Marlina Anita, Misran Misni
Research Centre for Chemistry, National Research and Innovation Agency Republic of Indonesia, South Tangerang 15314, Indonesia.
Department of Chemistry, Faculty of Science, University of Malaya, Kuala Lumpur, 50603, Malaysia.
ACS Omega. 2023 Oct 20;8(43):40494-40507. doi: 10.1021/acsomega.3c05108. eCollection 2023 Oct 31.
Stearoyl chitosan (SC), derived from the acylation of chitosan, contributes to the efficiency of drug delivery systems because of its structure, which accommodates the drug in a particle. Nonetheless, its role in chemotherapy has been largely unexplored. The present study involves the synthesis of stearoyl chitosan through the reaction of depolymerized chitosan with stearoyl chloride under mild reaction conditions. The resulting compound was subjected to structural analysis utilizing Fourier-transform infrared (FTIR) spectroscopy, H NMR, and X-ray diffraction (XRD) spectroscopy. The dispersion of SC molecules in phosphate-buffered saline (PBS) forms SC nanoparticles. The best dispersion of SC in the solution was achieved at a 1:60 chitosan-to-stearoyl chloride weight ratio. Three antimetabolite drugs, methotrexate, pemetrexed, and raltitrexed, were selected to examine the loading efficacy of SC. Pemetrexed had the highest drug-loading value of 36.8% among the three antimetabolites incorporated into SC, along with an encapsulation efficiency of 85.1%. The size of SC loaded with antimetabolites ranged from 225 to 369 nm, and their spherical form was verified via a transmission electron microscope. The in vitro release study showed that SC demonstrated controlled drug release, suggesting that SC nanoparticles have significant promise as a delivery strategy for chemotherapy.
硬脂酰壳聚糖(SC)由壳聚糖酰化衍生而来,因其结构能将药物容纳在颗粒中,有助于提高药物递送系统的效率。尽管如此,其在化疗中的作用在很大程度上尚未得到探索。本研究涉及在温和反应条件下,通过解聚壳聚糖与硬脂酰氯反应合成硬脂酰壳聚糖。利用傅里叶变换红外(FTIR)光谱、氢核磁共振(¹H NMR)和X射线衍射(XRD)光谱对所得化合物进行结构分析。SC分子在磷酸盐缓冲盐水(PBS)中的分散形成了SC纳米颗粒。壳聚糖与硬脂酰氯的重量比为1:60时,SC在溶液中的分散效果最佳。选择三种抗代谢药物甲氨蝶呤、培美曲塞和雷替曲塞来检测SC的载药效果。在掺入SC的三种抗代谢物中,培美曲塞的载药值最高,为36.8%,包封率为85.1%。载有抗代谢物的SC尺寸在225至369纳米之间,通过透射电子显微镜证实其呈球形。体外释放研究表明,SC表现出可控的药物释放,这表明SC纳米颗粒作为化疗的递送策略具有显著前景。