Inclusion Behavior of Naringenin/β-Cyclodextrin Supramolecular Complex

YANG Yun-han; DU Yao; YING Fei-xiang; YANG Jun-li; XIA Da-zhen; XIA Fu-ting; YANG Li-juan

doi:10.11938/cjmr20182691

Chinese Journal of Magnetic Resonance (Sep 2019)

Inclusion Behavior of Naringenin/β-Cyclodextrin Supramolecular Complex

YANG Yun-han,
DU Yao,
YING Fei-xiang,
YANG Jun-li,
XIA Da-zhen,
XIA Fu-ting,
YANG Li-juan

Affiliations

YANG Yun-han: Key Laboratory of Intelligent Supramolecular Chemistry at the University of Yunnan Province, National and Local Joint Engineering Research Center for Green Preparation Technology of Biobased Materials, School of Chemistry & Environment, Yunnan Minzu University, Kunming 650500, China
DU Yao: Key Laboratory of Intelligent Supramolecular Chemistry at the University of Yunnan Province, National and Local Joint Engineering Research Center for Green Preparation Technology of Biobased Materials, School of Chemistry & Environment, Yunnan Minzu University, Kunming 650500, China
YING Fei-xiang: School of Electrical and Information Technology, Yunnan Minzu University, Kunming 650500, China
YANG Jun-li: Key Laboratory of Intelligent Supramolecular Chemistry at the University of Yunnan Province, National and Local Joint Engineering Research Center for Green Preparation Technology of Biobased Materials, School of Chemistry & Environment, Yunnan Minzu University, Kunming 650500, China
XIA Da-zhen: Key Laboratory of Intelligent Supramolecular Chemistry at the University of Yunnan Province, National and Local Joint Engineering Research Center for Green Preparation Technology of Biobased Materials, School of Chemistry & Environment, Yunnan Minzu University, Kunming 650500, China
XIA Fu-ting: Key Laboratory of Intelligent Supramolecular Chemistry at the University of Yunnan Province, National and Local Joint Engineering Research Center for Green Preparation Technology of Biobased Materials, School of Chemistry & Environment, Yunnan Minzu University, Kunming 650500, China
YANG Li-juan: Key Laboratory of Intelligent Supramolecular Chemistry at the University of Yunnan Province, National and Local Joint Engineering Research Center for Green Preparation Technology of Biobased Materials, School of Chemistry & Environment, Yunnan Minzu University, Kunming 650500, China

DOI: https://doi.org/10.11938/cjmr20182691
Journal volume & issue: Vol. 36, no. 3
pp. 319 – 330

Abstract

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An inclusion complex of naringenin (NAR) and β-cyclodextrin (βCD) was prepared with ultrasonication. Powder X-ray diffraction (XRD) and infrared absorption spectroscopy (IR) indicated that the inclusion complex formed had some new physical/chemical properties. 1H NMR and ROESY spectroscopy revealed that the stable supramolecular inclusion complex was formed by having the benzene ring of NAR introduced into the big end of the βCD. The formation processes of NAR/βCD inclusion complex were also studied by quantum chemical calculations. It was revealed that enthalpy and hydrogen bonding weak interaction force were the driving forces behind the formation. The optimal inclusion mode obtained from energy gap and binding energy analyses were consistent with the most inclusive mode obtained from molecular docking analysis and the NMR results. These results were further confirmed by ONIOM calculation.

Published in Chinese Journal of Magnetic Resonance

ISSN: 1000-4556 (Print)
Publisher: Science Press
Country of publisher: China
LCC subjects: Science: Physics: Electricity and magnetism
Website: http://121.43.60.238/bpxzz/EN/1000-4556/home.shtml

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