Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Low molecular weight carboxyl-reduced derivatives of fucosylated glycosaminoglycans and preparation method and applications of low molecular weight carboxyl-reduced derivatives

A technology of glycosylated glycosylamine and low molecular weight, applied in the field of medicine, can solve the problems of no FGAG carboxyl low molecular weight derivatives, difficult to cure AIDS in clinical treatment, and unresponsive treatment.

Inactive Publication Date: 2013-10-02
KUNMING INST OF BOTANY - CHINESE ACAD OF SCI +1
View PDF5 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Over the past two decades, great progress has been made in the basic research related to HIV virus and its infection, as well as in the applied basic research and clinical practice of drug treatment of AIDS (such as HIV reverse transcriptase / protease inhibitors), but the clinical treatment of AIDS There are still problems such as intractability, non-response to treatment, drug resistance and serious side effects
However, there is no public report on the structural modification of FGAG carboxyl to obtain its low molecular weight derivatives and its application in anti-HIV

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Low molecular weight carboxyl-reduced derivatives of fucosylated glycosaminoglycans and preparation method and applications of low molecular weight carboxyl-reduced derivatives
  • Low molecular weight carboxyl-reduced derivatives of fucosylated glycosaminoglycans and preparation method and applications of low molecular weight carboxyl-reduced derivatives
  • Low molecular weight carboxyl-reduced derivatives of fucosylated glycosaminoglycans and preparation method and applications of low molecular weight carboxyl-reduced derivatives

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0073] [Example 1] Carboxyl Reduction of Fucosylated Glycosaminoglycans

[0074] 1.1 Materials

[0075] FGAG: FGAG derived from Meihua ginseng, sea cucumber and yuzu sea cucumber, extracted and prepared according to the literature method (J. Biol. Chem., 1991, 266(21): 13530-13536). The purity was greater than 98% (HPGPC, area normalization method).

[0076] 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (EDC), 1-phenyl-3-methyl-5-pyrazolone (PMP), HCl, NaBH 4 , NaCl and other reagents used: all commercially available analytical reagents; 4-chondroitin sulfate, glucose (Glc), glucuronic acid (GlcUA), acetamidogalactose (GalNAc) and fucose (Fuc) and other monosaccharides The reference substances are all products of sigma company; DCl and D 2 O is a product of Norell Company.

[0077] 1.2 Method

[0078] Weigh 300mg of FGAG and dissolve them in 48ml of water, adjust the pH to 4.75 with 0.1M HCl. 905 mg solid EDC was added over the course of approximately 5 min and the pH wa...

Embodiment 2

[0085] [Example 2] Preparation of low molecular weight products by peroxide depolymerization

[0086] 2.1 Materials

[0087] CRG-1: FGAG carboxyl reduction product derived from plum flower ginseng, prepared according to the method of [Example 1]. Purity 98% (HPGPC, area normalization method), weight average molecular weight (Mw), 68,840.

[0088] h 2 o 2 , CH 3 COONa·3H 2 O, NaCl, NaOH, Cu(CH 3 COO) 2 ·H 2 Reagents used in O, etc.: All commercially available analytical reagents.

[0089] 2.2 Method

[0090] Preparation of oligomeric carboxyl reduction products: Dissolve 5.0 g of ginseng CRG-1 in 180 ml of aqueous solution in a round-bottomed flask, keep warm in a water bath at 35° C. and continue to stir evenly, then add copper chloride (Cu 2+ ) solution, and then drop 15% H at a rate of 10ml / h within 2 hours 2 o 2 , During the reaction process, 1N NaOH solution was used to control the pH value range from 7.2 to 7.8. After continuously stirring and reacting for 4 ...

Embodiment 3

[0103] [Example 3] Anti-HIV activity of low molecular weight fucosylated glycosaminoglycan carboxyl reduction product LCRG-1

[0104] 3.1 Materials

[0105] (1) Test sample: LCRG-1 (Mw 12930Da) prepared in [Example 2] was dissolved in water for injection, prepared as a storage solution with a concentration of 25 mg / ml, and stored at 4°C.

[0106] (2) Reagents: MTT (3-(4,5)-dimethylthiahiazo-2-y1)-2,5-diphenyltetrazolium bromide), SDS (Sodium Dodecyl Sulfate), DMSO (Dimethyl sulfoxide) and other reagents are commercially available and analytically pure. Coagulation quality control plasma, activated partial thromboplastin time (APTT) assay kit, thrombin time (TT) assay kit, prothrombin time assay kit (PT-dry powder), all produced by Germany TECO GmbH; others All reagents were of analytical grade commercially available.

[0107] Instrument: MC-4000 Hemagglutination Analyzer (Metron, Germany); ELx800ELISAReader Microplate Reader (Bote, USA)

[0108] (3) Cells and viruses: C8166, ...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

PropertyMeasurementUnit
polydispersity indexaaaaaaaaaa
polydispersity indexaaaaaaaaaa
Login to View More

Abstract

The invention discloses low molecular weight carboxyl-reduced derivatives of fucosylated glycosaminoglycans (LCRG). The extent of carboxyl reduction is not less than 20%. Weight-average molecular weight of the LCRG is about 3000-20000Da, and monosaccharides comprise acetyl galactosamine (GalNAc), glucose (Glc) or glucuronic acid (GlcUA) and fucose (Fuc) or sulfates of fucose (shown as -OSO3-). The mole ratio of GalNAc, Glc (containing GlcUA), Fuc and -OSO3- is about 1: (1+-0.3): (1+-0.3): (3.0+-1.0). The LCRG is a potent human immunodeficiency virus (HIV) Type 1 entry inhibitor which acts on conserved regions and has the advantages of high activity against HIV Type 1, high therapeutic index and no-drug-resistance, and the LCRG can be used for preventing or curing HIV. The invention further provides a preparation method of the LCRG. The carboxyl-reduced derivatives of fucosylated glycosaminoglycans and medicinal compositions of the carboxyl-reduced derivatives can be prepared into injection agents, lyophilized powder or suppository and the like.

Description

technical field [0001] The present invention belongs to the technical field of medicine, and in particular relates to a low molecular weight carboxyl-reduced derivatives offucosylated glycosaminoglycans (LCRG) and a preparation method thereof, and a low molecular weight carboxyl-reduced derivatives offucosylated glycosaminoglycans (LCRG) A pharmaceutical composition of carboxyl-reduced derivatives of molecular weight fucosylated glycosaminoglycans and its application in the preparation of drugs for preventing or treating AIDS. Background technique [0002] Acquired immunodeficiency syndrome (AIDS) caused by human immunodeficiency virus (human immunodeficiency virus, HIV) infection is a major disease that seriously endangers human life and health. Over the past two decades, great progress has been made in the basic research related to HIV virus and its infection, as well as in the applied basic research and clinical practice of drug treatment of AIDS (such as HIV reverse tran...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
Patent Type & Authority Patents(China)
IPC IPC(8): C08B37/08A61K31/737A61P31/18
Inventor 刘吉开郑永唐赵金华吴明一黄宁李姿高娜文丹丹连武何江波
Owner KUNMING INST OF BOTANY - CHINESE ACAD OF SCI
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic, Popular Technical Reports.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com