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Chitosan-Derived Compositions

a technology of compositions and chitosan, applied in the direction of lung cancer vaccines, anti-cancer medical ingredients, therapy, etc., can solve the problems of difficult injection or dispensing in biomedical applications, ineffective conventional treatments to the degree desired, and dissolved in aqueous solutions

Inactive Publication Date: 2019-01-03
IMMUNOPHOTONICS INC
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Though no single treatment approach is applicable to all cancers, successful therapies must be focused on both the primary tumor and its metastases.
Despite some success, conventional treatments are not effective to the degree desired, and the search has continued for more efficacious therapies.
However, conventional glycated chitosan preparations, when dispersed, suspended or dissolved in aqueous solutions are often very difficult to inject or dispense in the biomedical applications to which they are put.
Moreover, conventional glycated chitosan preparations, as described in U.S. Pat. No. 5,747,475 (“Chitosan-Derived Biomaterials”), are nearly impossible to sterile filter, rendering them unsuitable for industrial manufacturing according to Current Good Manufacturing Practices (cGMP), and therefore unsuitable for human use.

Method used

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Examples

Experimental program
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Effect test

example 1

[0191]Exemplary Process for the Preparation of Glycated Chitosan (GC)

[0192]Glycated chitosan is obtained by reacting chitosan with a monosaccharide and / or oligosaccharide, preferably in the presence of an acidifying agent, for a time sufficient to accomplish Schiff base formation between the carbonyl group of the sugar and the primary amino groups of chitosan (also referred to herein as glycation of the amino group) to a predetermined degree whereby a predetermined percent (%) glycation of the chitosan polymer is achieved. This is followed by stabilization by reduction of Schiff bases and of their rearranged derivatives (Amadori products). NMR tracings are used to verify the bonding of the monosaccharides and / or oligosaccharides to the chitosan polymer, whereas chemical measurement of remaining free amino groups, such as via a ninhydrine reaction, is used to assess the degree of glycation.

example 2

[0193]Sterile Filtration

[0194]While conventional 1500 kDa galactochitosan, described in U.S. Pat. No. 5,747,475, is relatively simple to synthesize, the sterilization with, for example a 0.22 micron filter, is impossible without compromising the integrity of the filter, thus rendering the conventional glycated chitosan unsuitable for GMP production and human use. In contrast, the new viscoelastic glycated chitosan described herein has significant advantages with regard to GMP production and sterile filtration due to unexpected and beneficial physiochemical properties. For example, at a molecular weight (M.W.) of 250,000 Da (250 kDa), sterile filtration with a 0.22 micron filter is highly feasible, with a flow rate of 100 ml / min without loss of material during filtration.

example 3

[0195]Viscosity of Glycated Chitosan (GC)

[0196]GC Preparations of Higher Molecular Weight Display Higher Viscosities (Measured in Cp):

kDa of GCCp1000.9142507.6850020.79150084.7

[0197]FIG. 3 shows viscosity (in Cp; y-axis) vs. molecular weight (in kDa; x-axis) in samples of GC with molecular weights ranging from 100 kDa to 1,500 kDa. The concentration of GC in solution in this experiment decreased with increasing molecular weight, ranging from 0.6% (100 kDa) to 0.11% (1,500 kDa).

[0198]Very surprisingly, it was found viscosity increases linearly with increasing molecular weight only if the concentration of GC in the sample is reduced with increasing molecular weight. The table and FIG. 4 shows the percent of GC in solution of the samples used in the viscosity experiment above.

[0199]The results clearly show that 1) GC preparations of higher molecular weight correlate with higher viscosities (measured in Cp), and 2) the correlation between viscosity and molecular weight is not linear if ...

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Abstract

The present invention relates generally to therapeutic compositions comprising chitosan-derived compositions used in connection with methods for treating neoplasms, such as for instance, malignant lung, thyroid and kidney neoplasms, and other types of malignant neoplasms, and other medical disorders.

Description

PRIORITY CLAIM[0001]This U.S. Nonprovisional patent application herein claims priority to U.S. Nonprovisional patent application Ser. No. 14 / 372,586, entitled “Chitosan-Derived Compositions” filed on Jul. 16, 2014.FIELD OF THE INVENTION[0002]The present invention relates generally to therapeutic compositions comprising chitosan-derived compositions used in connection with methods for treating neoplasms, such as, malignant lung, breast, prostate, skin, thyroid and kidney neoplasms, and other types of malignant neoplasms, and other medical disorders.BACKGROUND OF THE INVENTION[0003]Chitosan is a derivative of chitin, a compound usually isolated from the shells of some crustaceans such as crab, lobster and shrimp. Chitin is a linear homopolymer composed of N-acetylglucosamine units joined by β 1→4 glycosidic bonds. Chitin, chitosan (partially deacetylated chitin) and their derivatives are endowed with interesting chemical and biological properties that have led to a varied and expandin...

Claims

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Application Information

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Patent Type & Authority Applications(United States)
IPC IPC(8): C08B37/08A61K47/68A61K39/395A61K39/39
CPCA61K47/6807C08B37/003A61K39/39558A61K39/39A61K2039/55583A61K41/0071A61K31/722A61B18/20A61K2039/585A61K2039/86A61K2039/812A61K2039/884A61N5/0618A61N5/062A61N5/0624A61N2005/0659A61K41/0057A61P35/00A61N5/067
Inventor HODE, TOMASNORDQUIST, ROBERT E.CHEN, WEI R.CARUBELLI, RAOULALLERUZZO, LUCIANOJENKINS, PETERWAYNANT, KRISTOPHERRAKER, JOSEPH
Owner IMMUNOPHOTONICS INC
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