WO1987000174A3 - 1-o-phosphono-saccharides, method for the production and utilization thereof - Google Patents

1-o-phosphono-saccharides, method for the production and utilization thereof Download PDF

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Publication number
WO1987000174A3
WO1987000174A3 PCT/EP1986/000366 EP8600366W WO8700174A3 WO 1987000174 A3 WO1987000174 A3 WO 1987000174A3 EP 8600366 W EP8600366 W EP 8600366W WO 8700174 A3 WO8700174 A3 WO 8700174A3
Authority
WO
WIPO (PCT)
Prior art keywords
hydroxytetradecanoyl
hydrogen
group
represent
saccharides
Prior art date
Application number
PCT/EP1986/000366
Other languages
German (de)
French (fr)
Other versions
WO1987000174A2 (en
Inventor
Ingolf Macher
Frank Michael Unger
Christian R H Raetz
Original Assignee
Sandoz Ag
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 AT193685A external-priority patent/ATA193685A/en
Priority claimed from AT193885A external-priority patent/ATA193885A/en
Priority claimed from AT193785A external-priority patent/ATA193785A/en
Priority claimed from AT193585A external-priority patent/ATA193585A/en
Application filed by Sandoz Ag filed Critical Sandoz Ag
Publication of WO1987000174A2 publication Critical patent/WO1987000174A2/en
Publication of WO1987000174A3 publication Critical patent/WO1987000174A3/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H11/00Compounds containing saccharide radicals esterified by inorganic acids; Metal salts thereof
    • C07H11/04Phosphates; Phosphites; Polyphosphates
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07HSUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H3/00Compounds containing only hydrogen atoms and saccharide radicals having only carbon, hydrogen, and oxygen atoms

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Biotechnology (AREA)
  • General Health & Medical Sciences (AREA)
  • Genetics & Genomics (AREA)
  • Molecular Biology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)

Abstract

New saccharides having the formula (I), wherein R'1, R'2, R'3 and R'4 are different or identical and independently represent hydrogen or an optionally substituted acyl group and W, X, Y and Z are identical or different and independently represent oxygen or an imino group with the proviso that a) at least one of the substituents R'1, R'2, R'3 and R'4 represents an acyl group and b) when Z and X are an imino group, and W and Y are oxygen alpha) R'1 and R'2 do not simultaneously represent (R)-3-hydroxytetradecanoyl, when R'3 and R'4 are identical and represent (R)-3-hydroxytetradecanoyl, or when R'4 is (R)-3-dodecanoyloxytetradecanoyl and R'3 represent tetradecanoyloxidtetradecanoyl, beta) R'2 is not hydrogen or (R)-3-hydroxytetradecanoyl when R'1 and R'3 are hydrogen and R'4 is (R)-3-hydroxytetradecanoyl, and gamma) R'1 and R'3 are not the group-(CO)2.CH2.(CHOH)4.CH2OH when the other substituents are hydrogen. Other new saccharides have the formula (III), wherein R''1 and R''2 are different or identical and are independently from each other hydrogen or an optionally substituted acyl group and a) Y is O and X is NH, but alpha when R''1 is (R)-3-hydroxytetradecanoyl, R''2 is not (R)-3-hydroxytetradecanoyl or (R)-3-hexadecanoyloxytetradecanoyl, beta R''1 is not hydrogen and gamma R''1 and R''2 are not the acetyl group or the group -CO.(CH2)10.CH3, b) Y is O and X is O and c) Y is NH and X is O. The invention also relates to the process for the production and utilization thereof as pharmaceutical agents.
PCT/EP1986/000366 1985-06-28 1986-06-24 1-o-phosphono-saccharides, method for the production and utilization thereof WO1987000174A2 (en)

Applications Claiming Priority (10)

Application Number Priority Date Filing Date Title
AT193685A ATA193685A (en) 1985-06-28 1985-06-28 METHOD FOR PRODUCING GLUCOSAMINE DERIVATIVES
ATA1935/85 1985-06-28
AT193885A ATA193885A (en) 1985-06-28 1985-06-28 METHOD FOR PRODUCING NEW 3-AMINO-3-DESOXY-D-GLUCOSE DERIVATIVES
AT193785A ATA193785A (en) 1985-06-28 1985-06-28 METHOD FOR PRODUCING NEW GLUCOSE DERIVATIVES
ATA1936/85 1985-06-28
AT193585A ATA193585A (en) 1985-06-28 1985-06-28 METHOD FOR PRODUCING NEW DISACCHARIDES
ATA1937/85 1985-06-28
ATA1938/85 1985-06-28
ATA1222/86 1986-05-07
AT122286 1986-05-07

Publications (2)

Publication Number Publication Date
WO1987000174A2 WO1987000174A2 (en) 1987-01-15
WO1987000174A3 true WO1987000174A3 (en) 1987-10-22

Family

ID=27506246

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP1986/000366 WO1987000174A2 (en) 1985-06-28 1986-06-24 1-o-phosphono-saccharides, method for the production and utilization thereof

Country Status (20)

Country Link
KR (1) KR870000351A (en)
AU (2) AU596800B2 (en)
BE (1) BE905010A (en)
CH (1) CH672789A5 (en)
DE (1) DE3621122A1 (en)
DK (1) DK304286A (en)
ES (2) ES2000205A6 (en)
FI (2) FI862723A (en)
FR (1) FR2584076A1 (en)
GB (1) GB2179945B (en)
HU (1) HU199494B (en)
IL (2) IL79247A0 (en)
IT (1) IT1203816B (en)
LU (1) LU86491A1 (en)
NL (1) NL8601551A (en)
PH (1) PH24438A (en)
PL (2) PL151094B1 (en)
PT (1) PT82855B (en)
SE (1) SE8602854L (en)
WO (1) WO1987000174A2 (en)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3731953A1 (en) 1987-09-23 1989-04-06 Sandoz Ag NEW SACCHARID, METHOD FOR THEIR PRODUCTION AND THEIR USE
DE68926746T2 (en) * 1988-08-19 1996-11-28 Univ Australian ANTI-FLAMMABLE AND / OR IMMUNITY-SUPPRESSING MEDICINE-BASED MEDICINAL PRODUCTS
AU627500B2 (en) * 1988-08-19 1992-08-27 Australian National University, The Phosphosugar-based anti-inflammatory and/or immunosuppressive drugs
US5158939A (en) * 1989-07-21 1992-10-27 Wisconsin Alumni Research Foundation Method of stimulating the immune systems of animals and compositions useful therefor
PT94481B (en) * 1989-12-11 1997-02-28 Sankyo Co PROCESS FOR THE PREPARATION OF LIPID ANALOGUES WITH IMMUNOACTIVITY AND ANTI-TUMOR ACTIVITY
AU660325B2 (en) * 1991-10-11 1995-06-22 Eisai Co. Ltd. Anti-endotoxin compounds and related molecules and methods
US5530113A (en) * 1991-10-11 1996-06-25 Eisai Co., Ltd. Anti-endotoxin compounds
EP0668289A4 (en) * 1993-09-07 1998-10-21 Suntory Ltd Novel disaccharide derivative.
US5681824A (en) 1995-06-05 1997-10-28 Eisai Co., Ltd. Substituted liposaccharides useful in the treatment and prevention of endotoxemia
DE19740357A1 (en) * 1997-09-13 1999-03-18 Martin Wilhelm New sugar phosphate compounds
CN113214329A (en) * 2020-01-21 2021-08-06 上海医药工业研究院 Preparation method of Lipid X and intermediate thereof, and intermediate thereof

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1984004526A1 (en) * 1983-05-06 1984-11-22 Wisconsin Alumni Res Found Monosaccharide compounds having immunostimulating activity

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
IL37955A0 (en) * 1970-11-13 1971-12-29 Ciba Geigy Ag O-esters of monosaccharides,their manufacture and pharmaceutical compositions containing them
WO1985004881A1 (en) * 1984-04-21 1985-11-07 Sandoz Ag 2,3-dinamo-2,3-didesoxyhexose derivatives, processes for their preparation and their use
GR860379B (en) * 1985-02-22 1986-06-11 Akzo Nv Novel disaccharide and trisaccharide derivatives of the lipid a type

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1984004526A1 (en) * 1983-05-06 1984-11-22 Wisconsin Alumni Res Found Monosaccharide compounds having immunostimulating activity

Also Published As

Publication number Publication date
HU199494B (en) 1990-02-28
IL91862A0 (en) 1990-06-10
PT82855A (en) 1986-07-01
GB8615617D0 (en) 1986-07-30
FI862723A0 (en) 1986-06-26
GB2179945A (en) 1987-03-18
PT82855B (en) 1988-12-15
HUT42499A (en) 1987-07-28
FI862723A (en) 1986-12-29
AU596800B2 (en) 1990-05-17
GB2179945B (en) 1989-11-15
SE8602854D0 (en) 1986-06-26
DK304286D0 (en) 1986-06-26
AU5931386A (en) 1987-01-08
SE8602854L (en) 1986-12-29
DE3621122A1 (en) 1987-01-22
IT1203816B (en) 1989-02-23
NL8601551A (en) 1987-01-16
PL271248A1 (en) 1989-01-23
IT8648204A0 (en) 1986-06-30
ES2000205A6 (en) 1988-01-16
WO1987000174A2 (en) 1987-01-15
CH672789A5 (en) 1989-12-29
AU4798990A (en) 1990-05-10
FR2584076A1 (en) 1987-01-02
FI900588A0 (en) 1990-02-06
LU86491A1 (en) 1987-01-13
IL79247A0 (en) 1986-09-30
ES2013323A6 (en) 1990-05-01
BE905010A (en) 1986-12-29
DK304286A (en) 1986-12-29
PL151094B1 (en) 1990-07-31
KR870000351A (en) 1987-02-18
PH24438A (en) 1990-06-25
PL151036B1 (en) 1990-07-31

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