Cyclodextrin pendant polymer as an efficient drug carrier for scutellarin

Abstract

A novel β-cyclodextrin pendant polymer (ε-PL-CD), composed of poly(ε-lysine) (ε-PL) main chain and glycine-β-cyclodextrin (Gly-CD) side chains, was prepared by a simple two-step procedure. The ε-PL-CD was investigated as a drug carrier of hydrophobic drug scutellarin (SCU). The characterization and complexation mode of the SCU:ε-PL-CD were researched in both solution and solid state by means of photoluminescence spectroscopy, 1 H and 2D NMR, X-Ray powder diffraction (XRPD), thermal gravimetric analysis, Particle size and Zeta potential. The solubility test indicated that the solubilizing ability of SCU:ε-PL-CD was significantly improved compared with SCU:β-CD and free SCU. Besides, in vitro cell experiment, it was found that SCU:ε-PL-CD has a strong inhibitory effect on the growth and invasion of tumor cells. The present study provides useful information for ε-PL-CD as a drug carrier material.

The Role of Hydrogen Bonding in Paracetamol–Solvent and Paracetamol–Hydrogel Matrix Interactions

“…The values of m 1 determined separately for aprotic (1)(2)(3)(4)(5)(6)(7)(8)(9) and protic (10-14) solvents, correlation coefficients and difference in the ground and excited state dipole moment (∆µ) obtained on the basis of McRae (MR), Bakhshiev (B), and Lippert and Mataga (LM) models are also summarized in Table 2.…”

“…Despite the great potential of modern pharmaceuticals, their low solubility results in poor oral bioavailability [2,3]. To overcome these limitations, polymeric drug carriers are used in which the poorly soluble active substance is dispersed [4][5][6][7]. As was shown, the polymer can decrease the drug crystallization ability due to polymer-drug interactions (such as hydrogen bonding) by reducing drug mobility and limiting drug-drug molecular interactions [8][9][10].…”

Multifunctional co-transport carriers based on cyclodextrin assembly for cancer synergistic therapy

“…It usually contains 6-12 D -glucopyranose units 15 . Among these, molecules with six, seven, and eight glucose units are denoted as alpha-, beta-, and gamma- cyclodextrins, which hold great practical significance 16 . Since the glycosidic bond connecting glucose units cannot rotate freely, cyclodextrin exhibits a slightly tapered ring structure instead of cylindrical (Figure 1 ).…”

Intravenous Administration of Scutellarin Nanoparticles Augments the Protective Effect against Cerebral Ischemia–Reperfusion Injury in Rats

“…SCU, the main active component of breviscapine, has poor aqueous solubility (0.02 mg/mL), insufficient chemical stability, short biological half-life (0.7 h to 2.3 h), and rapid plasma elimination rate. There was only a 0.40 or 10.67% oral bioavailability of SCU in rats and dogs, respectively. , Its major metabolites are isoscutellarin (scutellarein-6- O -glucuronide) and 6,7-diglucuronide of scutellarein, which are excreted via the bile and urine. , To circumvent SCU’s limitations, it has been loaded into nanoformulations of bovine serum albumin, chitosan, − and cyclodextrin, − where enhanced solubility, increased stability, and prolonged blood circulation was successfully obtained. However, the efficacy of these SCU-loaded NPs in treating ischemic diseases, such as myocardial or cerebral ischemia, is yet to be evaluated.…”