FR2447934A1 - 3', 4'-didesoxykanamycine a et ses derives a-hydroxy-o-amino-alcanoyl en 1-n, leurs procedes de production et leurs applications comme agents antibacteriens - Google Patents

3', 4'-didesoxykanamycine a et ses derives a-hydroxy-o-amino-alcanoyl en 1-n, leurs procedes de production et leurs applications comme agents antibacteriens

Info

Publication number
FR2447934A1
FR2447934A1 FR8002740A FR8002740A FR2447934A1 FR 2447934 A1 FR2447934 A1 FR 2447934A1 FR 8002740 A FR8002740 A FR 8002740A FR 8002740 A FR8002740 A FR 8002740A FR 2447934 A1 FR2447934 A1 FR 2447934A1
Authority
FR
France
Prior art keywords
kanamycin
didesoxykanamycin
hydroxy
protected
amino
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
FR8002740A
Other languages
English (en)
Other versions
FR2447934B1 (fr
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
Publication of FR2447934A1 publication Critical patent/FR2447934A1/fr
Application granted granted Critical
Publication of FR2447934B1 publication Critical patent/FR2447934B1/fr
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H15/00—Compounds containing hydrocarbon or substituted hydrocarbon radicals directly attached to hetero atoms of saccharide radicals
    • C07H15/20—Carbocyclic rings
    • C07H15/22—Cyclohexane rings, substituted by nitrogen atoms
    • C07H15/222—Cyclohexane rings substituted by at least two nitrogen atoms
    • C07H15/226—Cyclohexane rings substituted by at least two nitrogen atoms with at least two saccharide radicals directly attached to the cyclohexane rings
    • C07H15/234—Cyclohexane rings substituted by at least two nitrogen atoms with at least two saccharide radicals directly attached to the cyclohexane rings attached to non-adjacent ring carbon atoms of the cyclohexane rings, e.g. kanamycins, tobramycin, nebramycin, gentamicin A2
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial agents
    • Y—GENERAL 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
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/55—Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Abstract

LES DERIVES 3, 4-DIDESOXY- ET 1-N((S)-A-HYDROXY-O-AMINO-ALCANOYL)-3, 4-DIDESOXY DE KANAMYCINE A, SYNTHETISES A PARTIR DE LA KANAMYCINE A MONTRENT UNE ACTIVITE ANTIBACTERIENNE ELEVEE ET SUPERIEURE A CELLES DE LA KANAMYCINE A. ILS SONT PRODUITS PAR PREPARATION D'UN DERIVE DE KANAMYCINE A PROTEGE DONT LES GROUPES HYDROXYLES EN 3 ET 4 NE SONT PAS PROTEGES ET DONT TOUS OU PRATIQUEMENT TOUS LES AUTRES GROUPES FONCTIONNELS SONT PROTEGES, SULFONYLATION DES GROUPES HYDROXYLES EN 3 ET 4, ELIMINATION DES GROUPES SULFONYLOXY EN 3 ET 4 DE L'ESTER DE L'ACIDE 3, 4-DISULFONIQUE RESULTANT POUR DONNER LE DERIVE 3-ENO-KANAMYCINE A, HYDROGENATION DE CE DERIVE POUR SATURER LA DOUBLE LIAISON EN 3, 4 ET DONNER UNE 3, 4-DIDESOXYKANAMYCINE A PROTEGEE, SUIVIE D'ELIMINATION DES GROUPES PROTECTEURS RESTANT ET, EVENTUELLEMENT SUIVIE A NOUVEAU D'UNE ACYLATION EN 1-N DU GROUPE 1-AMINO DE LA 3, 4-DIDESOXYKANAMYCINE A OBTENUE AVEC UN ACIDE (S)-A-HYDROXY-O-AMINOALCANOIQUE OU SON EQUIVALENT REACTIF.
FR8002740A 1979-02-05 1980-02-04 3', 4'-didesoxykanamycine a et ses derives a-hydroxy-o-amino-alcanoyl en 1-n, leurs procedes de production et leurs applications comme agents antibacteriens Expired FR2447934B1 (fr)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP1140279A JPS55105699A (en) 1979-02-05 1979-02-05 3',4'-dideoxykanamycin a and its 1-n-aminoalkanoyl derivative

Publications (2)

Publication Number Publication Date
FR2447934A1 true FR2447934A1 (fr) 1980-08-29
FR2447934B1 FR2447934B1 (fr) 1985-06-14

Family

ID=11777015

Family Applications (1)

Application Number Title Priority Date Filing Date
FR8002740A Expired FR2447934B1 (fr) 1979-02-05 1980-02-04 3', 4'-didesoxykanamycine a et ses derives a-hydroxy-o-amino-alcanoyl en 1-n, leurs procedes de production et leurs applications comme agents antibacteriens

Country Status (12)

Country Link
US (1) US4298727A (fr)
JP (1) JPS55105699A (fr)
AT (1) AT371479B (fr)
AU (1) AU535371B2 (fr)
BE (1) BE881251A (fr)
DE (1) DE3004178A1 (fr)
ES (2) ES8101623A1 (fr)
FR (1) FR2447934B1 (fr)
GB (1) GB2043634B (fr)
IT (1) IT1147712B (fr)
NL (1) NL8000005A (fr)
SE (1) SE446005B (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5953498A (ja) * 1982-09-20 1984-03-28 Microbial Chem Res Found ５，２′，３′，４′，４″，６″−ヘキサデオキシカナマイシンおよびその１−ｎ−アシル誘導体
JPS6041692A (ja) * 1983-08-15 1985-03-05 Microbial Chem Res Found ２′，３′−ジデオキシカナマイシンａ誘導体
US4656160A (en) * 1984-11-29 1987-04-07 Fujisawa Pharmaceutical Co., Ltd. Aminoglycoside derivatives
JPH01126284U (fr) * 1988-02-19 1989-08-29

Family Cites Families (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2931798A (en) * 1956-09-05 1960-04-05 Umezawa Hamao Kanamycin and processes for the preparation thereof
USRE28647E (en) 1971-06-02 1975-12-09 Preparation of 3-4 dideoxykanamycin B active against resistant bacteria
US3781268A (en) * 1972-01-27 1973-12-25 Bristol Myers Co Antibiotic derivatives of kanamycin
JPS5220991B2 (fr) * 1972-08-23 1977-06-07
US4107424A (en) * 1972-10-06 1978-08-15 Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai 1-N-[(S)-α-hydroxy-ω-aminoacyl] derivatives of 3',4'-dideoxykanamycin B and 3'-deoxykanamycin B antibiotics
US4001208A (en) * 1972-10-06 1977-01-04 Zaidan Hojin Biseibutsu Kagaku Kenkyo Kai 1-N-[(S)-α-hydroxy-ω-aminoacyl]
US3904597A (en) * 1973-02-23 1975-09-09 Bristol Myers Co Antibiotic derivatives
US3886139A (en) * 1973-02-23 1975-05-27 Bristol Myers Co Derivatives of kanamycin
US4170642A (en) * 1973-10-01 1979-10-09 Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai Derivatives of kanamycin A
JPS51127045A (en) * 1975-04-24 1976-11-05 Microbial Chem Res Found A process for preparing 3'- deoxykanamycin a derivatives.
US4147861A (en) * 1975-09-24 1979-04-03 Zaidan Hojin Biseibutsu Kagaku Kenkyu Kai 1N-(α-Hydroxy-ω-aminoalkanoyl)-6'N-methyl-3',4'-dideoxykanamycin B and the production thereof
JPS6029720B2 (ja) * 1975-12-11 1985-07-12 財団法人微生物化学研究会 ３′，４′‐ジデオキシカナマイシンｂの新規な製造法
JPS52153942A (en) * 1976-06-16 1977-12-21 Microbial Chem Res Found Preparation of kanamicin c deoxy derivatives and kanamicine c or its deoxy derivatives
HU177398B (en) * 1976-12-16 1981-12-28 Microbial Chem Res Found New process for producing 3:4'-dideoxi-kanamycin b
IE48972B1 (en) * 1978-11-11 1985-06-26 Microbial Chem Res Found The production of a selectively protected n-acylated derivative of an aminoglycosidic antibiotic

Also Published As

Publication number Publication date
SE446005B (sv) 1986-08-04
ES8202832A1 (es) 1982-02-01
GB2043634B (en) 1983-10-12
SE7910734L (sv) 1980-08-06
BE881251A (fr) 1980-05-16
ES488285A0 (es) 1980-12-16
AT371479B (de) 1983-06-27
US4298727A (en) 1981-11-03
JPS633874B2 (fr) 1988-01-26
ATA58880A (de) 1982-11-15
IT1147712B (it) 1986-11-26
ES495096A0 (es) 1982-02-01
ES8101623A1 (es) 1980-12-16
DE3004178C2 (fr) 1988-02-18
NL8000005A (nl) 1980-08-07
GB2043634A (en) 1980-10-08
IT8067167A0 (it) 1980-02-04
AU535371B2 (en) 1984-03-15
DE3004178A1 (de) 1980-08-07
JPS55105699A (en) 1980-08-13
AU5476780A (en) 1980-08-14
FR2447934B1 (fr) 1985-06-14

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Legal Events

Date Code Title Description
ST Notification of lapse