FR2440374A1 - NOVEL GLUCURONIDES, PROCESSES FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS HAVING B-GLUCURONIDASE ACTIVITY AND / OR PH-DEPENDENT ACTIVITY, CONTAINING SAID GLUCORONIDES - Google Patents

NOVEL GLUCURONIDES, PROCESSES FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS HAVING B-GLUCURONIDASE ACTIVITY AND / OR PH-DEPENDENT ACTIVITY, CONTAINING SAID GLUCORONIDES

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Publication number
FR2440374A1
FR2440374A1 FR7925183A FR7925183A FR2440374A1 FR 2440374 A1 FR2440374 A1 FR 2440374A1 FR 7925183 A FR7925183 A FR 7925183A FR 7925183 A FR7925183 A FR 7925183A FR 2440374 A1 FR2440374 A1 FR 2440374A1
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FR
France
Prior art keywords
activity
glucuronides
preparation
glucoronides
novel
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.)
Granted
Application number
FR7925183A
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French (fr)
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FR2440374B1 (en
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SCHWIMMER ADOLF
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SCHWIMMER ADOLF
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
Priority claimed from US05/951,269 external-priority patent/US4584368A/en
Priority claimed from US05/951,270 external-priority patent/US4424348A/en
Priority claimed from US06/011,619 external-priority patent/US4327074A/en
Application filed by SCHWIMMER ADOLF filed Critical SCHWIMMER ADOLF
Publication of FR2440374A1 publication Critical patent/FR2440374A1/en
Application granted granted Critical
Publication of FR2440374B1 publication Critical patent/FR2440374B1/en
Expired legal-status Critical Current

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K51/00Preparations containing radioactive substances for use in therapy or testing in vivo
    • A61K51/02Preparations containing radioactive substances for use in therapy or testing in vivo characterised by the carrier, i.e. characterised by the agent or material covalently linked or complexing the radioactive nucleus
    • A61K51/04Organic compounds
    • A61K51/0491Sugars, nucleosides, nucleotides, oligonucleotides, nucleic acids, e.g. DNA, RNA, nucleic acid aptamers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/70Carbohydrates; Sugars; Derivatives thereof
    • A61K31/7004Monosaccharides having only carbon, hydrogen and oxygen atoms
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/50Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates
    • A61K47/51Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent
    • A61K47/54Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient the non-active ingredient being chemically bound to the active ingredient, e.g. polymer-drug conjugates the non-active ingredient being a modifying agent the modifying agent being an organic compound
    • A61K47/549Sugars, nucleosides, nucleotides or nucleic acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/18Acyclic radicals, substituted by carbocyclic rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/20Carbocyclic rings
    • C07H15/203Monocyclic carbocyclic rings other than cyclohexane rings; Bicyclic carbocyclic ring systems
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12QMEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
    • C12Q1/00Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
    • C12Q1/34Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving hydrolase
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/5005Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving human or animal cells
    • G01N33/5091Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving human or animal cells for testing the pathological state of an organism
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2123/00Preparations for testing in vivo
    • CCHEMISTRY; METALLURGY
    • C12BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12QMEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
    • C12Q2334/00O-linked chromogens for determinations of hydrolase enzymes, e.g. glycosidases, phosphatases, esterases
    • GPHYSICS
    • G01MEASURING; TESTING
    • G01NINVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2333/00Assays involving biological materials from specific organisms or of a specific nature
    • G01N2333/90Enzymes; Proenzymes
    • G01N2333/914Hydrolases (3)
    • G01N2333/924Hydrolases (3) acting on glycosyl compounds (3.2)
    • 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
    • Y02ATECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Molecular Biology (AREA)
  • General Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • Immunology (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • Genetics & Genomics (AREA)
  • Epidemiology (AREA)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Physics & Mathematics (AREA)
  • Analytical Chemistry (AREA)
  • Biomedical Technology (AREA)
  • Urology & Nephrology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Microbiology (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Hematology (AREA)
  • Cell Biology (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Physiology (AREA)
  • Optics & Photonics (AREA)
  • General Engineering & Computer Science (AREA)
  • Biophysics (AREA)
  • Food Science & Technology (AREA)
  • General Physics & Mathematics (AREA)
  • Pathology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Investigating Or Analysing Biological Materials (AREA)

Abstract

GLUCURONIDES DONT L'ACTIVITE DE L'AGLYCONE OU LA SOLUBILITE DANS L'EAU DEPENDENT DU PH ET LEURS PROCEDES DE PREPARATION. TRAITEMENT DE CERTAINES INFECTIONS BACTERIENNES ET DE TUMEURS PRESENTANT UNE ACTIVITE B-GLUCURONIDASE A L'AIDE DE CES GLUCURONIDES AYANT UNE AGLYCONE TOXIQUE CONTENANT EVENTUELLEMENT UN GROUPE NITRILE. TEST URINAIRE PERMETTANT LE DIAGNOSTIC DE TUMEURS AYANT UNE ACTIVITE B-GLUCURONIDASE ET PROCEDE DE DETERMINATION DE LA PRESENCE ET DE LA SITUATION DE TELLES TUMEURS.GLUCURONIDES WHOSE AGLYCONE ACTIVITY OR WATER SOLUBILITY DEPENDS ON THE PH AND THEIR METHODS OF PREPARATION. TREATMENT OF CERTAIN BACTERIAL INFECTIONS AND TUMORS PRESENTING B-GLUCURONIDASE ACTIVITY USING THESE GLUCURONIDES WITH A TOXIC AGLYCONE POSSIBLY CONTAINING A NITRILE GROUP. URINARY TEST ALLOWING THE DIAGNOSIS OF TUMORS HAVING B-GLUCURONIDASE ACTIVITY AND PROCESS FOR DETERMINING THE PRESENCE AND SITUATION OF SUCH TUMORS.

FR7925183A 1978-10-13 1979-10-10 NOVEL GLUCURONIDES, PROCESSES FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS HAVING B-GLUCURONIDASE ACTIVITY AND / OR PH-DEPENDENT ACTIVITY, CONTAINING SAID GLUCORONIDES Expired FR2440374B1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US05/951,269 US4584368A (en) 1978-10-13 1978-10-13 β-Glucuronidase activity and/or pH-dependent pharmaceuticals and thier methods of production
US05/951,270 US4424348A (en) 1978-10-13 1978-10-13 Methods of manufacture of nitrile-containing glucuronic acid conjugates
US06/011,619 US4327074A (en) 1978-10-13 1979-02-12 Method for diagnosis and selective treatment of infections of bacteria having β-glucuronidase activity

Publications (2)

Publication Number Publication Date
FR2440374A1 true FR2440374A1 (en) 1980-05-30
FR2440374B1 FR2440374B1 (en) 1986-03-21

Family

ID=27359461

Family Applications (2)

Application Number Title Priority Date Filing Date
FR7925183A Expired FR2440374B1 (en) 1978-10-13 1979-10-10 NOVEL GLUCURONIDES, PROCESSES FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS HAVING B-GLUCURONIDASE ACTIVITY AND / OR PH-DEPENDENT ACTIVITY, CONTAINING SAID GLUCORONIDES
FR8009746A Withdrawn FR2449284A1 (en) 1978-10-13 1980-04-30 METHOD OF URINE ANALYSIS FOR DETERMINING THE PRESENCE OF TUMORS WITH B-GLUCURONIDASE ACTIVITY AND METHOD OF DIAGNOSING TUMOR CELLS WITH B-GLUCURONIDASE ACTIVITY

Family Applications After (1)

Application Number Title Priority Date Filing Date
FR8009746A Withdrawn FR2449284A1 (en) 1978-10-13 1980-04-30 METHOD OF URINE ANALYSIS FOR DETERMINING THE PRESENCE OF TUMORS WITH B-GLUCURONIDASE ACTIVITY AND METHOD OF DIAGNOSING TUMOR CELLS WITH B-GLUCURONIDASE ACTIVITY

Country Status (12)

Country Link
JP (1) JPS55500837A (en)
AU (1) AU534068B2 (en)
CA (1) CA1148086A (en)
CH (1) CH652724A5 (en)
DE (1) DE2953223T1 (en)
FR (2) FR2440374B1 (en)
GB (1) GB2055044B (en)
IL (1) IL58352A (en)
IT (1) IT1164730B (en)
NL (1) NL7920107A (en)
SE (1) SE461983B (en)
WO (1) WO1980000791A1 (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4490523A (en) * 1981-11-10 1984-12-25 Ely J. Rubin Mandelonitrile triacetyl glucuronate and process for preparing same
AU594855B2 (en) * 1988-01-15 1990-03-15 Baker Norton Pharmaceuticals, Inc. Glucuronic acid derivatives of opioid antagonists
EP0817623B1 (en) * 1995-03-30 2003-11-12 Werner Prof. Dr. Kreutz Medicaments for the selective treatment of tumour tissues
WO2014138722A1 (en) * 2013-03-08 2014-09-12 Cognate3 Llc Process for the preparation of a non-corrosive base solution and methods of using same

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB788855A (en) * 1953-06-30 1958-01-08 Ernst Theodore Krebs Improvements in or relating to mandelo-nitrile-glucuronosides and method of making the same
US2985664A (en) * 1957-05-29 1961-05-23 Ernst T Krebs Hexuronic acid derivatives
US3758455A (en) * 1970-05-14 1973-09-11 Chugai Pharmaceutical Co Ltd Reof mycophenolic acid glucuronide and the process for the preparation the
US3959253A (en) * 1973-07-02 1976-05-25 Merck & Co., Inc. β-D-glucosyluronic acid derivatives

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2212014A1 (en) * 1971-04-21 1972-10-26 Deutsche Akademie der Wissenschaf ten zu Berlin, χ 1199 Berlin Enzymatic cleavage of chemotherapeutics transport forms - under acid conditions to give tumour-specific chemotherapy
USRE29465E (en) * 1972-08-14 1977-11-01 Eli Lilly And Company Psoriasis treatment with mycophenolic acid
US3880995A (en) * 1973-05-14 1975-04-29 Lilly Co Eli Treatment of arthritis with mycophenolic acid and derivatives
DD122386A1 (en) * 1975-06-24 1976-10-05
JPS5325534A (en) * 1976-08-24 1978-03-09 Rikagaku Kenkyusho Mandelic acid glucosides and their anti-cancerous preparations

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB788855A (en) * 1953-06-30 1958-01-08 Ernst Theodore Krebs Improvements in or relating to mandelo-nitrile-glucuronosides and method of making the same
US2985664A (en) * 1957-05-29 1961-05-23 Ernst T Krebs Hexuronic acid derivatives
US3758455A (en) * 1970-05-14 1973-09-11 Chugai Pharmaceutical Co Ltd Reof mycophenolic acid glucuronide and the process for the preparation the
US3959253A (en) * 1973-07-02 1976-05-25 Merck & Co., Inc. β-D-glucosyluronic acid derivatives

Non-Patent Citations (9)

* Cited by examiner, † Cited by third party
Title
AGRESSOLOGIE, volume 17, no. 5, 1976, M. VON ARDENNE et al. "Anti-cancer agents with activation in strongly hyperacidified tumor tissue: CMT selectines", pages 261-264 *
CANCER RESEARCH, volume 31, avril 1971, M.J. SWEENEY et al. "Possible in situ activation of mycophenolic acid by beta-glucuronidase", pages 477-478 *
CHEM. PHARM. BULL, volume 25, no. 9, 1977, M. KANEKO "Synthesis of D-glucuronic acid derivatives of 5-fluorouracil having O-glycosidic linkage", pages 2458-2460 *
CHEMICAL PHARMACEUTICAL BULLETIN, volume 26, no. 5, 1978 Y.SAWADA et al. "In vivo and in vitro fates of 8-hydroxyquinoline derivatives in rat", pages 1357-1363 *
GANN JAPANESE JOURNAL OF CANCER RESEARCH, volume 69, avril 1978, Japan Publ. (TOKYO, JP) TSUNEO BABA et al. "5-fluorouracil o-beta-D-glucuronide as a newly synthesized chemically modified, nontoxic anticancer drug", pages 283-284 *
NATURE, volume 252, 20-27 décembre 1974, U. BICKER "Application of bêta-D-glucuronides and glucose together suggests a new direction for cancer chemotherapy", page 726 *
PHARMAZIE, volume 32, no. 2, 1977, M. VON ARDENNE et al. "Tumor-pH und pH-abh{ngige Giftung von Krebs-Chemotherapeutica", pages 74-75 *
SCIENCE, 1977, volume 198, no. 4317 C. FESELAU "Mandelonitrile beta-glucuronide: synthesis and characterization", pages 625-627 *
SCIENCE, volume 198, 1977, C. FESELAU "Mandelonitrile beta-glucuronide: Synthesis and characterization", pages 625-627 *

Also Published As

Publication number Publication date
IT1164730B (en) 1987-04-15
FR2440374B1 (en) 1986-03-21
SE8004369L (en) 1980-06-12
SE461983B (en) 1990-04-23
CH652724A5 (en) 1985-11-29
AU5112079A (en) 1981-04-16
IL58352A (en) 1985-11-29
GB2055044A (en) 1981-02-25
AU534068B2 (en) 1984-01-05
JPS55500837A (en) 1980-10-23
GB2055044B (en) 1983-04-20
FR2449284A1 (en) 1980-09-12
DE2953223T1 (en) 1980-11-27
WO1980000791A1 (en) 1980-05-01
CA1148086A (en) 1983-06-14
IT7950529A0 (en) 1979-10-11
NL7920107A (en) 1980-08-29
DE2953223C2 (en) 1989-05-18

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