D-Xylose oxetane copolymers as bioderived and tuneable polyesters for amorphous solid dispersions

Ella F. Clark; Alexandra Howard; Sebastian D. Morales Feliu; James F. McCabe; Jonathan C. Burley; Vincenzo Taresco; Antoine Buchard

doi:10.1039/D4LP00203B

D-Xylose oxetane copolymers as bioderived and tuneable polyesters for amorphous solid dispersions

Ella F. Clark
, Alexandra Howard
, Sebastian D. Morales Feliu
, James F. McCabe
, Jonathan C. Burley
, Vincenzo Taresco
, Antoine Buchard

Department of Chemistry

University of Nottingham
Early Product Development and Manufacturing, Pharmaceutical Sciences, R&D AstraZeneca, Macclesfield, SK10 2NA, UK
Department of Chemistry, University of York, York, YO10 5DD, UK

Research output: Contribution to journal › Article › peer-review

3 Citations (SciVal)

Abstract

The ring-opening copolymerisation of cyclic anhydrides with an oxetane derived from natural monosaccharide d-xylose has been used to synthesise fully biobased water soluble polyesters, which are able to stabilise the amorphous phases of nifedipine and mefenamic acid, enhancing their apparent solubility in water up to 918 and 142% respectively. 2D picolitre-scale inkjet-printing, coupled with polarised optical microscopy (POM) analysis, enabled an initial, high-throughput miniaturised (ng–μg scale) screening of drug formulations. The best formulations were scaled up and analysed by FT-IR spectroscopy and DSC, revealing interactions between the drugs and polymers. Finally, drug dissolution studies demonstrated the effectiveness of the polymers in improving the drugs’ apparent solubility in water. These results showcase the potential of synthetic carbohydrate polymers as excipient for tailored drug formulations.

Original language	English
Pages (from-to)	1104-1112
Number of pages	9
Journal	RSC Applied Polymers
Volume	2
Issue number	6
DOIs	https://doi.org/10.1039/D4LP00203B
Publication status	Published - 1 Nov 2024

Data Availability Statement

The data supporting this article have been included as part of the ESI

Funding

Analytical facilities were provided through the Material and Chemical Characterisation Facility (MC2 ) at the University of Bath. Research funding from the Royal Society (UF/160021 and URF\R\221027: fellowship to A. B., RGF\R1\180036 studentship to E. F. C.), the EPSRC and AstraZeneca (Centre for Doctoral Training in Transformative Pharmaceutical Technologies (EP/S023054/1) studentship to A. H.), and the University of Nottingham (Nottingham Research Fellowship to V. T.), is also acknowledged.

Access to Document

10.1039/D4LP00203BLicence: CC BY

https://pubs.rsc.org/lp/article/2/6/1104-1112/853627

Cite this

@article{47ef0475e9b943d5a69e96382ba5727b,

title = "D-Xylose oxetane copolymers as bioderived and tuneable polyesters for amorphous solid dispersions",

abstract = "The ring-opening copolymerisation of cyclic anhydrides with an oxetane derived from natural monosaccharide d-xylose has been used to synthesise fully biobased water soluble polyesters, which are able to stabilise the amorphous phases of nifedipine and mefenamic acid, enhancing their apparent solubility in water up to 918 and 142\% respectively. 2D picolitre-scale inkjet-printing, coupled with polarised optical microscopy (POM) analysis, enabled an initial, high-throughput miniaturised (ng–μg scale) screening of drug formulations. The best formulations were scaled up and analysed by FT-IR spectroscopy and DSC, revealing interactions between the drugs and polymers. Finally, drug dissolution studies demonstrated the effectiveness of the polymers in improving the drugs{\textquoteright} apparent solubility in water. These results showcase the potential of synthetic carbohydrate polymers as excipient for tailored drug formulations. ",

author = "Clark, \{Ella F.\} and Alexandra Howard and \{Morales Feliu\}, \{Sebastian D.\} and McCabe, \{James F.\} and Burley, \{Jonathan C.\} and Vincenzo Taresco and Antoine Buchard",

year = "2024",

month = nov,

day = "1",

doi = "10.1039/D4LP00203B",

language = "English",

volume = "2",

pages = "1104--1112",

journal = "RSC Applied Polymers",

issn = "2755-371X",

publisher = "Royal Society of Chemistry",

number = "6",

}

TY - JOUR

T1 - D-Xylose oxetane copolymers as bioderived and tuneable polyesters for amorphous solid dispersions

AU - Clark, Ella F.

AU - Howard, Alexandra

AU - Morales Feliu, Sebastian D.

AU - McCabe, James F.

AU - Burley, Jonathan C.

AU - Taresco, Vincenzo

AU - Buchard, Antoine

PY - 2024/11/1

Y1 - 2024/11/1

N2 - The ring-opening copolymerisation of cyclic anhydrides with an oxetane derived from natural monosaccharide d-xylose has been used to synthesise fully biobased water soluble polyesters, which are able to stabilise the amorphous phases of nifedipine and mefenamic acid, enhancing their apparent solubility in water up to 918 and 142% respectively. 2D picolitre-scale inkjet-printing, coupled with polarised optical microscopy (POM) analysis, enabled an initial, high-throughput miniaturised (ng–μg scale) screening of drug formulations. The best formulations were scaled up and analysed by FT-IR spectroscopy and DSC, revealing interactions between the drugs and polymers. Finally, drug dissolution studies demonstrated the effectiveness of the polymers in improving the drugs’ apparent solubility in water. These results showcase the potential of synthetic carbohydrate polymers as excipient for tailored drug formulations.

AB - The ring-opening copolymerisation of cyclic anhydrides with an oxetane derived from natural monosaccharide d-xylose has been used to synthesise fully biobased water soluble polyesters, which are able to stabilise the amorphous phases of nifedipine and mefenamic acid, enhancing their apparent solubility in water up to 918 and 142% respectively. 2D picolitre-scale inkjet-printing, coupled with polarised optical microscopy (POM) analysis, enabled an initial, high-throughput miniaturised (ng–μg scale) screening of drug formulations. The best formulations were scaled up and analysed by FT-IR spectroscopy and DSC, revealing interactions between the drugs and polymers. Finally, drug dissolution studies demonstrated the effectiveness of the polymers in improving the drugs’ apparent solubility in water. These results showcase the potential of synthetic carbohydrate polymers as excipient for tailored drug formulations.

U2 - 10.1039/D4LP00203B

DO - 10.1039/D4LP00203B

M3 - Article

SN - 2755-371X

VL - 2

SP - 1104

EP - 1112

JO - RSC Applied Polymers

JF - RSC Applied Polymers

IS - 6

ER -

D-Xylose oxetane copolymers as bioderived and tuneable polyesters for amorphous solid dispersions

Abstract

Data Availability Statement

Funding

Access to Document

Fingerprint

Cite this