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Highly sulfated fucans for the treatment of fibrous adhesions

A technology of fucoidan and high sulfate ester, which is applied in the directions of organic active ingredients, medical preparations containing active ingredients, and drug combinations, and can solve problems such as low endotoxin

Active Publication Date: 2021-03-16
ARC医疗器械股份有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] Thus, there is an unmet need for fucoidan compositions having fucoidan with a desired level of sulfation, including in some embodiments, such fucoidan is modified to have a desired level of sulfation and / or Medically Feasible Low Endotoxin Levels

Method used

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  • Highly sulfated fucans for the treatment of fibrous adhesions
  • Highly sulfated fucans for the treatment of fibrous adhesions
  • Highly sulfated fucans for the treatment of fibrous adhesions

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0185] Embodiment 1: chemical structure modification

[0186] Exudate-Extract was obtained from Laminaria Hyperborea. The exudate-extract was filtered by tangential flow filtration (TFF) through a 100 kDa filter and small molecules were removed. A sample of the resulting retentate was lyophilized to obtain otherwise unmodified Sample A. The resulting retentate was brought to 0.25M NaOH by adding 10M NaOH solution and standing at room temperature for 16 hours. The resulting sample was then centrifuged through a 50 kDa filter and the resulting retentate was collected and lyophilized to obtain base-treated sample B. By proton nuclear magnetic resonance spectroscopy ( 1 H-NMR) analysis of both unmodified sample A and base-treated sample B and Figure 1A Shown in 1 H-NMR spectrum.

[0187] Figure 1A The completed chemical structure modification of fucoidan was demonstrated: the broader peak with a chemical shift of about 2.0 ppm present in unmodified sample A was not present ...

Embodiment 2

[0190] Embodiment 2: chemical desulfation

[0191] The raw material fucoidan composition was dissolved in distilled water at 100 mg / mL to obtain a starting solution. The starting solution containing the raw fucoidan composition was brought to 60°C on a hot plate. 10M NaOH was added to the starting solution containing the raw fucoidan composition to obtain a final NaOH concentration of 0.25M NaOH and the desulfation process was started. Aliquots were taken at 0.5 hour, 1 hour and every subsequent hour. Each aliquot was immediately neutralized with hydrochloric acid (HCl) to stop the desulfation process. Quenching of the base was confirmed by blotting approximately 0.1 mL of the quenched aliquot on pH paper.

[0192] Each aliquot was subjected to gel permeation chromatography (GPC) to monitor degradation and desulfation. A subset of the results obtained is shown in Table 1, where the identified figure 2 Some markers on the curve of . All gel permeation chromatography anal...

Embodiment 3

[0201] Embodiment 3: chemical desulfation

[0202] The raw material fucoidan composition was dissolved in 0.5M NaOH at 50 mg / mL to obtain a starting solution. The initial solution containing the raw material fucoidan composition was brought to 60° C. in a water bath to start the desulfation process. Aliquots were taken after 1 hour, 4 hours and 24 hours. Each aliquot was immediately neutralized with hydrochloric acid (HCl) to stop the desulfation process. Quenching of the base was confirmed by blotting approximately 0.1 mL of the quenched aliquot on pH paper.

[0203] Each neutralized aliquot was diafiltered against 6 volumes of 5 mM NaCl on a 10 kDa centrifugal filter. The resulting aliquot-retentate was diluted 3 parts in 20 parts distilled water. The concentration of modified fucoidan in each diluted aliquot-retentate was determined by the total solids content and the results are shown in Table 3 below. The diluted aliquot-retentate was analyzed by inductively coupled ...

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Abstract

A highly-sulfated modified fucan comprising a therapeutically effective, medically acceptable fucan in a composition comprising a sulfate to fucose molar ratio of greater than or equal to about 1.2, 1.81 or 1.9 and / or a sulfate to fucose plus galactose molar ratio of greater than or equal to about 1.1, 1.2 or 1.3.

Description

[0001] priority statement [0002] This application claims co-pending U.S. Provisional Patent Application No. 62,711,364, filed July 27, 2018; U.S. Provisional Patent Application No. 62,711,372, filed July 27, 2018; U.S. Provisional Patent Application Serial No. 62 / 711,335; U.S. Provisional Patent Application Serial No. 62 / 713,399, filed August 1, 2018; U.S. Provisional Patent Application Serial No. 62 / 722,135, filed August 23, 2018; November 2, 2018 U.S. Provisional Patent Application No. 62 / 755,311 filed on January 17, 2019; U.S. Provisional Patent Application No. 62 / 793,514 filed on January 17, 2019; U.S. Provisional Patent Application No. 62 / 861,223 filed on June 13, 2019; 2018 Co-pending U.S. Provisional Patent Application Serial No. 62 / 713,392, filed August 1, 2018; U.S. Provisional Patent Application Serial No. 62 / 713,413, filed August 1, 2018; U.S. Provisional Patent Application Serial No. 62 / 713,413, filed August 23, 2018 Patent Application No. 62 / 722,137; U.S. Provisi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08B37/00A61K31/737A61P41/00C08L5/00
CPCA61P41/00A61K31/737C08L5/00C08B37/0003C08B37/0063A61K9/0034A61K41/00A61K47/02
Inventor C.M.K.斯普林加特B.扬S.H.达斯瓦尼
Owner ARC医疗器械股份有限公司
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