The Alleviation of Dextran Sulfate Sodium (DSS)-Induced Colitis Correlate with the log<i>P</i> Values of Food-Derived Electrophilic Compounds

Food-derived electrophilic compounds (FECs) are small molecules with electrophilic groups with potential cytoprotective effects. This study investigated the differential effects of six prevalent FECs on colitis in dextran sodium sulfate (DSS)-induced mice and the underlying relationship with molecul...

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Main Authors: Xiang-Rong Cheng, Bu-Tao Yu, Jie Song, Jia-Hui Ma, Yu-Yao Chen, Chen-Xi Zhang, Piao-Han Tu, Mitchell N. Muskat, Ze-Gang Zhu
Format: Article
Language:English
Published: MDPI AG 2022-12-01
Series:Antioxidants
Subjects:
Online Access:https://www.mdpi.com/2076-3921/11/12/2406
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author Xiang-Rong Cheng
Bu-Tao Yu
Jie Song
Jia-Hui Ma
Yu-Yao Chen
Chen-Xi Zhang
Piao-Han Tu
Mitchell N. Muskat
Ze-Gang Zhu
author_facet Xiang-Rong Cheng
Bu-Tao Yu
Jie Song
Jia-Hui Ma
Yu-Yao Chen
Chen-Xi Zhang
Piao-Han Tu
Mitchell N. Muskat
Ze-Gang Zhu
author_sort Xiang-Rong Cheng
collection DOAJ
description Food-derived electrophilic compounds (FECs) are small molecules with electrophilic groups with potential cytoprotective effects. This study investigated the differential effects of six prevalent FECs on colitis in dextran sodium sulfate (DSS)-induced mice and the underlying relationship with molecular characteristics. Fumaric acid (FMA), isoliquiritigenin (ISO), cinnamaldehyde (CA), ferulic acid (FA), sulforaphane (SFN), and chlorogenic acid (CGA) exhibited varying improvements in colitis on clinical signs, colonic histopathology, inflammatory and oxidative indicators, and Nrf2 pathway in a sequence of SFN, ISO > FA, CA > FMA, CGA. Representative molecular characteristics of the “penetration-affinity–covalent binding” procedure, log<i>P</i> value, Keap1 affinity energy, and electrophilic index of FECs were theoretically calculated, among which log<i>P</i> value revealed a strong correlation with colitis improvements, which was related to the expression of Nrf2 and its downstream proteins. Above all, SFN and ISO possessed high log<i>P</i> values and effectively improving DSS-induced colitis by activating the Keap1–Nrf2 pathway to alleviate oxidative stress and inflammatory responses.
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spelling doaj.art-c06302b9077e479fb11e3fd36054c85a2023-11-24T12:57:32ZengMDPI AGAntioxidants2076-39212022-12-011112240610.3390/antiox11122406The Alleviation of Dextran Sulfate Sodium (DSS)-Induced Colitis Correlate with the log<i>P</i> Values of Food-Derived Electrophilic CompoundsXiang-Rong Cheng0Bu-Tao Yu1Jie Song2Jia-Hui Ma3Yu-Yao Chen4Chen-Xi Zhang5Piao-Han Tu6Mitchell N. Muskat7Ze-Gang Zhu8School of Food Science and Technology, Jiangnan University, Wuxi 214122, ChinaSchool of Food Science and Technology, Jiangnan University, Wuxi 214122, ChinaSchool of Food Science and Technology, Jiangnan University, Wuxi 214122, ChinaSchool of Food Science and Technology, Jiangnan University, Wuxi 214122, ChinaSchool of Food Science and Technology, Jiangnan University, Wuxi 214122, ChinaSchool of Food Science and Technology, Jiangnan University, Wuxi 214122, ChinaSchool of Food Science and Technology, Jiangnan University, Wuxi 214122, ChinaSchool of Pharmacy, University of California San Francisco, San Francisco, CA 94143, USAJinhua Academy of Agricultural Sciences, Jinhua 321000, ChinaFood-derived electrophilic compounds (FECs) are small molecules with electrophilic groups with potential cytoprotective effects. This study investigated the differential effects of six prevalent FECs on colitis in dextran sodium sulfate (DSS)-induced mice and the underlying relationship with molecular characteristics. Fumaric acid (FMA), isoliquiritigenin (ISO), cinnamaldehyde (CA), ferulic acid (FA), sulforaphane (SFN), and chlorogenic acid (CGA) exhibited varying improvements in colitis on clinical signs, colonic histopathology, inflammatory and oxidative indicators, and Nrf2 pathway in a sequence of SFN, ISO > FA, CA > FMA, CGA. Representative molecular characteristics of the “penetration-affinity–covalent binding” procedure, log<i>P</i> value, Keap1 affinity energy, and electrophilic index of FECs were theoretically calculated, among which log<i>P</i> value revealed a strong correlation with colitis improvements, which was related to the expression of Nrf2 and its downstream proteins. Above all, SFN and ISO possessed high log<i>P</i> values and effectively improving DSS-induced colitis by activating the Keap1–Nrf2 pathway to alleviate oxidative stress and inflammatory responses.https://www.mdpi.com/2076-3921/11/12/2406electrophilic compoundcolitismolecular characteristiclog<i>P</i>
spellingShingle Xiang-Rong Cheng
Bu-Tao Yu
Jie Song
Jia-Hui Ma
Yu-Yao Chen
Chen-Xi Zhang
Piao-Han Tu
Mitchell N. Muskat
Ze-Gang Zhu
The Alleviation of Dextran Sulfate Sodium (DSS)-Induced Colitis Correlate with the log<i>P</i> Values of Food-Derived Electrophilic Compounds
Antioxidants
electrophilic compound
colitis
molecular characteristic
log<i>P</i>
title The Alleviation of Dextran Sulfate Sodium (DSS)-Induced Colitis Correlate with the log<i>P</i> Values of Food-Derived Electrophilic Compounds
title_full The Alleviation of Dextran Sulfate Sodium (DSS)-Induced Colitis Correlate with the log<i>P</i> Values of Food-Derived Electrophilic Compounds
title_fullStr The Alleviation of Dextran Sulfate Sodium (DSS)-Induced Colitis Correlate with the log<i>P</i> Values of Food-Derived Electrophilic Compounds
title_full_unstemmed The Alleviation of Dextran Sulfate Sodium (DSS)-Induced Colitis Correlate with the log<i>P</i> Values of Food-Derived Electrophilic Compounds
title_short The Alleviation of Dextran Sulfate Sodium (DSS)-Induced Colitis Correlate with the log<i>P</i> Values of Food-Derived Electrophilic Compounds
title_sort alleviation of dextran sulfate sodium dss induced colitis correlate with the log i p i values of food derived electrophilic compounds
topic electrophilic compound
colitis
molecular characteristic
log<i>P</i>
url https://www.mdpi.com/2076-3921/11/12/2406
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