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Carbohydrate-modified polymers, compositions and uses related thereto

A carbohydrate and polymer technology, applied in the field of wheat, fucose, sucrose, newly discovered, modified, and lactose, can solve problems such as difficult control of pretreatment methods

Inactive Publication Date: 2005-07-13
植入疗法公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These pretreatments are difficult to manage, especially as they require injections of very close to lethal doses of bupivacaine to be effective

Method used

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  • Carbohydrate-modified polymers, compositions and uses related thereto
  • Carbohydrate-modified polymers, compositions and uses related thereto
  • Carbohydrate-modified polymers, compositions and uses related thereto

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0135] Example 1 Synthesis and Characterization of CD-bPEI Loaded with Different CDs

[0136]

[0137] put branch PEI 25,000 (295.6mg, Aldrich) and 6-monotosyl-β-cyclodextrin (2.287g, Cyclodextrin Technologies Development, Inc.) were dissolved in 100mL different H 2 O / DMSO solvent mixture (Table 1). The resulting mixture was stirred at 70°C for 72 hours. The solution gradually turned yellow. The solution was then transferred to a Spectra / Por MWCO 10,000 membrane and dialyzed against water for 6 days. It was then lyophilized to remove water to obtain a light-colored solid. based on 1 H NMR (Varian 300MHz, D 2 O) δ5.08ppm (s br., C of CD 1 H), 3.3-4.1ppm (m br. CD of C 2 H-C 6 H), 2.5-3.2ppm (CH of m br. PEI 2 ) to calculate the cyclodextrin / PEI ratio.

[0138] It was found that the cyclodextrin loaded on PEI increases with the H in the reaction mixture 2 The amount of O decreased and increased (Table 1).

[0139] h 2 O / DMSO(mL)

Embodiment 2

[0140] The synthesis of embodiment 2 linear PEI-CD

[0141]

[0142] Low loading: Linear PEI (50 mg, Polysciences, Inc., MW 25,000) was dissolved in anhydrous DMSO (5 mL). To the solution was added cyclodextrin monotosylate (189 mg, 75 equivalents, Cyclodextrin Technologies Development, Inc.). The solution was stirred at 70-72°C for 4 days under argon atmosphere. The solution was then dialyzed against water (total dialyzed volume approximately 50 mL) for 6 days (Spectra / Por7 MWCO 25,000 membrane). lPEI-CD (46 mg) was obtained after lyophilization. 1 H NMR (Bruker AMX500MHz, D 2 O) δ5.09 (s br., C of CD 1 ), 3.58-4.00 (m br. CD of C 2 -C 6 ), 2.98 (m br. PEI). 8.8% of PEI repeat units were attached to CD.

[0143] High loading: Linear PEI (50 mg, Polysciences, Inc., MW 25,000) was dissolved in anhydrous DMSO (10 mL). To the solution was added cyclodextrin monotosylate (773 mg, 300 equivalents, Cyclodextrin Technologies Development, Inc.). The solution was stirred...

Embodiment 3

[0144] Synthesis and Characterization of CD-1PEI Loaded with Different CDs in Example 3

[0145]

[0146] Linear PEI 25,000 (500 mg, Polysciences, Inc.) and 6-monotosyl-β-cyclodextrin (3.868 g, Cyclodextrin Technologies Development, Inc.) were dissolved in 36 mL of DMSO. The resulting mixture was stirred at 70°C for 6 days. The solution gradually turned yellow. The solution was then transferred to a Spectra / Por MWCO 10,000 membrane and dialyzed against water for 6 days. It was then lyophilized to remove water to obtain a light-colored solid. based on 1 H NMR (Varian 300MHz, D 2 O) δ5.08ppm (s br., C of CD 1 H), 3.3-4.1ppm (m br. CD of C 2 H-C 6 H), 2.5-3.2ppm (CH of m br. PEI 2 ) to calculate the cyclodextrin / PEI ratio. In this example, the cyclodextrin / PEI ratio was 8.4.

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Abstract

Disclosed are compositions comprising carbohydrate-modified polymers, such as cyclodextrin-modified polyethyleneimines, for the delivery of drugs and other active agents, such as nucleic acids. Compositions containing carbohydrate-modified polymeric carriers that release the agent under controlled conditions are also disclosed. The present invention also discloses compositions comprising carbohydrate-modified polymeric carriers coupled to biorecognition molecules for targeted delivery of drugs to their sites of action.

Description

[0001] related application [0002] This application is based on US Provisional Application 60 / 358,830, filed February 22, 2002, and US Provisional Application 60 / 417,747, filed October 10, 2002, the specifications of which are hereby incorporated by reference in their entirety. Background technique [0003] The transfer of nucleic acids into specific cells is fundamental to gene therapy. However, one of the problems is how to successfully transfer sufficient amounts of nucleic acid into the host cell to be treated. In this regard, one method of choice is the incorporation of the nucleic acid into viral vectors, especially retroviruses, adenoviruses or adeno-associated viruses. These systems exploit the mechanisms of entry of viruses into cells and their protection against degradation. However, these approaches also have drawbacks, notably the risk of generating infectious virus particles capable of dissemination in the host organism and, in the case of retroviral vectors, t...

Claims

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Application Information

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IPC IPC(8): C12N15/09A61K9/00A61K9/14A61K47/34A61K47/40A61K47/48A61K48/00C08B37/00C08B37/16C08G73/02C08G73/06C08G81/00C12N15/88
CPCA61K9/0019A61K9/146A61K47/34A61K47/40A61K48/0041B82Y5/00C08B37/0012C08B37/0015C08G73/02C08G73/0213C08G73/0694C12N15/88A61K47/60A61K47/59A61K47/6951
Inventor N·C·贝洛克J·程M·E·戴维斯S·H·潘
Owner 植入疗法公司
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