Structure-activity relationship of NF-κB inhibition from resveratrol analogues

Authors

LIU Lianxin, School of Chemical Engineering, Xuzhou College of Industrial Technology, Xuzhou, Jiangsu 221140, China
LIU Yu, School of Chemical Engineering, Xuzhou College of Industrial Technology, Xuzhou, Jiangsu 221140, China
HE Weiping, School of Chemical Engineering, Xuzhou College of Industrial Technology, Xuzhou, Jiangsu 221140, China

Abstract

Based on the NF-κB inhibition data provided by literature, the descriptors of 17 resveratrol analogues were obtained though the iterative method for optimization, according the approach of quantifying substituent and substituted positions. The Qantitative Structure-activity Relationship model was built up by using multiple linear regression analysis. The results showed that the sequence of substituents to inhibit the activation of the oncogenic transcription factor NF-κB was -OH ＞-Naphthyl ＞-CF3 ＞-MeO ＞-Me2N ＞-F, and the NF-κB inhibition of 3th substituted position was greater than the one of 4th substituted position, and the inhibition of 4th substituted position was greater than the one of 5th substituted position.

Publication Date

6-28-2016

First Page

147

Last Page

150

DOI

10.13652/j.issn.1003-5788.2016.06.035

Recommended Citation

Lianxin, LIU; Yu, LIU; and Weiping, HE (2016) "Structure-activity relationship of NF-κB inhibition from resveratrol analogues," Food and Machinery: Vol. 32: Iss. 6, Article 35.
DOI: 10.13652/j.issn.1003-5788.2016.06.035
Available at: https://www.ifoodmm.cn/journal/vol32/iss6/35

References

[1] 魏萌, 王水兴, 陆豫. 虎杖中的白藜芦醇分离、提取及HPLC检测的研究[J]. 食品科技, 2006, 31(8): 118-121.
[2] AHMADI M K, PFEIFER B A. Recent progress in therapeutic natural product biosynthesis using Escherichia coli[J]. Current Opinion in Biotechnology, 2016, 42: 7-12.
[3] 韩雪莲. 白藜芦醇及其衍生物和类似物抗肿瘤研究进展[J]. 化工进展, 2014, 33(6): 1 526-1 532.
[4] ZHANG Hong-xia, DUAN Guo-li, WANG Chang-nan, et al. Protective effect of resveratrol against endotoxemia-induced lung injury involves the reduction of oxidative/nitrative stress[J]. Pulmonary Pharmacology & Therapeutics, 2014, 27(2): 150-155.
[5] 陈靓, 王明凤, 关艳, 等. 冰片对反式白藜芦醇药动学的影响研究[J]. 湖北大学学报: 自然科学版, 2015, 37(4): 316-321.
[6] 丁刘刚, 晏日安, 黄雪松, 等. 功能性食品配料白藜芦醇的合成方法[J]. 现代食品科技, 2007, 23(3): 83-85.
[7] 陈红英, 冀雅静, 吴丹, 等. 白藜芦醇对于小鼠败血症休克的保护作用及其作用机制的研究[J]. 中国药理学通报, 2015, 31(9): 1 216-1 221.
[8] 李燕玲, 王文敏. 白藜芦醇抗氧化作用在神经保护中的研究进展[J]. 国际神经病学神经外科学杂志, 2010, 37(2): 154-157.
[9] 张贵娟, 杨涛, 罗非君, 等. 白藜芦醇的提取与检测方法研究进展[J]. 食品与机械, 2013, 29(2): 234-237.
[10] 刘娉, 欧阳梦云, 王燕, 等. 刺葡萄酒渣中白藜芦醇的超声辅助提取工艺优化[J]. 食品与机械, 2014, 30(6): 160-164.
[11] JEONG S H, HANH T M, KIM H K, et al. HS-1793, a recently developed resveratrol analogue protects rat heart against hypoxia/reoxygenation injury via attenuating mitochondrial damage[J]. Bioorganic & Medicinal Chemistry Letters, 2013, 23(14): 4 225-4 229.
[12] JOHN S E S, JENSEN K C, KANG S S, et al. Design, synthesis, biological and structural evaluation of functionalized resveratrol analogues as inhibitors of quinone reductase 2 inhibitors for chemoprevention of cancer[J]. Bioorganic & Medicinal Chemistry, 2013, 21(19): 6 022-6 037.
[13] 高鸿杰, 吴靓, 蒋国飞, 等. 白藜芦醇类似物及其合成研究进展[J]. 化工生产与技术, 2014, 21(5): 33-37.
[14] 程云辉, 曾知音, 郭建伟, 等. 抗氧化肽的酶法制备及其构效关系的研究进展[J]. 食品与机械, 2009, 25(6): 174-180.
[15] 安啸, 陆珏婕, 杜琪珍. 香菇多糖结构分析和构效关系研究进展[J]. 食品与机械, 2007, 23(6): 122-125.
[16] HOLMESMCNARY M, BALDWIN A S. Chemopreventive properties of trans-resveratrol are associated with inhibition of activation of the IκB kinase[J]. Cancer Research, 2000, 60(3): 3 477-3 483.
[17] KANG S S, CUENDET M, ENDRINGER D C, et al. Synthesis and biological evaluation of a library of resveratrol analogues as inhibitors of COX-1, COX-2 and NF-κB[J]. Bioorganic & Medicinal Chemistry, 2009, 17(3): 1 044-1 054.
[18] 常勇慧, 文庞伟. 白藜芦醇化合物抗直肠癌定量构效关系[J]. 湖北农业科学, 2013, 52(24): 6 129-6 131.
[19] 吕丽爽, HO Chi-Tang, 汤坚. 二苯乙烯苷和白藜芦醇抗氧化构效关系研究[J]. 食品与机械, 2009, 25(5): 57-58.