Promising applications in drug delivery systems of a novel β-cyclodextrin derivative obtained by green synthesis

An efficient and green method has been developed for the synthesis of succinyl-beta-cyclodextrin in aqueous media obtaining very good yield. Acidic groups have been introduced in the synthesized carrier molecule to improve the guest-host affinity. To evaluate the suitability of the novel excipient focused to develop oral dosage forms, albendazole, a BSC class II compound, was chosen as a model drug. The beta-cyclodextrin derivative and the inclusion complex were thoroughly characterized in solution and solid state by phase solubility studies, FT-IR spectroscopy, SEM, XRD, ESI-MS, DSC, 1D H-1 NMR, 1D C-13 NMR, selective 1D TOCSY, 2D COSY, 2D HSQC, 2D HMBC and ROESY NMR spectroscopy. Phase solubility studies indicated that both of them beta-cyclodextrin and succinyl-beta-cyclodextrin formed 1: 1 inclusion complexes with albendazole, and the stability constants were 68 M-1 (beta-cyclodextrin), 437 M-1 (succinyl-beta-cyclodextrin), respectively. Water solubility and dissolution rate of albendazole were significantly improved in complex forms. Thus, the succinyl-beta-cyclodextrin derivative could be a promising excipient to design oral dosage forms. (C) 2015 Elsevier Ltd. All rights reserved.