GB871590A - Water soluble antilipemic salts of sulphated polysaccharides - Google Patents

Water soluble antilipemic salts of sulphated polysaccharides

Info

Publication number
GB871590A
GB871590A GB31154/58A GB3115458A GB871590A GB 871590 A GB871590 A GB 871590A GB 31154/58 A GB31154/58 A GB 31154/58A GB 3115458 A GB3115458 A GB 3115458A GB 871590 A GB871590 A GB 871590A
Authority
GB
United Kingdom
Prior art keywords
salt
sulphated
alkali
water
average
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
GB31154/58A
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.)
Riker Laboratories Inc
Original Assignee
Riker Laboratories Inc
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 Riker Laboratories Inc filed Critical Riker Laboratories Inc
Publication of GB871590A publication Critical patent/GB871590A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08BPOLYSACCHARIDES; DERIVATIVES THEREOF
    • C08B31/00Preparation of derivatives of starch
    • C08B31/02Esters
    • C08B31/06Esters of inorganic acids
    • C08B31/063Starch sulfates

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  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Materials Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Polysaccharides And Polysaccharide Derivatives (AREA)

Abstract

The invention comprises a water-soluble salt of sulphated corn syrup solids or sulphated corn starch dextrin containing an average of 5-15 glucose units per molecule joined predominantly by alpha 1 : 4 and alpha 1 : 6 linkages and containing about 1,5-3 sulphate groups per glucose unit. These products are made by sulphating corn syrup solids or corn starch dextrin containing an average of between 1 and 20 glucose units per molecule with chlorosulphonic acid in the presence of a pyridine base, such as pyridine, picolines or mixtures thereof, preferably under anhydrous conditions and at temperatures below 55 DEG C. for not more than 6 hours, forming a water-soluble salt, e.g. by neutralizing with sodium or potassium hydroxide, and precipitating a fraction of said salt containing an average of between 5 and 15 glucose units per molecule and between 1,5 and 3 sulphate groups per glucose unit. Preferably the corn syrup solids or corn starch dextrin is fractionated either before or after sulphation, or both, so that the final product contains an average of between 5 and 15 glucose units per molecule. After fractionation the sulphated product may be treated with a water-miscible neutral oxygen-containing organic liquid to precipitate the pyridine salt of the sulphated polysaccharide. The latter is redissolved in water, neutralized with alkali and the alkali salt of the sulphated polysaccharide is precipitated by adding an alkanol of 1-3 carbon atoms or acetone, or an inorganic salt of the alkali, e.g. potassium chloride. Alternatively the sulphated product is added to water, the quantity of which is calculated to produce a saturated solution of the inorganic salts formed on subsequent neutralization with the calculated quantity of alkali so that the alkali salt of the sulphated polysaccharide separates. Fractionation of the corn starch dextrins or corn syrup solids before sulphation may be effected by refluxing with a mixture of formamide and methanol, by using chromatography on a cellulose column or by dialysis. Fractionation after sulphation may be effected with varying concentration of alcohols, or acetone, or salt solutions such as potassium chloride.
GB31154/58A 1958-08-18 1958-09-30 Water soluble antilipemic salts of sulphated polysaccharides Expired GB871590A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US871590XA 1958-08-18 1958-08-18

Publications (1)

Publication Number Publication Date
GB871590A true GB871590A (en) 1961-06-28

Family

ID=22203453

Family Applications (1)

Application Number Title Priority Date Filing Date
GB31154/58A Expired GB871590A (en) 1958-08-18 1958-09-30 Water soluble antilipemic salts of sulphated polysaccharides

Country Status (1)

Country Link
GB (1) GB871590A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5017565A (en) * 1989-04-20 1991-05-21 Lange Iii Louis G Use of sulfated polysaccharides to inhibit pancreatic cholesterol esterase
EP0438903A2 (en) * 1990-01-25 1991-07-31 M.L. Laboratories Plc Treatment of poisoning and compositions for use therein
US5063210A (en) * 1989-04-20 1991-11-05 Lange Iii Louis G Use of sulfated polysaccharides to decrease cholesterol and fatty acid absorption
US5484777A (en) * 1989-04-20 1996-01-16 Lange, Iii; Louis G. Pancreatic cholesterol esterase inhibitor
US6632801B1 (en) 1994-10-13 2003-10-14 Cv Therapeutics, Inc. Method and composition for inhibiting human cholesterol esterase

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5017565A (en) * 1989-04-20 1991-05-21 Lange Iii Louis G Use of sulfated polysaccharides to inhibit pancreatic cholesterol esterase
US5063210A (en) * 1989-04-20 1991-11-05 Lange Iii Louis G Use of sulfated polysaccharides to decrease cholesterol and fatty acid absorption
US5484777A (en) * 1989-04-20 1996-01-16 Lange, Iii; Louis G. Pancreatic cholesterol esterase inhibitor
EP0438903A2 (en) * 1990-01-25 1991-07-31 M.L. Laboratories Plc Treatment of poisoning and compositions for use therein
EP0438903A3 (en) * 1990-01-25 1992-05-06 M.L. Laboratories Plc Treatment of poisoning and compositions for use therein
US6632801B1 (en) 1994-10-13 2003-10-14 Cv Therapeutics, Inc. Method and composition for inhibiting human cholesterol esterase

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