Inclusion complex of cyclodextrin with ergotamine and evaluation of cyclodextrin-based nanosponges

IF 1.7 4区 化学 Q3 CHEMISTRY, MULTIDISCIPLINARY Journal of Inclusion Phenomena and Macrocyclic Chemistry Pub Date : 2022-06-02 DOI:10.1007/s10847-022-01149-y
Preeti Dali, Pravin Shende
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引用次数: 2

Abstract

Purpose

The anti-migraine drugs show first-pass metabolism, short half-life, and low bioavailability resulting in repeated dose or overdose effect. Polymeric, biodegradable and highly porous nanosponges emerge as a promising carrier for migraine treatment to improve aqueous solubility, stability and bioavailability.

Method

Ergotamine nanosponges prepared by interfacial polymerization method wherein hydroxypropyl beta-cyclodextrin inclusion complex was crosslinked using toluene diisocyanate. Caffeine used as a permeation enhancer for ergotamine by forming soluble molecular complex with cyclodextrin moiety of nanosponges. Further, nanosponges were characterized for particle size, zeta potential, entrapment efficiency, percentage drug release profile, antioxidant activity, photostability and instrumental analytical studies.

Results

Caffeine significantly improved the permeation of ergotamine nanosponges. The particle size for optimized nanosponges was 693.5 ± 11.7 nm, zeta potential of − 19.4 ± 5.69 mV with high colloidal stability and maximum entrapment efficiency of 98.88 ± 2.8%. In-vitro and ex-vivo studies exhibited controlled release profiles of ergotamine 81.6% ± 3.4% and 79% ± 4.2% for 24 h, respectively. Nanosponges demonstrated higher antioxidant activity 85.68% ± 1.23% whereas photostability data showed no significant decrease in drug content indicating good stability. Fourier transform infrared spectroscopy confirmed significant interaction of ergotamine with cyclodextrin-based nanosponges.

Conclusion

Nanosponges showed improvement in bioavailability of ergotamine and long-term stability offering inexpensive, productive and safe alternative for migraine.

Graphical abstract

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环糊精-麦角胺包合物及环糊精基纳米海绵的研究
目的抗偏头痛药物具有首过代谢、半衰期短、生物利用度低等特点,可导致重复给药或过量用药。聚合物、可生物降解和高多孔纳米海绵作为一种很有前途的偏头痛治疗载体,可以改善水溶性、稳定性和生物利用度。用甲苯二异氰酸酯交联羟丙基-环糊精包合物,采用界面聚合法制备甲氧哥胺纳米海绵。咖啡因与纳米海绵的环糊精部分形成可溶性分子络合物,作为麦角胺的渗透促进剂。此外,对纳米海绵的粒径、zeta电位、包封效率、药物释放百分比、抗氧化活性、光稳定性和仪器分析研究进行了表征。结果支架碱能显著提高麦角胺纳米海绵的通透性。优化后的纳米海绵粒径为693.5±11.7 nm, zeta电位为- 19.4±5.69 mV,胶体稳定性高,最大包封效率为98.88±2.8%。体外和离体研究显示,24 h麦角胺的控释谱分别为81.6%±3.4%和79%±4.2%。纳米海绵具有较高的抗氧化活性(85.68%±1.23%),而光稳定性数据显示,纳米海绵的药物含量没有显著下降,具有良好的稳定性。傅里叶变换红外光谱证实麦角胺与环糊精基纳米海绵有显著的相互作用。结论纳米海绵提高了麦角胺的生物利用度和长期稳定性,是治疗偏头痛的廉价、高效、安全的替代药物。图形抽象
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来源期刊
Journal of Inclusion Phenomena and Macrocyclic Chemistry
Journal of Inclusion Phenomena and Macrocyclic Chemistry Agricultural and Biological Sciences-Food Science
CiteScore
4.10
自引率
8.70%
发文量
54
期刊介绍: The Journal of Inclusion Phenomena and Macrocyclic Chemistry is the premier interdisciplinary publication reporting on original research into all aspects of host-guest systems. Examples of specific areas of interest are: the preparation and characterization of new hosts and new host-guest systems, especially those involving macrocyclic ligands; crystallographic, spectroscopic, thermodynamic and theoretical studies; applications in chromatography and inclusion polymerization; enzyme modelling; molecular recognition and catalysis by inclusion compounds; intercalates in biological and non-biological systems, cyclodextrin complexes and their applications in the agriculture, flavoring, food and pharmaceutical industries; synthesis, characterization and applications of zeolites. The journal publishes primarily reports of original research and preliminary communications, provided the latter represent a significant advance in the understanding of inclusion science. Critical reviews dealing with recent advances in the field are a periodic feature of the journal.
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