Synthesis and physico-chemical characterization of a β-cyclodextrin conjugate for sustained release of Acyclovir

被引：18

作者：

Pedotti, Sonia ^{[1
]}

Pistara, Venerando ^{[2
]}

Cannava, Carmela ^{[3
]}

Carbone, Claudia ^{[2
]}

Cilurzo, Felisa ^{[4
]}

Corsaro, Antonino ^{[2
]}

Puglisi, Giovanni ^{[2
]}

Venturae, Cinzia Anna ^{[5
]}

机构：

[1] CNR, Ist Chim Biomol, I-95126 Catania, Italy

[2] Univ Catania, Dipartimento Sci Farmaco, I-95125 Catania, Italy

[3] Univ Messina, Dipartimento Patol Umana, Policlin Univ, I-98125 Messina, Italy

[4] Magna Graecia Univ Catanzaro, Dipartimento Sci Salute, I-88100 Catanzaro, Italy

[5] Univ Messina, Dipartimento Sci Farmaco & Prod Salute SCIFAR, I-98168 Messina, Italy

来源：

CARBOHYDRATE POLYMERS | 2015年 / 131卷

关键词：

Acyclovir; beta-Cyclodextrin conjugate; NMR experiments; Drug release; ANTIVIRAL ACTIVITY; INCLUSION COMPLEX; DELIVERY; BIOAVAILABILITY; ETHOSOMES; PRODRUGS; PURPOSE; ACID; NMR;

D O I：

10.1016/j.carbpol.2015.05.071

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

We report the synthesis of an oligomeric prodrug of the antiviral agent Acyclovir (Acy) conjugated to beta-cyclodextrin (beta-CyD). The drug was selectively linked through a succinic spacer to one of the primary hydroxyl groups of beta-CyD by ester linkage in a 1:1 molar ratio. The conjugate was purified by semipreparative reverse-phase chromatography and characterized by FAB mass spectrometry and NMR experiments. The release of Acy from the conjugate was evaluated both in acidic and in neutral conditions and in the presence of porcine liver esterase. In all cases we observed the release of both free Acy and Acy succinate (AcySucc) at differing rates as a function of the hydrolysis conditions. In the presence of esterase the release of free Acy was favoured over AcySucc, showing a release rate of 100% of Acy within 7 days. (C) 2015 Elsevier Ltd. All rights reserved.

引用

页码：159 / 167

页数：9

共 39 条

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