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Alleviation of Hepatotoxicity of Arecoline (Areca Alkaloid) by a Synthetic Receptor
Li, Shengke1; Yang, Xue1; Niu, Yanan1; Andrew, Greg L.1; Bardelang, David2; Chen, Xiuping1; Wang, Ruibing1
2017-03
Source PublicationCHEMISTRYSELECT
ISSN2365-6549
Volume2Issue:7Pages:2219-2223
Abstract

Arecoline, as one of the major biologically active compounds extracted from Areca nut, has shown profound links to hepatotoxicity. In this study, the inclusion of arecoline hydrobromide (AH) in a synthetic receptor, cucurbit[7] uril (CB[7]), was demonstrated by (HNMR)-H-1 spectroscopic titration, isothermal titration calorimetry (ITC), electrospray ionization mass spectrometry (ESI-MS), and density functional theory (DFT) molecular modeling. The results showed that AH formed 1: 1 host-guest complexes with CB[7], with a binding constant K-a of 6.59 (+/- 0.23) x10(4) M-1, thermodynamically driven by both enthalpy (Delta H=-4.93 kcal mol(-1)) and entropy (TDS= 1.65 kcal mol(-1)). The hepatotoxicity of AH, when evaluated using MTT assay with a human liver cell line L02, was significantly alleviated (up to four times) upon its encapsulation by CB[7]. This discovery may lead to a novel AH formulation for improved safety of this natural product.

KeywordAreca Nut Arecoline Hepatotoxicity Host-guest Macrocycles
DOI10.1002/slct.201700333
URLView the original
Indexed BySCI
Language英语
WOS Research AreaChemistry
WOS SubjectChemistry, Multidisciplinary
WOS IDWOS:000395534900002
PublisherWILEY-V C H VERLAG GMBH
The Source to ArticleWOS
Fulltext Access
Citation statistics
Cited Times [WOS]:8   [WOS Record]     [Related Records in WOS]
Document TypeJournal article
CollectionInstitute of Chinese Medical Sciences
Affiliation1.State Key Laboratory of Quality Research in Chinese Medicine, Institute of Chinese Medical Sciences, University of Macau,
2.Aix Marseille Univ, CNRS, ICR, Marseille, France
First Author AffilicationInstitute of Chinese Medical Sciences
Recommended Citation
GB/T 7714
Li, Shengke,Yang, Xue,Niu, Yanan,et al. Alleviation of Hepatotoxicity of Arecoline (Areca Alkaloid) by a Synthetic Receptor[J]. CHEMISTRYSELECT,2017,2(7):2219-2223.
APA Li, Shengke.,Yang, Xue.,Niu, Yanan.,Andrew, Greg L..,Bardelang, David.,...&Wang, Ruibing.(2017).Alleviation of Hepatotoxicity of Arecoline (Areca Alkaloid) by a Synthetic Receptor.CHEMISTRYSELECT,2(7),2219-2223.
MLA Li, Shengke,et al."Alleviation of Hepatotoxicity of Arecoline (Areca Alkaloid) by a Synthetic Receptor".CHEMISTRYSELECT 2.7(2017):2219-2223.
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