Faculty of Biotechnology and Food Sciences, Institute of Natural Products and Cosmetics, Lodz University of Technology, Stefanowskiego 2/22, 90-537 Lodz, Poland.
Centre of Molecular and Macromolecular Studies Polish Academy of Sciences, Sienkiewicza 112, 90-363 Lodz, Poland.
Molecules. 2023 Sep 30;28(19):6893. doi: 10.3390/molecules28196893.
The encapsulation of insoluble compounds can help improve their solubility and activity. The effects of cyclodextrin encapsulation on hesperetin's derivatives (HHSB, HIN, and HTSC) and the physicochemical properties of the formed complexes were determined using various analytical techniques. The antioxidant (DPPH, ABTS scavenging, and Fe-chelating ability), cytotoxic, and antibacterial activities were also investigated. The inclusion systems were prepared using mechanical and co-evaporation methods using a molar ratio compound: HP-β-CD = 1:1. The identification of solid systems confirmed the formation of two inclusion complexes at hesperetin (CV) and HHSB (mech). The identification of systems of hesperetin and its derivatives with HP-β-CD in solutions at pHs 3.6, 6.5, and 8.5 and at various temperatures (25, 37 and 60 °C) confirmed the effect of cyclodextrin on their solubility. In the DPPH and ABTS assay, pure compounds were characterized by higher antioxidant activity than the complexes. In the FRAP study, all hesperetin and HHSB complexes and HTSC-HP-β-CD (mech) were characterized by higher values of antioxidant activity than pure compounds. The results obtained from cytotoxic activity tests show that for most of the systems tested, cytotoxicity increased with the concentration of the chemical, with the exception of HP-β-CD. All systems inhibited and .
包裹不溶性化合物有助于提高它们的溶解度和活性。采用多种分析技术测定了环糊精包合对橙皮苷衍生物(HHSB、HIN 和 HTSC)的影响及其形成配合物的物理化学性质。还研究了抗氧化(DPPH、ABTS 清除和 Fe 螯合能力)、细胞毒性和抗菌活性。包合物系统采用机械和共蒸发方法制备,化合物与 HP-β-CD 的摩尔比为 1:1。固体系统的鉴定证实了橙皮苷(CV)和 HHSB(mech)两种包合物的形成。在 pH 值为 3.6、6.5 和 8.5 的溶液中和在不同温度(25、37 和 60°C)下鉴定橙皮苷及其衍生物与 HP-β-CD 的体系,证实了环糊精对其溶解度的影响。在 DPPH 和 ABTS 测定中,纯化合物的抗氧化活性高于配合物。在 FRAP 研究中,所有橙皮苷和 HHSB 配合物以及 HTSC-HP-β-CD(mech)的抗氧化活性值均高于纯化合物。细胞毒性活性测试的结果表明,对于大多数测试的体系,随着化学物质浓度的增加,细胞毒性增加,除了 HP-β-CD。所有系统均抑制 和 。