Drug-in-cyclodextrin-in-liposome (DCL) represents a very promising approach for preserving essential oil (EO) components, thereby extending their shelf life and activity. In this study, we examined the effect of chemical structure, octanol/water partition coefficient (log P), and Henry's law constant (Hc) on the encapsulation and the release of monoterpenes (eucalyptol, pulegone, terpineol, and thymol) and phenylpropenes (estragole and isoeugenol) from DCLs. Hydroxypropyl-β-cyclodextrin/EO component (HP-β-CD/EO component) inclusion complexes were prepared in aqueous solution and loaded into liposomes by the ethanol injection method. The phospholipid:cholesterol:EO component molar ratio determined for DCL structures was affected by characteristics of EO components. The presence of a propenyl tail or a hydroxyl group in the structure of EO component may improve its loading into DCLs. Furthermore, low encapsulation efficiency (EE) was obtained for DCLs exhibiting high cholesterol membrane content. In addition, a positive linear relationship was found between the loading ratio of monoterpenes into DCLs and their hydrophobic character expressed as log P. The release of components from DCLs was influenced by their EE into the formulations. Finally, DCL formulations retain considerable amounts of EO components after 10 months.

译文

:脂质环糊精中的药物(DCL)代表了一种非常有希望的方法来保存精油(EO)成分,从而延长了它们的保质期和活性。在这项研究中,我们研究了化学结构,辛醇/水分配系数(log P)和亨利定律常数(Hc)对单萜类化合物(桉油醇,普来高通,松油醇和百里酚)和苯丙烯(雌二醇和异丁香酚)。在水溶液中制备羟丙基-β-环糊精/ EO组分(HP-β-CD/ EO组分)包合物,并通过乙醇注射法将其加载到脂质体中。对于DCL结构确定的磷脂:胆固醇:EO组分的摩尔比受EO组分的特性影响。 EO组分结构中丙烯基尾巴或羟基的存在可以改善其装入DCL的能力。此外,对于表现出高胆固醇膜含量的DCL,获得了低封装效率(EE)。另外,在单萜类到DCL中的负载率和它们的疏水特性表示为log P之间发现正线性关系。从DCL中释放组分受其EE对制剂的影响。最后,DCL制剂在10个月后保留了大量的EO成分。

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