spectroscopic studies of the inclusion compound of lisinopril withβ-cyclodextrin包合物的光谱研究赖诺普利withβ-cyclodextrin.pdfVIP

Spectroscopy 23 (2009) 191–199 191 DOI 10.3233/SPE-2009-0386 IOS Press Spectroscopic studies of the inclusion compound of lisinopril with β-cyclodextrin Alexandra Olaru a , Gh. Borodi b , Iren Kacsó b , M. Vasilescu a , I. Bratu b,∗ and O. Cozar a a Faculty of Physics, “Babes-Bolyai” University, Cluj-Napoca, Romania b Physics of Multifunctional Nanostructured Systems Department, National Institute for RD of Isotopic and Molecular Technologies, Cluj-Napoca, Romania Abstract. The inclusion compounds of lisinopril with β-cyclodextrin, prepared by different methods: kneading, co-precipitation and freeze-drying were investigated by XRD, FTIR, DSC and solid-state NMR techniques. It was established by these methods that the complexation process was successfully. The degree of crystallinity for the product obtained by kneading was also determined. The kneaded product has a certain crystallinity degree, so it is possible that the inclusion process is less effective in this case. In the case of freeze-dried and co-precipitated products only amorphous phase exists, i.e. the complexation was produced with a higher efficiency. Keywords: FTIR, X-ray powder diffraction, DSC, 13C NMR, molecular modeling, inclusion compounds, β-cyclodextrin 1. Introduction Lisinopril (C H N O , 1-[6-amino-2-(1-carboxy-3-phenyl-propyl)amino-hexanoyl] pyrrolidine-2- 21 31 3 5 carboxylic acid dehydrate) (Fig. 1), an angiotensin-converting enzyme (ACE) inhibitor, is used to treat hypertension, congestive heart failure (CHF), postmyocardial infarction, and diabetic nephropathy or retinopathy. CDs are cyclic oligosaccharides consisting of six, seven or eight units of α-D-(+)-glucopyranose, re- ferred to as α-, β- and γ-CD respectively [2], see Fig. 2, obtained from starch by enzymatic reaction, that may encapsulate a wide variety of guest molecul