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Polymer-drug conjugate based on a polyisoolefin-based copolymer

A conjugate and polymer technology, applied in the field of polymer-drug conjugates, can solve the problems of uropathogen species attachment, coating delamination, and stent life reduction.

Inactive Publication Date: 2017-10-13
ARLANXEO SINGAPORE PTE LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, even commercially available polymers have shown problems when incorporated into implants
For example, SIBS has been studied as a graft in the urethra, but there is significant attachment of uropathogenic species such as E. coli 67
Furthermore, in stent applications, there is the problem of coating delamination in vivo
Another major issue involving drug release applications, especially for stents, is the burst release of physically encapsulated drugs from laminated surfaces, which causes reduced lifetime of the stent and / or thrombotic events

Method used

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  • Polymer-drug conjugate based on a polyisoolefin-based copolymer
  • Polymer-drug conjugate based on a polyisoolefin-based copolymer
  • Polymer-drug conjugate based on a polyisoolefin-based copolymer

Examples

Experimental program
Comparison scheme
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Embodiment

[0047] Materials and methods:

[0048] LANXESS Butyl 402(M w =4.69x10 5 g / mol, PDI=2.4, polymer 2.1a) and butyl rubber containing 7 mol% isoprene (M w =1.05x10 6 g / mole, PDI=3.3, Polymer 2.1b) was obtained from LANXESS Inc. With 6mol% isoprene (M w =216 kDa, PDI=1.4) dendritic poly(isobutylene-co-isoprene) was prepared as previously reported (Puskas 2009) and provided by LANXESS Inc. Paclitaxel was purchased from LC laboratories (Woburn, Ma). Solvents were purchased from Caledon and all other chemicals were purchased from Sigma-Aldrich and used without further purification unless otherwise stated. Dry toluene was obtained from a solvent purification system. in CDCl 3 obtained at 400MHz in 1 H NMR spectrum. NMR chemical shifts (δ) are reported in ppm and relative to CDCl 3 The residual solvent signal (δ7.26) was calibrated. Using a Bruker Tensor 27 instrument, as a NaCl plate from CH 2 Cl 2 Infrared spectra of the films were obtained. Using a Waters 515 pump in T...

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Abstract

A polymer-drug conjugate, which can be used in medical applications such as stents, has at least one active agent conjugated through a carboxylic acid moiety to a copolymer derived from at least one isoolefin monomer and at least one copolymerizable monomer, where the copolymerizable monomer is at least one multiolefin monomer, a [beta]-pinene monomer or a mixture thereof. Such conjugates show improved adhesion to stainless steel and a substantial decrease in burst release of paclitaxel form a drug eluting stent (DES).

Description

technical field [0001] The present application relates to polymer-drug conjugates, in particular to conjugates of drug and carboxylic acid functionalized polyisoolefin copolymers. Background technique [0002] Butyl rubber is a synthetic elastomer used in many high performance applications due to its many attractive properties. These properties include water / gas impermeability, chemical stability, high elasticity and biocompatibility. Commercially available butyl rubber is a copolymer of isobutylene with a small amount of isoprene (IP). Butyl rubber and its copolymers are important components of many commercial products, such as innerliners for motor vehicle tires, sports equipment, sealants, and even chewing gum. [0003] There has been some recent development of polyisobutylene-based materials for several biomedical applications, including polyisobutylene-co-polystyrene (SIBS) triblock copolymers, which are currently being used for drug-eluting coatings on vascular stent...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A61K47/58A61L27/54A61L31/16A61P9/00C08F210/12
CPCA61L31/16A61K47/58A61K47/6957A61L31/10A61F2210/0076A61F2250/0067A61P9/00A61F2/90
Inventor 伊丽莎白·R·吉利斯洛伦佐·费拉里马修·麦凯克伦约翰·弗雷德里克·特兰特益多普利特·斯冉
Owner ARLANXEO SINGAPORE PTE LTD
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