{"title":"基于白藜芦醇的二苯乙烯类似物NF-κB抑制剂治疗乳腺癌的设计与合成。","authors":"Shaojuan Fu, Yu Zhang, Yuanli Yang, Xing Lu, Yanni Wang, Lingling Lei, Junjie Lan, Huan He, Silong Zhang, Weidong Pan","doi":"10.1007/s11030-025-11212-8","DOIUrl":null,"url":null,"abstract":"<p><p>NF-κB is a critical signaling molecule connecting inflammation and tumors, involved in numerous cellular processes, including inflammation, cell transformation, tumor cell survival, proliferation, invasion, angiogenesis, and metastasis by regulating immune, growth, and inflammatory gene expression. Inhibition of the NF-κB signaling pathway in tumor cells can effectively reduce inflammation levels, potentially providing antitumor benefits. Resveratrol, a natural polyphenolic compound known for its anti-inflammatory properties, has been shown both anti-inflammatory and anticancer effects in breast cancer cells through the inhibition of NF-κB signaling. Based on the stilbene structure of Resveratrol, we designed and synthesized a series of novel analogs. Preliminary screening indicated that compound 8a exhibited not only anti-inflammatory and antiproliferative effects but also suppressant on the expression of inflammatory factors in MCF-7 breast cancer cells. To gain a deeper understanding of its mechanism of action, we further investigated the inhibitory effect of compound 8a on the NF-κB signaling pathway. The study found that compound 8a can significantly reduce the expression levels of key proteins p65 and IκBα in the classical NF-κB signaling pathway and effectively prevent the entry of p65 protein into the nucleus, thereby exhibiting potent anti-inflammatory effects and potential anti-breast cancer activity. Molecular docking analysis results show that compound 8a interacts with the NF-κB p65 protein through two crucial hydrogen bonds, and this binding affinity is even superior to that of the known Resveratrol. In summary, compound 8a could be a promising drug lead, as a NF-κB inhibitor for breast cancer treatment.</p>","PeriodicalId":708,"journal":{"name":"Molecular Diversity","volume":" ","pages":""},"PeriodicalIF":3.9000,"publicationDate":"2025-05-16","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Design and synthesis of stilbene analogs based on resveratrol as NF-κB inhibitors for the treatment of breast cancer.\",\"authors\":\"Shaojuan Fu, Yu Zhang, Yuanli Yang, Xing Lu, Yanni Wang, Lingling Lei, Junjie Lan, Huan He, Silong Zhang, Weidong Pan\",\"doi\":\"10.1007/s11030-025-11212-8\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>NF-κB is a critical signaling molecule connecting inflammation and tumors, involved in numerous cellular processes, including inflammation, cell transformation, tumor cell survival, proliferation, invasion, angiogenesis, and metastasis by regulating immune, growth, and inflammatory gene expression. Inhibition of the NF-κB signaling pathway in tumor cells can effectively reduce inflammation levels, potentially providing antitumor benefits. Resveratrol, a natural polyphenolic compound known for its anti-inflammatory properties, has been shown both anti-inflammatory and anticancer effects in breast cancer cells through the inhibition of NF-κB signaling. Based on the stilbene structure of Resveratrol, we designed and synthesized a series of novel analogs. Preliminary screening indicated that compound 8a exhibited not only anti-inflammatory and antiproliferative effects but also suppressant on the expression of inflammatory factors in MCF-7 breast cancer cells. To gain a deeper understanding of its mechanism of action, we further investigated the inhibitory effect of compound 8a on the NF-κB signaling pathway. The study found that compound 8a can significantly reduce the expression levels of key proteins p65 and IκBα in the classical NF-κB signaling pathway and effectively prevent the entry of p65 protein into the nucleus, thereby exhibiting potent anti-inflammatory effects and potential anti-breast cancer activity. Molecular docking analysis results show that compound 8a interacts with the NF-κB p65 protein through two crucial hydrogen bonds, and this binding affinity is even superior to that of the known Resveratrol. In summary, compound 8a could be a promising drug lead, as a NF-κB inhibitor for breast cancer treatment.</p>\",\"PeriodicalId\":708,\"journal\":{\"name\":\"Molecular Diversity\",\"volume\":\" \",\"pages\":\"\"},\"PeriodicalIF\":3.9000,\"publicationDate\":\"2025-05-16\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Molecular Diversity\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://doi.org/10.1007/s11030-025-11212-8\",\"RegionNum\":2,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, APPLIED\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Molecular Diversity","FirstCategoryId":"92","ListUrlMain":"https://doi.org/10.1007/s11030-025-11212-8","RegionNum":2,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, APPLIED","Score":null,"Total":0}
Design and synthesis of stilbene analogs based on resveratrol as NF-κB inhibitors for the treatment of breast cancer.
NF-κB is a critical signaling molecule connecting inflammation and tumors, involved in numerous cellular processes, including inflammation, cell transformation, tumor cell survival, proliferation, invasion, angiogenesis, and metastasis by regulating immune, growth, and inflammatory gene expression. Inhibition of the NF-κB signaling pathway in tumor cells can effectively reduce inflammation levels, potentially providing antitumor benefits. Resveratrol, a natural polyphenolic compound known for its anti-inflammatory properties, has been shown both anti-inflammatory and anticancer effects in breast cancer cells through the inhibition of NF-κB signaling. Based on the stilbene structure of Resveratrol, we designed and synthesized a series of novel analogs. Preliminary screening indicated that compound 8a exhibited not only anti-inflammatory and antiproliferative effects but also suppressant on the expression of inflammatory factors in MCF-7 breast cancer cells. To gain a deeper understanding of its mechanism of action, we further investigated the inhibitory effect of compound 8a on the NF-κB signaling pathway. The study found that compound 8a can significantly reduce the expression levels of key proteins p65 and IκBα in the classical NF-κB signaling pathway and effectively prevent the entry of p65 protein into the nucleus, thereby exhibiting potent anti-inflammatory effects and potential anti-breast cancer activity. Molecular docking analysis results show that compound 8a interacts with the NF-κB p65 protein through two crucial hydrogen bonds, and this binding affinity is even superior to that of the known Resveratrol. In summary, compound 8a could be a promising drug lead, as a NF-κB inhibitor for breast cancer treatment.
期刊介绍:
Molecular Diversity is a new publication forum for the rapid publication of refereed papers dedicated to describing the development, application and theory of molecular diversity and combinatorial chemistry in basic and applied research and drug discovery. The journal publishes both short and full papers, perspectives, news and reviews dealing with all aspects of the generation of molecular diversity, application of diversity for screening against alternative targets of all types (biological, biophysical, technological), analysis of results obtained and their application in various scientific disciplines/approaches including:
combinatorial chemistry and parallel synthesis;
small molecule libraries;
microwave synthesis;
flow synthesis;
fluorous synthesis;
diversity oriented synthesis (DOS);
nanoreactors;
click chemistry;
multiplex technologies;
fragment- and ligand-based design;
structure/function/SAR;
computational chemistry and molecular design;
chemoinformatics;
screening techniques and screening interfaces;
analytical and purification methods;
robotics, automation and miniaturization;
targeted libraries;
display libraries;
peptides and peptoids;
proteins;
oligonucleotides;
carbohydrates;
natural diversity;
new methods of library formulation and deconvolution;
directed evolution, origin of life and recombination;
search techniques, landscapes, random chemistry and more;