کد مقاله کد نشریه سال انتشار مقاله انگلیسی نسخه تمام متن
1364502 981538 2007 8 صفحه PDF دانلود رایگان
عنوان انگلیسی مقاله ISI
Studies of inclusion complexes of natural and modified cyclodextrin with (+)catechin by NMR and molecular modeling
موضوعات مرتبط
مهندسی و علوم پایه شیمی شیمی آلی
پیش نمایش صفحه اول مقاله
Studies of inclusion complexes of natural and modified cyclodextrin with (+)catechin by NMR and molecular modeling
چکیده انگلیسی

The aim of this paper is to describe the inclusion properties and the factors affecting the complexation selectivity and stabilization of catechin (CA) into β-cyclodextrin (β-CD) and two of its derivatives, namely Heptakis 2,6-di-O-methyl-β-cyclodextrin (DM-β-CD) and 2 hydroxypropyl-β-cyclodextrin (HP-β-CD). Analysis of the proton shift change using the continuous variation method confirm the formation of a 1:1 stoichiometric complex for catechin and the different CDs in aqueous medium. The formations constant obtained by diffusion-ordered spectroscopy (DOSY) techniques indicated the following trend upon complex formation: β-CD > HP-β-CD > DM-β-CD. The detailed spatial configuration is proposed based on 2D NMR methods. These results are further interpreted using molecular modeling studies. The latter results are in good agreement with the experimental data. The models confirm that when CA-β-CD is formed, the catechol moiety in the complex is oriented toward the primary rim; however when CD is derivatized to HP-β-CD and DM-β-CD this ring is oriented toward the secondary rim.

The inclusion properties of catechin into native and modified β-cyclodextrin have been evaluated using NMR and molecular modeling techniques.Figure optionsDownload as PowerPoint slide

ناشر
Database: Elsevier - ScienceDirect (ساینس دایرکت)
Journal: Bioorganic & Medicinal Chemistry - Volume 15, Issue 9, 1 May 2007, Pages 3217–3224
نویسندگان
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