pH‐responsive polyurethane‐acrylate from palm olein and sunflower oil: Sustainable synthesis, enhanced lovastatin solubility, and potential drug carrier for targeted delivery

Author:

Tan Rachel Yie Hang1,Lee Choy Sin23ORCID,Pichika Mallikarjuna Rao23,Cheng Sit Foon4,Lam Ki Yan12

Affiliation:

1. School of Postgraduate International Medical University Kuala Lumpur Malaysia

2. Department of Pharmaceutical Chemistry School of Pharmacy, International Medical University Kuala Lumpur Malaysia

3. Centre of Bioactive Molecules and Drug Delivery Institute for Research, Development and Innovation International Medical University Kuala Lumpur Malaysia

4. Faculty of Science, Department of Chemistry, Unit of Research on Lipids (URL) University of Malaya Kuala Lumpur Malaysia

Abstract

AbstractA pH responsive non‐isocyanate polyurethane‐acrylate (NIPUA) is synthesized through utilizing palm olein and sunflower oil as feedstock. The unsaturated acyl chains of both vegetable oils are converted into epoxy rings through epoxidation and subjected to carbonation with binary catalytic system under a solventless and mild condition to produce the cyclic carbonates. The cyclic carbonates were reacted with 1,4‐butanediamine and itaconic acid to produce the NIPUA. The intermediates and product were characterized by FTIR spectroscopy, NMR spectroscopy and gel permeation chromatography. The NIPUA was incorporated with poly(vinyl pyrrolidone) (PVP) to form a polymer carrier system loaded with a hydrophobic model drug, lovastatin (LOV). All NIPUA/PVP preformulations demonstrated pH responsiveness, with 1 to 2‐folds enhanced solubility at pH 7.4 compared to pH 2.0. NIPUA/PVP exhibited solubility enhancer effect by significantly enhanced solubility (2–4 times) compared to pure LOV, LOV‐loaded PVP, and Medostatin tablets at both pH levels. LOV‐loaded NIPUA/PVP exhibited lower enthalpy energy in DSC thermogram than LOV‐loaded PVP, indicating disruption of LOV's crystalline structure. In MTT assay, IC50 values were 30.76 μg mL−1 for pure LOV and 273.53 μg mL−1 for NIPUA/PVP, demonstrating the potential of NIPUA as an environmentally friendly, pH responsive drug carrier for controlled release of poorly water‐soluble drugs.

Funder

Ministry of Higher Education, Malaysia

Publisher

Wiley

同舟云学术

1.学者识别学者识别

2.学术分析学术分析

3.人才评估人才评估

"同舟云学术"是以全球学者为主线,采集、加工和组织学术论文而形成的新型学术文献查询和分析系统,可以对全球学者进行文献检索和人才价值评估。用户可以通过关注某些学科领域的顶尖人物而持续追踪该领域的学科进展和研究前沿。经过近期的数据扩容,当前同舟云学术共收录了国内外主流学术期刊6万余种,收集的期刊论文及会议论文总量共计约1.5亿篇,并以每天添加12000余篇中外论文的速度递增。我们也可以为用户提供个性化、定制化的学者数据。欢迎来电咨询!咨询电话:010-8811{复制后删除}0370

www.globalauthorid.com

TOP

Copyright © 2019-2024 北京同舟云网络信息技术有限公司
京公网安备11010802033243号  京ICP备18003416号-3