257,393A priority patent/CA1104156A/en
Priority to CH933676A priority patent/CH630892A5/en
Priority to JP8599276A priority patent/JPS52136118A/en
Priority to NL7608064A priority patent/NL7608064A/en
Priority to FR7622279A priority patent/FR2318863A1/en
Priority to DK331276A priority patent/DK149110C/en
Priority to HU76ZA395A priority patent/HU183048B/en
Priority to US05/809,835 priority patent/US4189604A/en
Publication of GB1510477A publication Critical patent/GB1510477A/en
Priority to SE8001959A priority patent/SE452318B/en
Priority to CA363,896A priority patent/CA1104157A/en
Priority to JP57066233A priority patent/JPS6050780B2/en
Priority to SE8306145A priority patent/SE8306145D0/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00Carboxylic acid nitriles
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07KPEPTIDES
    • C07K5/00Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
    • C07K5/02Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing at least one abnormal peptide link
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Biochemistry (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Chemical & Material Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Biophysics (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Peptides Or Proteins (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

For preparing the novel bestatin compounds of the formula <IMAGE> having R1 and R2 in accordance with the preceding Patent Claim 1, an alpha -hydroxybeta -amino acid of the formula <IMAGE> is used as the starting material. The latter is condensed, optionally after having protected the functional groups which are not to participate in the subsequent reaction, with a beta -amino acid of the formula <IMAGE> using a peptide-linking method. Protective groups which may optionally be present are subsequently removed. The optically pure diastereoisomers can be readily obtained from the compounds of the formula (III). The alpha -hydroxybeta -amino acids can be prepared by hydrolysing a corresponding cyanohydrin whose amino group is optionally protected. The novel compounds inhibit certain enzymes which decompose bleomycin and in this way amplify the anti-tumour activity of the bleomycins.
GB30632/75A 1975-07-22 1975-07-22 Peptides and to amino acid intermediates thereof Expired GB1510477A (en)

Priority Applications (19)

Application Number Priority Date Filing Date Title
GB30632/75A GB1510477A (en) 1975-07-22 1975-07-22 Peptides and to amino acid intermediates thereof
SE7606736A SE431642B (en) 1975-07-22 1976-06-14 PROCEDURE FOR THE PREPARATION OF BESTATIN SOCIETIES
AU15912/76A AU506003B2 (en) 1975-07-22 1976-07-15 Bestatin dipeptides
CS764736A CS201033B2 (en) 1975-07-22 1976-07-16 Method of producing derivatives of n-/3-amino-2-hydroxy-propionyl/-2-amino acetic acid
CS793519A CS201034B2 (en) 1975-07-22 1976-07-16 Method of producing amino acid
DE2660626A DE2660626C2 (en) 1975-07-22 1976-07-19 3-Amino-2-hydroxy-4-phenyl-butanoic acid derivatives and process for their preparation
DE2632396A DE2632396C2 (en) 1975-07-22 1976-07-19 Bestatin analogs, processes for their preparation and pharmaceutical preparations containing these compounds
CA257,393A CA1104156A (en) 1975-07-22 1976-07-20 Analogues of bestatin
JP8599276A JPS52136118A (en) 1975-07-22 1976-07-21 Modification of bestatin and analogous compounds and their preparation
CH933676A CH630892A5 (en) 1975-07-22 1976-07-21 Process for preparing bestatin compounds.
NL7608064A NL7608064A (en) 1975-07-22 1976-07-21 PROCESS FOR THE PREPARATION OF A PEPTIDE.
FR7622279A FR2318863A1 (en) 1975-07-22 1976-07-21 BESTATINE AND ITS DERIVATIVES
DK331276A DK149110C (en) 1975-07-22 1976-07-22 METHOD OF ANALOGUE FOR THE PREPARATION OF BESTATINE OR ANALOGUE DIPEPTIDE AND ALFA-HYDROXY-BETA-AMINOCARBOXYLIC ACIDS FOR USE AS PRIOR CONNECTIONS THEREOF
HU76ZA395A HU183048B (en) 1975-07-22 1976-07-22 Process for producing bracket-2s,3r-bracket closed-, bracket-2s,3s-bracket closed-, bracket-2rs,3r-bracket closed- or bracket-2rs,3rs-bracket closed-3-amino-2-hydroxy-propionyl-glycine derivatives
US05/809,835 US4189604A (en) 1975-07-22 1977-06-24 Bestatin
SE8001959A SE452318B (en) 1975-07-22 1980-03-13 AMINO ACIDS FOR USE AS INTERMEDIATES IN THE PRODUCTION OF BESTATIN
CA363,896A CA1104157A (en) 1975-07-22 1980-11-03 Analogues of bestatin
JP57066233A JPS6050780B2 (en) 1975-07-22 1982-04-22 3-Amino-2-hydroxypropionic acid derivative
SE8306145A SE8306145D0 (en) 1975-07-22 1983-11-09 PROCEDURE FOR THE PREPARATION OF BESTATE ASSOCIATIONS

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB30632/75A GB1510477A (en) 1975-07-22 1975-07-22 Peptides and to amino acid intermediates thereof

Publications (1)

Publication Number Publication Date
GB1510477A true GB1510477A (en) 1978-05-10

Family

ID=10310676

Family Applications (1)

Application Number Title Priority Date Filing Date
GB30632/75A Expired GB1510477A (en) 1975-07-22 1975-07-22 Peptides and to amino acid intermediates thereof

Country Status (12)

Country Link
JP (2) JPS52136118A (en)
AU (1) AU506003B2 (en)
CA (1) CA1104156A (en)
CH (1) CH630892A5 (en)
CS (2) CS201034B2 (en)
DE (2) DE2660626C2 (en)
DK (1) DK149110C (en)
FR (1) FR2318863A1 (en)
GB (1) GB1510477A (en)
HU (1) HU183048B (en)
NL (1) NL7608064A (en)
SE (3) SE431642B (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2947140A1 (en) * 1978-11-25 1980-06-12 Nippon Kayaku Kk PROCESS FOR THE PREPARATION OF THREO-3-AMINO-2-HYDROXYBUTANOYL AMINOACETIC ACID
GB2131690A (en) * 1980-09-24 1984-06-27 Microbial Chem Res Found Analgesic agent containing bestatin derivatives
US5900503A (en) * 1996-02-08 1999-05-04 Nippon Kayaku Kabushiki Kaisha Process for producing optically active cyanohydrins
WO1999057098A2 (en) * 1998-05-01 1999-11-11 Abbott Laboratories Substituted beta-amino acid inhibitors of methionine aminopeptidase-2
US6242494B1 (en) 1998-05-01 2001-06-05 Abbott Laboratories Substituted β-amino acid inhibitors of methionine aminopeptidase-2

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2725732C2 (en) 1977-06-07 1983-01-05 Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai, Tokyo Bestatin analogs, processes for their preparation and pharmaceutical preparations containing these compounds
DE2760007C2 (en) * 1977-06-07 1988-10-06 Microbial Chem Res Found
JPS6026099B2 (en) * 1977-09-21 1985-06-21 財団法人微生物化学研究会 Peptide, its acid salt and its production method
US4370318A (en) * 1980-07-07 1983-01-25 Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai Bestatin-related compounds as immunopotentiator
JPH0810855Y2 (en) * 1989-07-20 1996-03-29 タナシン電機株式会社 Auto-reverse type tape recorder
EP0657415B1 (en) * 1993-06-29 1999-09-08 Kaneka Corporation Method of producing 3-amino-2-hydroxy-4-phenyl-butyric acid derivatives and 3-amino-1-nitro-4-phenyl-2-butanol intermediates

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5439477B2 (en) * 1974-07-01 1979-11-28

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2947140A1 (en) * 1978-11-25 1980-06-12 Nippon Kayaku Kk PROCESS FOR THE PREPARATION OF THREO-3-AMINO-2-HYDROXYBUTANOYL AMINOACETIC ACID
US4281180A (en) * 1978-11-25 1981-07-28 Nippon Kayaku Kabushiki Kaisha Process for producing threo-3-amino-2-hydroxybutanoyl-aminoacetic acids, as well as novel intermediated therefor and process for producing them
US4391986A (en) * 1978-11-25 1983-07-05 Nippon Kayaku Kabushiki Kaisha Process for producing threo-3-amino-2-hydroxybutanoyl-aminoacetic acids, as well as novel intermediates therefor and process for producing them
US4453003A (en) * 1978-11-25 1984-06-05 Hamao Umezawa Process for producing threo-3-amino-2-hydroxy-butanoyl-aminoacetic acids as well as novel intermediates therefor and process for producing them
GB2131690A (en) * 1980-09-24 1984-06-27 Microbial Chem Res Found Analgesic agent containing bestatin derivatives
US5900503A (en) * 1996-02-08 1999-05-04 Nippon Kayaku Kabushiki Kaisha Process for producing optically active cyanohydrins
WO1999057098A2 (en) * 1998-05-01 1999-11-11 Abbott Laboratories Substituted beta-amino acid inhibitors of methionine aminopeptidase-2
WO1999057098A3 (en) * 1998-05-01 2000-07-27 Abbott Lab Substituted beta-amino acid inhibitors of methionine aminopeptidase-2
US6242494B1 (en) 1998-05-01 2001-06-05 Abbott Laboratories Substituted β-amino acid inhibitors of methionine aminopeptidase-2

Also Published As

Publication number Publication date
AU506003B2 (en) 1979-12-13
DE2632396A1 (en) 1977-02-03
SE8001959L (en) 1980-03-13
JPS6050780B2 (en) 1985-11-11
FR2318863A1 (en) 1977-02-18
CS201034B2 (en) 1980-10-31
JPS5823654A (en) 1983-02-12
FR2318863B1 (en) 1980-10-31
CH630892A5 (en) 1982-07-15
AU1591276A (en) 1978-01-19
DK149110B (en) 1986-01-27
JPS52136118A (en) 1977-11-14
CA1104156A (en) 1981-06-30
SE8306145L (en) 1983-11-09
CS201033B2 (en) 1980-10-31
JPS5758338B2 (en) 1982-12-09
DE2632396C2 (en) 1982-11-25
HU183048B (en) 1984-04-28
DE2660626C2 (en) 1985-07-11
DK331276A (en) 1977-01-23
SE452318B (en) 1987-11-23
SE8306145D0 (en) 1983-11-09
SE7606736L (en) 1977-01-23
SE431642B (en) 1984-02-20
DK149110C (en) 1986-09-08
NL7608064A (en) 1977-01-25

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Legal Events

Date Code Title Description
PS Patent sealed
704A Declaration that licence is not available as of right for an excepted use (par. 4a/1977)
PE20 Patent expired after termination of 20 years

Effective date: 19960622