CN1486988A - Mannuronic oligose with carboxyl group in reduction end position-1 and its derivative - Google Patents

Mannuronic oligose with carboxyl group in reduction end position-1 and its derivative Download PDF

Info

Publication number
CN1486988A
CN1486988A CNA031389767A CN03138976A CN1486988A CN 1486988 A CN1486988 A CN 1486988A CN A031389767 A CNA031389767 A CN A031389767A CN 03138976 A CN03138976 A CN 03138976A CN 1486988 A CN1486988 A CN 1486988A
Authority
CN
China
Prior art keywords
derivative
mannuronic
oligose
acid
carboxyl group
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.)
Pending
Application number
CNA031389767A
Other languages
Chinese (zh)
Inventor
管华诗
杨钊
张真庆
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.)
Ocean University of China
Original Assignee
Ocean University of China
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 Ocean University of China filed Critical Ocean University of China
Priority to CNA031389767A priority Critical patent/CN1486988A/en
Publication of CN1486988A publication Critical patent/CN1486988A/en
Pending legal-status Critical Current

Links

Landscapes

  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Saccharide Compounds (AREA)

Abstract

The present invention relates to mannuronic oligose and its derivative, and is especially mannuronic oligose and its derivative with carboxyl group in the place 1 of the reduction end. During the preparation, mannuronic oligose or its derivative is compounded into water solution, added with oxidant to concentration of 1-15% and reacted at 30-120 deg.c; and after reaction, the reacted liquid is separated and purified with Biogel P 10 and Sax chromatographic column to obtain mannuronic oligose or its derivative with carboxyl group in the place 1 of the reduction end. The present invention provides one serial of new compounds with special functions and activity for wide application, and the present invention also provides direct evidence for deeply understanding polysaccharide degrading mechanism.

Description

1 of reducing end is the mannuronic acid oligosaccharide and the derivative thereof of carboxyl
Technical field:
The present invention relates to 1 of a kind of reducing end and be the algin oligosaccharide of carboxyl and derivative thereof.
Background technology:
Algin is the linear anionic polysaccharide that is connected to form by 1,4 glycosidic link by beta-D-mannuronic acid and α-L-guluronic acid.Above-mentioned two kinds of uronic acid homogeneous or alternately arrangement, the algin fragment that homogeneous is arranged comprises polymannuronic acid (PM) and poly-guluronic acid (PG).The algin source is abundant, and has been widely used in food, chemical industry and pharmaceutical sector etc.Algin oligosaccharide comprised that the physiological action of mannuronic acid oligosaccharide and derivative thereof constantly was found in recent years, and it has the function of stronger promotion plant-growth; Anticoagulant active is arranged; Antiviral activity; Anti-microbial activity; Improve immunizing power, anti-tumor activity and anti-inflammatory activity.Therefore the demand of mannuronic acid oligosaccharide and derivative thereof grows with each passing day, and has caused the concern that people are bigger.
Summary of the invention:
The purpose of this invention is to provide 1 of a kind of reducing end and be the mannuronic acid oligosaccharide of carboxyl and derivative thereof, it can satisfy the demand of prior art.
A kind of mannuronic acid oligosaccharide and derivative thereof is characterized in that 1 of this mannuronic acid oligosaccharide and derivative reducing end thereof are carboxyl, and structural formula is as follows:
N is 1-19 in the formula; R all can be H or HSO 3Or OCCH 3Or H 2PO 3
A kind of 1 method of reducing end of making for the mannuronic acid oligosaccharide of carboxyl and derivative thereof, comprise and the polymannuronic acid or derivatives thereof is made into 1~25% the aqueous solution, add oxygenant to final concentration 1~15%, 30~120 ℃ of reactions down, after it is characterized in that the stopping of reaction, reaction solution Bio-gel P10, the separation and purification of Sax chromatography column.
Advantage of the present invention is: a series of new compounds are provided, and their function and activity can be widely used, and also provide direct evidence for the mechanism of further in depth being familiar with the oxidative degradation polysaccharide.
Embodiment:
The polymannuronic acid or derivatives thereof is made into 1~25% (by weight, as follows) the aqueous solution, add oxygenant to final concentration 1~15%, 30~120 ℃ of reactions down, after it is characterized in that the stopping of reaction, reaction solution Bio-gel P10, the separation and purification of Sax chromatography column obtains 1 of reducing end and is the mannuronic acid oligosaccharide of carboxyl and derivative thereof.Its structural formula is:
N is 1-19 in the formula; R all can be H or HSO 3Or OCCH 3Or H 2PO 3
Oxygenant described in the present invention is hydrogen peroxide, hypochlorous acid, hypochlorite or sulfuric acid.Described polymannuronic acid and derivative thereof comprise many or oligomerization mannuronic acid, many or oligomerization mannuronic acid sulfation, phosphorylation, ethyl esterization or esterification derivative.

Claims (4)

1. mannuronic acid oligosaccharide and derivative thereof is characterized in that 1 of this mannuronic acid oligosaccharide and derivative reducing end thereof are carboxyl, and its structural formula is:
N is 1-19 in the formula; R all can be H or HSO 3Or OCCH 3Or H 2PO 3
2. make 1 method of reducing end for one kind for the mannuronic acid oligosaccharide of carboxyl and derivative thereof, comprise and the polymannuronic acid or derivatives thereof is made into 1~25% the aqueous solution, add oxygenant to final concentration 1~15%, 30~120 ℃ of reactions down, after it is characterized in that the stopping of reaction, reaction solution Bio-gel P10, the separation and purification of Sax chromatography column.
3. method as claimed in claim 2 is characterized in that described oxygenant is hydrogen peroxide, hypochlorous acid, hypochlorite or sulfuric acid.
4. method as claimed in claim 2 is characterized in that described polymannuronic acid and derivative thereof comprise many or oligomerization mannuronic acid, many or oligomerization mannuronic acid sulfation, phosphorylation, ethyl esterization or esterification derivative.
CNA031389767A 2003-08-04 2003-08-04 Mannuronic oligose with carboxyl group in reduction end position-1 and its derivative Pending CN1486988A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CNA031389767A CN1486988A (en) 2003-08-04 2003-08-04 Mannuronic oligose with carboxyl group in reduction end position-1 and its derivative

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CNA031389767A CN1486988A (en) 2003-08-04 2003-08-04 Mannuronic oligose with carboxyl group in reduction end position-1 and its derivative

Publications (1)

Publication Number Publication Date
CN1486988A true CN1486988A (en) 2004-04-07

Family

ID=34154992

Family Applications (1)

Application Number Title Priority Date Filing Date
CNA031389767A Pending CN1486988A (en) 2003-08-04 2003-08-04 Mannuronic oligose with carboxyl group in reduction end position-1 and its derivative

Country Status (1)

Country Link
CN (1) CN1486988A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005089776A1 (en) * 2004-03-24 2005-09-29 Ocean University Of China Algin oligosaccharides and the derivatives thereof as well as the manufacture and the use of the same
CN106349298A (en) * 2015-07-17 2017-01-25 上海绿谷制药有限公司 Application of sodium alginate oligose and derivative to improvement of sleep disorders
CN113181207A (en) * 2021-02-06 2021-07-30 中国海洋大学 Use of oligomannuronic acid phosphate for the preparation of a medicament for the prevention and treatment of novel coronavirus infections

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2005089776A1 (en) * 2004-03-24 2005-09-29 Ocean University Of China Algin oligosaccharides and the derivatives thereof as well as the manufacture and the use of the same
EA011417B1 (en) * 2004-03-24 2009-02-27 Оушн Юниверсити Оф Чайна Algin oligosaccharides and the derivatives thereof, the manufacture and the use of the same
US8835403B2 (en) 2004-03-24 2014-09-16 Meiyu Geng Algin oligosaccharides and the derivatives thereof as well as the manufacture and the use of the same
US9493496B2 (en) 2004-03-24 2016-11-15 Ocean University Of China Algin oligosaccharides and the derivatives thereof as well as the manufacture and the use of the same
US10213456B2 (en) 2004-03-24 2019-02-26 Ocean University Of China Alginate oligosaccharides and the derivatives thereof as well as the manufacture and the use of the same
CN106349298A (en) * 2015-07-17 2017-01-25 上海绿谷制药有限公司 Application of sodium alginate oligose and derivative to improvement of sleep disorders
CN113181207A (en) * 2021-02-06 2021-07-30 中国海洋大学 Use of oligomannuronic acid phosphate for the preparation of a medicament for the prevention and treatment of novel coronavirus infections

Similar Documents

Publication Publication Date Title
EP0116801B1 (en) Depolymerized and supersulfated heparin, process for its preparation and pharmaceutical compositions containing them
KR100853585B1 (en) Heparin-derived polysaccharide mixtures, preparation method and pharmaceutical compositions containing same
CN1241932C (en) Novel oligosaccharides, preparation method and pharmaceutical composition containing same
HU203565B (en) Process for producing heparin, heparane-sulfat and dermatane-sulfat of small molecular mass and pharmaceutical compositions containing them as active components
JP5021898B2 (en) Heparin-derived polysaccharide mixture, its production and pharmaceutical composition containing it
CN103665057B (en) A kind of synthetic method of Bromotetraacetylgluc,se
CN101962415A (en) Method for preparing low molecular weight brown seaweed fucoidan sulfate
KR910006809B1 (en) Process for the preparation of neutral heparan sulphate and dermatan sulphate
CN109937208B (en) Preparation method of oligomannuronic acid
CN1486988A (en) Mannuronic oligose with carboxyl group in reduction end position-1 and its derivative
CN1473836A (en) Guluronic acid oligose with carboxylic acid at reducing end positiion-1 and its derivatives
CN101942039B (en) Parnaparin production method
CN103601766B (en) Fondaparinux sodium pentasaccharide intermediate and preparation method thereof
CN1675250B (en) Epimerized derivatives of K5 polysaccharide with a very high degree of sulfation
CN1219784C (en) Mannuronic acid oligosaccharides production method utilizing Fenton-type reaction
CN1219786C (en) Guluronicacid oligosaccharides production method utilizing Fenton-type reaction
CN1485329A (en) Glycoca uronic acid oligosaccharide with reducing end of 1-carboxyl and its derivative
CN1219785C (en) Glycoca uronic acid oligosaccharides production method utilizing Fenton-type reaction
WO2008113918A1 (en) Heparins including at least one covalent bond with biotin or a biotin derivative, method for preparing same and use thereof
NZ544717A (en) Heparin-derived oligosaccharide mixtures, preparation thereof and pharmaceutical compositions containing said mixtures
CN1212328C (en) Preparation method of fucosan sulphate oligosaccharide
WO1999043714A1 (en) Novel polysaccharide derivatives, process for the production thereof and medicinal compositions containing the same as the active ingredient
CN105884934A (en) Preparation method of dalteparin sodium
CN100404541C (en) Method for preparing z-deoxy-D-glucose
CN106749758A (en) Diluted alkaline-enzymolysis-resin adsorption extraction method extracts the chondroitin sulfate in hog snout bone

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C12 Rejection of a patent application after its publication
RJ01 Rejection of invention patent application after publication