☆ 4.7 Article

Curcumin analogues as possible anti-proliferative & anti-inflammatory agents

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2011)

获取全文
添加到收藏夹

期刊

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
卷 46, 期 7, 页码 2722-2735

出版社

ELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER
DOI: 10.1016/j.ejmech.2011.03.060

关键词

Curcumin analogues; Lipoxygenase; Aldose reductase; Carrageenin; Anti-inflammatory activity; Anti-proliferative activity

类别

Chemistry, Medicinal

资金

  1. Bodossakis Foundation
  2. Greek State Scholarship Foundation (IKY)
  3. Research Committee of Aristotle University of Thessaloniki

向作者/读者索取更多资源

Protocol

社区支持

Reagent

社区支持

A series of novel curcumin analogues has been designed, synthesized and tested in vitro/in vivo as potential multi-target agents. Their anti-proliferative and anti-inflammatory activities were studied. Compounds 1b and 2b were stronger inhibitors of soybean lipoxygenase (LOX) than curcumin. Analogue 1b was also the most potent aldose reductase (ALR2) inhibitor. Two compounds, (1a and 1f) exhibited in vivo anti-inflammatory activity comparable to that of indomethacin, whereas derivative 1i exhibited even higher activity. The derivatives were also tested for their anti-proliferative activity using three different human cancer cell lines. Compounds 1a, 1b, 1d and 2b exhibited significant growth inhibitory activity as compared to curcumin, against all three cancer cell lines. Lipophilicity was determined as R-M values using RPTLC and theoretically. The results are discussed in terms of the structural characteristics of the compounds. Docking simulations were performed on LOX and ALR2 inhibitor 1b and curcumin. Compound 1b is well fitted in the active site of ALR2, binding to the ALR2 enzyme in a similar way to curcumin. Allosteric interactions may govern the LOX-inhibitor binding. (C) 2011 Elsevier Masson SAS. All rights reserved.

作者

我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。

评论

主要评分

4.7
评分不足

次要评分

新颖性
-
重要性
-
科学严谨性
-
评价这篇论文

推荐

Article Biochemistry & Molecular Biology

Machine Learning Analyses on Data including Essential Oil Chemical Composition and In Vitro Experimental Antibiofilm Activities against Staphylococcus Species

Alexandros Patsilinakos, Marco Artini, Rosanna Papa, Manuela Sabatino, Mijat Bozovic, Stefania Garzoli, Gianluca Vrenna, Raissa Buzzi, Stefano Manfredini, Laura Selan, Rino Ragno

MOLECULES (2019)

添加到收藏夹
Article Chemistry, Multidisciplinary

Chemical Proteomics and Phenotypic Profiling Identifies the Aryl Hydrocarbon Receptor as a Molecular Target of the Utrophin Modulator Ezutromid

Isabel V. L. Wilkinson, Kelly J. Perkins, Hannah Dugdale, Lee Moir, Aini Vuorinen, Maria Chatzopoulou, Sarah E. Squire, Sebastian Monecke, Alexander Lomow, Marcus Geese, Philip D. Charles, Peter Burch, Jonathan M. Tinsley, Graham M. Wynne, Stephen G. Davies, Francis X. Wilson, Fraydoon Rastinejad, Shabaz Mohammed, Kay E. Davies, Angela J. Russell

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2020)

添加到收藏夹
Article Chemistry, Medicinal

Isolation, Structural Identification, Synthesis, and Pharmacological Profiling of 1,2-trans-Dihydro-1,2-diol Metabolites of the Utrophin Modulator Ezutromid

Maria Chatzopoulou, Tim D. W. Claridge, Kay E. Davies, Stephen G. Davies, David J. Elsey, Enrico Emer, Ai M. Fletcher, Shawn Harriman, Neil Robinson, Jessica A. Rowley, Angela J. Russell, Jonathon M. Tinsley, Richard Weaver, Isabel V. L. Wilkinson, Nicky J. Willis, Francis X. Wilson, Graham M. Wynne

JOURNAL OF MEDICINAL CHEMISTRY (2020)

添加到收藏夹
Article Physics, Atomic, Molecular & Chemical

Gas-phase structures and thermochemical properties of protonated 5-HMF isomers

S. Garzoli, L. Antonini, A. Troiani, C. Salvitti, P. Giacomello, A. Patsilinakos, R. Ragno, F. Pepi

INTERNATIONAL JOURNAL OF MASS SPECTROMETRY (2020)

添加到收藏夹
Article Chemistry, Organic

Synthesis of SMT022357 enantiomers and in vivo evaluation in a Duchenne muscular dystrophy mouse model

Arran Babbs, Adam Berg, Maria Chatzopoulou, Kay E. Davies, Stephen G. Davies, Benjamin Edwards, David J. Elsey, Enrico Emer, Aude L. A. Figuccia, Ai M. Fletcher, Simon Guiraud, Shawn Harriman, Lee Moir, Neil Robinson, Jessica A. Rowley, Angela J. Russell, Sarah E. Squire, James E. Thomson, Jonathon M. Tinsley, Francis X. Wilson, Graham M. Wynne

TETRAHEDRON (2020)

添加到收藏夹
Article Multidisciplinary Sciences

Essential oils against bacterial isolates from cystic fibrosis patients by means of antimicrobial and unsupervised machine learning approaches

Rino Ragno, Rosanna Papa, Alexandros Patsilinakos, Gianluca Vrenna, Stefania Garzoli, Vanessa Tuccio, ErsiliaVita Fiscarelli, Laura Selan, Marco Artini

SCIENTIFIC REPORTS (2020)

添加到收藏夹
Article Chemistry, Medicinal

Combined Peptide and Small-Molecule Approach toward Nonacidic THIQ Inhibitors of the KEAP1/NRF2 Interaction

Jesus M. Ontoria, Ilaria Biancofiore, Paola Fezzardi, Federica Ferrigno, Esther Torrente, Stefania Colarusso, Elisabetta Bianchi, Matteo Andreini, Alexandros Patsilinakos, Georg Kempf, Martin Augustin, Stefan Steinbacher, Vincenzo Summa, Robert Pacifici, Ignacio Munoz-Sanjuan, Larry Park, Alberto Bresciani, Celia Dominguez, Leticia Toledo Sherman, Steven Harper

ACS MEDICINAL CHEMISTRY LETTERS (2020)

添加到收藏夹
Review Biochemistry & Molecular Biology

From diagnosis to therapy in Duchenne muscular dystrophy

Arran Babbs, Maria Chatzopoulou, Ben Edwards, Sarah E. Squire, Isabel V. L. Wilkinson, Graham M. Wynne, Angela J. Russell, Kay E. Davies

BIOCHEMICAL SOCIETY TRANSACTIONS (2020)

添加到收藏夹
Article Chemistry, Medicinal

2-Arylbenzo[d]oxazole Phosphinate Esters as Second-Generation Modulators of Utrophin for the Treatment of Duchenne Muscular Dystrophy

Arran Babbs, Adam Berg, Maria Chatzopoulou, Kay E. Davies, Stephen G. Davies, Benjamin Edwards, David J. Elsey, Enrico Emer, Simon Guiraud, Shawn Harriman, Cristina Lecci, Lee Moir, David Peters, Neil Robinson, Jessica A. Rowley, Angela J. Russell, Sarah E. Squire, Jonathon M. Tinsley, Francis X. Wilson, Graham M. Wynne

JOURNAL OF MEDICINAL CHEMISTRY (2020)

添加到收藏夹
Article Chemistry, Medicinal

Discovery and mechanism of action studies of 4,6-diphenylpyrimidine-2-carbohydrazides as utrophin modulators for the treatment of Duchenne muscular dystrophy

Aini Vuorinen, Isabel V. L. Wilkinson, Maria Chatzopoulou, Ben Edwards, Sarah E. Squire, Rebecca J. Fairclough, Noelia Araujo Bazan, Josh A. Milner, Daniel Conole, James R. Donald, Nandini Shah, Nicky J. Willis, R. Fernando Martinez, Francis X. Wilson, Graham M. Wynne, Stephen G. Davies, Kay E. Davies, Angela J. Russell

Summary: Duchenne muscular dystrophy is a fatal disease caused by lack of dystrophin, for which upregulation of utrophin offers a potential therapy independent of mutation type. The failure of the first-in-class utrophin modulator in clinical trials calls for the development of compounds with better efficacy. A novel class of utrophin modulators was discovered with a distinct mechanism of action, showing promising potential for treating the disease.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2021)

添加到收藏夹
Article Chemistry, Medicinal

Pilot Study to Quantify Palladium Impurities in Lead-like Compounds Following Commonly Used Purification Techniques

Maria Chatzopoulou, Katrina S. Madden, Liam J. Bromhead, Christopher Greaves, Thomas J. Cogswell, Solange Da Silva Pinto, Sebastien R. G. Galan, Irene Georgiou, Matthew S. Kennedy, Alice Kennett, Geraint Apps, Angela J. Russell, Graham M. Wynne

Summary: Palladium-catalyzed reactions are widely used in organic synthesis, but residual metal impurities, such as palladium, may remain in the reaction products. This study quantifies for the first time the levels of residual palladium in purified reaction products and provides simple guidelines to minimize the potential risks associated with residual palladium.

ACS MEDICINAL CHEMISTRY LETTERS (2022)

添加到收藏夹
Article Biochemistry & Molecular Biology

Structure-activity relationships of 2-pyrimidinecarbohydrazides as utrophin modulators for the potential treatment of Duchenne muscular dystrophy

Maria Chatzopoulou, Daniel Conole, Enrico Emer, Jessica A. Rowley, Nicky J. Willis, Sarah E. Squire, Becky Gill, Steve Brough, Francis X. Wilson, Graham M. Wynne, Stephen G. Davies, Kay E. Davies, Angela J. Russell

Summary: This study reports early optimization studies on a new class of hydrazide utrophin modulators. The new analogues showed significantly improved potency in cell-based assays and improved physicochemical properties. A representative new analogue increased utrophin protein expression in dystrophic mouse cells.

BIOORGANIC & MEDICINAL CHEMISTRY (2022)

添加到收藏夹
Article Chemistry, Medicinal

Discovery and antiviral profile of new sulfamoylbenzamide derivatives as HBV capsid assembly modulators

Leda Ivanova Bencheva, Lorena Donnici, Luca Ferrante, Adolfo Prandi, Roberta Sinisi, Marilenia De Matteo, Pietro Randazzo, Matteo Conti, Pietro Di Lucia, Elisa Bono, Leonardo Giustini, Maria Vittoria Orsale, Alexandros Patsilinakos, Edith Monteagudo, Matteo Iannacone, Vincenzo Summa, Luca G. Guidotti, Raffaele De Francesco, Romano Di Fabio

Summary: A novel series of SBA-derived CAM with high antiviral activity against HBV replication in CHB patients has been discovered, with compound 10 showing excellent pharmacokinetics in mice and dose-dependent reduction of viral replication. This new SBA CAM offers hope for the development of anti-HBV therapies.

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS (2022)

添加到收藏夹
Article Medicine, Research & Experimental

Targeting the anti-apoptotic Bcl-2 family proteins: machine learning virtual screening and biological evaluation of new small molecules

Elisabetta Valentini, Simona D'Aguanno, Marta Di Martile, Camilla Montesano, Virginia Ferraresi, Alexandros Patsilinakos, Manuela Sabatino, Lorenzo Antonini, Martina Chiacchiarini, Sergio Valente, Antonello Mai, Gianni Colotti, Rino Ragno, Daniela Trisciuoglio, Donatella Del Bufalo

Summary: Bcl-2 family anti-apoptotic proteins play a significant role in cancer, and finding new molecules targeting these proteins has therapeutic potential. Through virtual screening and experimental validation, IS20 and IS21 were identified as compounds that can inhibit the activity of Bcl-2 family proteins and have anti-proliferative and pro-apoptotic effects on various tumors.

THERANOSTICS (2022)

添加到收藏夹
Article Chemistry, Medicinal

Decreasing HepG2 Cytotoxicity by Lowering the Lipophilicity of Benzo[d]oxazolephosphinate Ester Utrophin Modulators

Maria Chatzopoulou, Enrico Emer, Cristina Lecci, Jessica A. Rowley, Anne-Sophie Casagrande, Lee Moir, Sarah E. Squire, Stephen G. Davies, Shawn Harriman, Graham M. Wynne, Francis X. Wilson, Kay E. Davies, Angela J. Russell

ACS MEDICINAL CHEMISTRY LETTERS (2020)

添加到收藏夹
Article Chemistry, Medicinal

Highly potent dual-targeting angiotensin-converting enzyme 2 (ACE2) and Neuropilin-1 (NRP1) peptides: A promising broad-spectrum therapeutic strategy against SARS-CoV-2 infection

Shuang Mei, Su Jiang, Yuting Wang, Han Jing, Peng Yang, Miao-Miao Niu, Jindong Li, Kai Yuan, Yan Zhang

Summary: This study identifies a dual-targeting peptide, AP-1, that effectively inhibits variants of concern (VOCs) of SARS-CoV-2 without impairing host cell viability. The findings suggest that AP-1 could be a promising broad-spectrum agent for treating emerging VOCs of SARS-CoV-2.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2024)

添加到收藏夹
Article Chemistry, Medicinal

Discovery of proteolysis-targeting chimera targeting undruggable proteins using a covalent ligand screening approach

Hyeonjun Lee, Ju Yeon Lee, Hyunsoo Jang, Hye Young Cho, Minhee Kang, Sang Hyun Bae, Suin Kim, Eunji Kim, Jaebong Jang, Jin Young Kim, Young Ho Jeon

Summary: By using liquid chromatography-tandem mass spectrometry and nuclear magnetic resonance experiments, we identified new chemical moieties that bind to the target sites of the protein of interest, allowing for reversible binding and protein degradation. This method has the potential to expand the application of PROTAC technology.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2024)

添加到收藏夹
Article Chemistry, Medicinal

A pro-death autophagy-based nanoplatform for enhancing antitumour efficacy with improved immune responses

Yingying Li, Xiyou Du, Xinru Kong, Yuelin Fang, Zhijing He, Dongzhu Liu, Hang Wu, Jianbo Ji, Xiaoye Yang, Lei Ye, Guangxi Zhai

Summary: This study proposes a novel nanoplatform based on the autophagy cascade to overcome the obstacles in chemo-immunotherapy. The platform combines chemotherapy and starvation therapy to initiate pro-death autophagy and enhance antigen presentation, while also remodeling the immunosuppressive tumor microenvironment. Furthermore, the study discovers a new therapeutic direction for the respiration inhibitor 3-bromopyruvic acid (3BP) in cancer treatment. Overall, this study offers an opportunity to improve antitumor efficacy and boost immune responses.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2024)

添加到收藏夹
Article Chemistry, Medicinal

A novel scaffold long-acting selective estrogen receptor antagonist and degrader with superior preclinical profile against ER plus breast cancer

Bingsi Wang, Mingxu Ma, Yusen Dai, Pengfei Yu, Liang Ye, Wenyan Wang, Chunjie Sha, Huijie Yang, Yingjie Yang, Yunjing Zhu, Lin Dong, Shujuan Wei, Linlin Wang, Jingwei Tian, Hongbo Wang

Summary: Breast cancer is a common malignant tumor in women, and drug resistance remains a clinical challenge. In this study, a novel compound, G-5b, was developed with potent antagonistic and degradation activities comparable to the current drug fulvestrant. G-5b also showed improved stability and solubility. Mechanistically, G-5b engages the proteasome pathway to degrade ER, inhibiting the ER signaling pathway and inducing apoptosis and cell cycle arrest. In animal models, G-5b exhibited superior pharmacokinetics and pharmacodynamics properties. Overall, G-5b is a promising long-acting SERD worthy of further investigation and optimization.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2024)

添加到收藏夹
Article Chemistry, Medicinal

HDAC specificity and kinase off-targeting by purine-benzohydroxamate anti-hematological tumor agents

Karoline B. Waitman, Larissa C. de Almeida, Marina C. Primi, Jorge A. E. G. Carlos, Claudia Ruiz, Thales Kronenberger, Stefan Laufer, Marcia Ines Goettert, Antti Poso, Sandra V. Vassiliades, Vinicius A. M. de Souza, Monica F. Z. J. Toledo, Neuza M. A. Hassimotto, Michael D. Cameron, Thomas D. Bannister, Leticia Costa-Lotufo, Joa o A. Machado-Neto, Mauricio T. Tavares, Roberto Parise-Filho

Summary: A series of hybrid inhibitors combining pharmacophores of known kinase inhibitors and benzohydroxamate HDAC inhibitors were synthesized and evaluated for their anticancer activity and pharmacokinetic properties. Compounds 4d-f exhibited promising cytotoxicity against hematological cells and moderate activity against solid tumor models. Compound 4d showed potent inhibition of multiple kinase targets and had stable interactions with HDAC and members of the JAK family. These compounds showed selective cytotoxicity with minimal effects on non-tumorigenic cells and favorable pharmacokinetic profiles.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2024)

添加到收藏夹
Article Chemistry, Medicinal

Unexpected rearrangement of ivermectin in the synthesis of new derivatives with trypanocidal and antiplasmodial activities

Michal Sulik, Diana Fontinha, Dietmar Steverding, Szymon Sobczak, Michal Antoszczak, Miguel Prudencio, Adam Huczynski

Summary: This study describes the synthesis of the first-in-class ivermectin derivatives obtained through derivatization of the C13 position, along with the unexpected rearrangement of the macrolide ring. These derivatives show potential for antiparasitic activity and are important for the development of new antiparasitic agents.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2024)

添加到收藏夹
Article Chemistry, Medicinal

Novel ligustilide derivatives target quorum sensing system LasR/LasB and relieve inflammatory response against Pseudomonas aeruginosa infection

Jun Liu, Qiu-Xian Chen, Wen-Fu Wu, Dong Wang, Si -Yu Zhao, Jia-Hao Li, Yi-Qun Chang, Shao-Gao Zeng, Jia-Yi Hu, Yu-Jie Li, Jia-Xin Du, Shu-Meng Jiao, Hai-Chuan Xiao, Qiang Zhang, Jun Xu, Jian-Fu Zhao, Hai -Bo Zhou, Yong-Heng Wang, Jian Zou, Ping-Hua Sun

Summary: A new anti-infective drug strategy has been discovered to attenuate virulence and modulate inflammation caused by drug-resistant Pseudomonas aeruginosa infections. Compound 5f inhibits biofilm formation, macrophage migration, and inflammatory response induced by P. aeruginosa, showing potential as a novel candidate against drug-resistant infections.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2024)

添加到收藏夹
Article Chemistry, Medicinal

Design and synthesis of pterostilbene derivatives bearing triazole moiety that might treat DSS-induced colitis in mice through modulation of NF-KB/ MAPK signaling pathways

Liuzeng Chen, Ke Wang, Lingyun Wang, Wei Wang, Lifan Wang, Jia Li, Xiaohan Liu, Mengya Wang, Banfeng Ruan

Summary: In this study, a series of novel anti-inflammatory compounds were designed and synthesized based on the natural product pterostilbene skeleton. Among them, compound 8 showed the highest activity and exhibited its effects through inhibition of pro-inflammatory cytokines by blocking the NF-KB/MAPK signaling pathway. Compound 8 also demonstrated a good relieving effect on acute colitis in mice and showed good safety in acute toxicity experiments.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2024)

添加到收藏夹
Article Chemistry, Medicinal

Discovery of 4-(N-dithiobenzyl piperazine)-1,8-naphthalimide as a potent multi-target antitumor agent with good efficacy, limited toxicity, and low resistance

Si-Min Liang, Gui-Bin Liang, Hui-Ling Wang, Hong Jiang, Xian-Li Ma, Jian-Hua Wei, Ri-Zhen Huang, Ye Zhang

Summary: A series of novel multi-target antitumor agents were designed, synthesized, and evaluated. Some compounds exhibited significant antitumor activity and one compound showed excellent efficacy, limited toxicity, and low resistance. Further mechanism studies revealed that the compound exerted antitumor effects through multiple pathways.

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY (2024)

添加到收藏夹
研讨会 海报 问题 讨论圈 基金 期刊 论文 科研社交 资讯集成 审稿人 关于我们 常见问题 移动App 隐私条款 使用条款
© Peeref 2019-2024. All rights reserved.