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Finding the ajoene sweet‐spot: structure‐activity relations that govern its blood stability and cancer cytotoxicity ChemMedChem (IF 3.4) Pub Date : 2024-03-27 Daniel A Kusza, Gerhard A Venter, Mandla Mabunda, James Biwi, Suman K. Samanta, Johan D Klinck, Shivendra V Singh, Roger Hunter, Catherine H Kaschula
Ajoene is an organosulfur compound found in crushed garlic, that exerts its anti‐cancer activity by S‐thiolating cysteine residues on proteins. Its development is hampered due to limited bioavailability. In this study, we synthesised analogues of ajoene to probe the significance of the ajoene vinyl disulfide/sulfoxide core with respect to cytotoxicity and blood stability. Polar side groups were also
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Welcoming Our New Editorial Advisory Board Chairs ChemMedChem (IF 3.4) Pub Date : 2024-03-26 David Peralta
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Front Cover: Structural Development of Androgen Receptor Antagonists Using Phenylferrocene Framework as a Hydrophobic Pharmacophore (ChemMedChem 6/2024) ChemMedChem (IF 3.4) Pub Date : 2024-03-26 Kotaro Ochiai, Ryo Yonezawa, Shinya Fujii
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Uracil‐ and Pyridine‐Containing HDAC Inhibitors Displayed Cytotoxicity in Colorectal and Glioblastoma Cancer Stem Cells ChemMedChem (IF 3.4) Pub Date : 2024-03-26 Francesco Fiorentino, Emanuele Fabbrizi, Alessia Raucci, Beatrice Noce, Rossella Fioravanti, Sergio Valente, Chantal Paolini, Ruggero De Maria, Christian Steinkühler, Paola Gallinari, Dante Rotili, Antonello Mai
Cancer stem cells (CSCs) are a niche of highly tumorigenic cells featuring self‐renewal, activation of pluripotency genes, multidrug resistance, and ability to cause cancer relapse. Seven HDACi (1‐7), showing either hydroxamate or 2'‐aminoanilide function, were tested in colorectal cancer (CRC) and glioblastoma multiforme (GBM) CSCs to determine their effects on cell proliferation, H3 acetylation levels
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Structural analysis of the macrocyclic inhibitor BI‐4020 binding to EGFR kinase ChemMedChem (IF 3.4) Pub Date : 2024-03-25 Tyler S Beyett, Jaimin K Rana, Ilse K Schaeffner, David E Heppner, Michael Eck
A novel macrocyclic inhibitor of mutant EGFR (BI‐4020) has shown promise in pre‐clinical studies of T790M and C797S drug‐resistant non‐small cell lung cancer. To better understand the molecular basis for BI‐4020 selectivity and potency, we have carried out biochemical activity assays and structural analysis with X‐ray crystallography. Biochemical potencies agree with previous studies indicating that
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C9‐Functionalized Doxycycline Analogs as Drug Candidates to Prevent Pathological α‐Synuclein Aggregation and Neuroinflammation in Parkinson's Disease Degeneration ChemMedChem (IF 3.4) Pub Date : 2024-03-25 Laurent Ferrié, Bruno Figadère, Clémence Rose, Rodrigo Hernán Tomas-Grau, Rosana Chehín, Brenda Zabala, Patrick Pierre Michel, Rita Raisman-Vozari, Jean-Michel Brunel
Doxycycline, a semi‐synthetic tetracycline, is a widely used antibiotic for treating mild‐to‐moderate infections, including skin problems. However, its anti‐inflammatory and antioxidant properties, combined with its ability to interfere with α‐synuclein aggregation, make it an attractive candidate for repositioning in Parkinson's disease. Nevertheless, the antibiotic activity of doxycycline restricts
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Developing Dynamic Structure‐Based Pharmacophore and ML‐Trained QSAR Models for the Discovery of Novel Resistance‐Free RET Tyrosine Kinase Inhibitors ChemMedChem (IF 3.4) Pub Date : 2024-03-25 Ehsan Sayyah, Lalehan Oktay, Hüseyin Tunç, Serdar Durdagi
Activation of RET tyrosine kinase plays a critical role in the pathogenesis of various cancers, including non‐small cell lung cancer, papillary thyroid cancers, multiple endocrine neoplasia type 2A and 2B (MEN2A, MEN2B), and familial medullary thyroid cancer. Gene fusions and point mutations in the RET proto‐oncogene result in constitutive activation of RET signaling pathways. Consequently, developing
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Phosphine‐Catalyzed Synthesis and Cytotoxic Evaluation of Michael Adducts of the Sesquiterpene Lactone Arglabin ChemMedChem (IF 3.4) Pub Date : 2024-03-22 Alexey Valeryevich Salin, Andrey A. Shabanov, Khasan R. Khayarov, Daut R. Islamov, Alexandra D. Voloshina, Syumbelya K. Amerhanova, Anna P. Lyubina
A general method for chemo‐ and diastereoselective modification of anticancer natural product arglabin with nitrogen‐ and carbon‐centered pronucleophiles under the influence of nucleophilic phosphine catalysts was developed. The locked s‐cis‐geometry of α‐methylene‐γ‐butyrolactone moiety of arglabin favors for the additional stabilization of zwitterionic intermediate by electrostatic interaction between
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Development of benzimidazole‐substituted spirocyclopropyl oxindole derivatives as cytotoxic agents: tubulin polymerization inhibition and apoptosis inducing studies ChemMedChem (IF 3.4) Pub Date : 2024-03-22 Akash P. Sakla, Mohd Rabi Bazaz, Ashutosh Mahale, Pravesh Sharma, Durgesh Gurukkala Valapil, Onkar Prakash Kulkarni, Manoj P. Dandekar, Nagula Shankaraiah
A series of spirocyclopropyl oxindoles with benzimidazole substitutions was synthesized and tested for their cytotoxicity against selected human cancer cells. Most of the molecules exhibited significant antiproliferative activity with compound 12p being the most potent. It exhibited significant cytotoxicity against MCF‐7 breast cancer cells (IC50 value 3.14 ± 0.50 µM), evidenced by the decrease in
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Natural distribution, structures, synthesis, and bioactivity of hasubanan alkaloids ChemMedChem (IF 3.4) Pub Date : 2024-03-20 Yingjie Wang, Fuxin Sun, Yapeng Liang, Di Zhou, Gang Chen, Ning Li
Hasubanan alkaloids represent a distinct class of alkaloids bearing a structural resemblance to morphine, predominantly found in herbals of the Stephania genus. Their intriguing molecular architecture and potential analgesic properties have captured the interest of medicinal chemists worldwide. This review meticulously examines the natural distribution, structural characteristics, biosynthetic pathways
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Iodinated 4,4’‐bipyridines with antiproliferative activity against melanoma cell lines ChemMedChem (IF 3.4) Pub Date : 2024-03-16 Paola Peluso, Victor Mamane, Ylenia Spissu, Giuseppina Casu, Alessandro Dessì, Roberto Dallocchio, Barbara Sechi, Giuseppe Palmieri, Carla Rozzo
In the last decade, biological processes involving halogen bond (HaB) as a leading interaction attracted great interest. However, although bound iodine atoms are considered powerful HaB donors, few iodinated new drugs were reported so far. Recently, iodinated 4,4’‐bipyridines showed interesting properties as HaB donors in solution and in the solid state. In this paper, a study on the inhibition activity
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Discovery of Potent Isoindolinone Inhibitors That Target an Active Conformation of PARP1 Using DNA‐Encoded Libraries ChemMedChem (IF 3.4) Pub Date : 2024-03-14 Kelly A McCarthy, Douglas J Marcotte, Sangram Parelkar, Crystal L McKinnon, Lindsay E Trammell, Eric L Stangeland, Rachael R Jetson
Inhibition of poly (ADP‐ribose) polymerase‐1 (PARP1), a DNA repair enzyme, has proven to be a successful strategy for the treatment of various cancers. With the appropriate selection conditions and protein design, DNA‐encoded library (DEL) technology provides a powerful avenue to identify small molecules with the desired mechanism of action towards a target of interest. However, DNA‐binding proteins
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Medical Applications of Silver and Gold Nanoparticles and Core‐shell Nanostructures Based on Silver or Gold Core: Recent Progress and Innovations ChemMedChem (IF 3.4) Pub Date : 2024-03-13 Kowalska Agata, Adamska Elzbieta, Beata Grobelna
Nanoparticles (NPs) of noble metals such as silver (Ag NPs) or gold (Au NPs) draw the attention of scientists looking for new compounds to use in medical applications. Scientists have used metal NPs because of their easy preparation, biocompatibility, ability to influence the shape and size or modification, and surface functionalization. However, to fully use their capabilities, both the benefits and
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Targeted Redox Balancing through Pulmonary Nanomedicine Delivery Reverses Oxidative Stress Induced Lung Inflammation ChemMedChem (IF 3.4) Pub Date : 2024-03-08 Ria Ghosh, Monojit Das, Susmita Mondal, Amrita Banerjee, Lopamudra Roy, Anjan Kumar Das, Debasish Pal, Siddhartha Sankar Bhattacharya, Maitree Bhattacharyya, Samir Kumar Pal
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Identification of Potential Inhibitors of the SARS-CoV-2 NSP13 Helicase via Structure-Based Ligand Design, Molecular Docking and Nonequilibrium Alchemical Simulations ChemMedChem (IF 3.4) Pub Date : 2024-03-08 Giorgio Di Paco, Marina Macchiagodena, Piero Procacci
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Spiro-Acridine Compound as a Pteridine Reductase 1 Inhibitor: in silico Target Fishing and in vitro Studies ChemMedChem (IF 3.4) Pub Date : 2024-03-06 Jéssika de Oliveira Viana, Marina Sena Mendes, Marcelo Santos Castilho, Ricardo Olímpio de Moura, Euzébio Guimarães Barbosa
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Combinatorial libraries of bipodal binders of the insulin receptor ChemMedChem (IF 3.4) Pub Date : 2024-03-06 Irena Selicharova, Benjamin Fabre, María Soledad Garre Hernández, Marta Lubos, Jan Picha, Zdenek Voburka, Katarína Mitrová, Jiri Jiracek
The binding process of insulin to its transmembrane receptor entails a sophisticated interplay between two proteins, each possessing two binding sites. Given the difficulties associated with the use of insulin in the treatment of diabetes, despite its remarkable efficacy, there is interest in smaller and more stable compounds than the native hormone that would effectively activate the receptor. Our
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Copper and Copper Complexes in Tumor Therapy ChemMedChem (IF 3.4) Pub Date : 2024-03-05 Yingqiao Wang, Tingxi Tang, Yi Yuan, Nan Li, Xiaoqing Wang, Jian Guan
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Front Cover: Design Principles for Balancing Lipophilicity and Permeability in beyond Rule of 5 Space (ChemMedChem 5/2024) ChemMedChem (IF 3.4) Pub Date : 2024-03-02 Henrik Möbitz
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Design, Synthesis, and Biological Evaluation of Eukaryotic Initiation Factor 2B (eIF2B) Activators ChemMedChem (IF 3.4) Pub Date : 2024-03-01 Yifeng Pei, Sentao Liu, Lixun Wang, Chao Chen, Mengqiu Hu, Yi Xue, Dezhong Guan, Lingfeng Xie, Hong Liao, Jinpei Zhou, Huibin Zhang
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Chimeric Amphiphilic Disinfectants: Quaternary Ammonium/Quaternary Phosphonium Hybrid Structures ChemMedChem (IF 3.4) Pub Date : 2024-02-28 Moneya S. Leatherbury, Laura M. Thierer, Christian A. Sanchez, Germán G. Vargas-Cuebas, Ashley A. Petersen, Lauren E. Amoo, Elise L. Bezold, Keshyne C. Washington, M. Brody Mistrot, Michael J. Zdilla, William M. Wuest, Kevin P. C. Minbiole
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The amphipathic design in helical antimicrobial peptides ChemMedChem (IF 3.4) Pub Date : 2024-02-26 Hai Bui Thi Phuong, Hoa Doan Ngan, Binh Le Huy, Hoang Vu Dinh, Huy Luong Xuan
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Small Molecule-Drug Conjugates: Opportunities for the Development of Targeted Anticancer Drugs ChemMedChem (IF 3.4) Pub Date : 2024-02-23 Jingjing Zhang, Fanchun Hu, Omer Aras, Yichao Chai, Feifei An
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Inducing Targeted Protein Degradation: From Chemical Biology to Drug Discovery and Clinical Applications. Edited by Philipp Cromm ChemMedChem (IF 3.4) Pub Date : 2024-02-22 Kirsten McAulay
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Fragment-Based Design, Synthesis, and Characterization of Aminoisoindole-Derived Furin Inhibitors ChemMedChem (IF 3.4) Pub Date : 2024-02-22 Roman W. Lange, Konstantin Bloch, Miriam Ruth Heindl, Jan Wollenhaupt, Manfred S. Weiss, Hans Brandstetter, Gerhard Klebe, Franco H. Falcone, Eva Böttcher-Friebertshäuser, Sven O. Dahms, Torsten Steinmetzer
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Identification of ß‐Glucocerebrosidase Activators for Glucosylceramide hydrolysis ChemMedChem (IF 3.4) Pub Date : 2024-02-21 Monika‐Sarah E. D. Schulze, Diana Scholz, Eric Jnoff, Adrian Hall, Jonathan Melin, Zara A. Sands, Elizabeth Rodriguez, Veronique M. Andre
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Accelerating BRPF1b hit identification with BioPhysical and Active Learning Screening (BioPALS) ChemMedChem (IF 3.4) Pub Date : 2024-02-19 Sandeep Pal, Zandile Nare, Vincenzo A. Rao, Brian O. Smith, Ian Morrison, Edward A. Fitzgerald, Andrew Scott, Matilda J. Bingham, Thomas Pesnot
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Investigating the Combined Toxicity of Cu(II) and Carbon Monoxide (CO); Cellular CO Delivery Using a Cu(II) Flavonolato Complex ChemMedChem (IF 3.4) Pub Date : 2024-02-18 Stephen N. Anderson, C. Taylor Dederich, Josiah G. D. Elsberg, Abby D. Benninghoff, Lisa M. Berreau
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Front Cover: r-BRICS – A Revised BRICS Module That Breaks Ring Structures and Carbon Chains (ChemMedChem 4/2024) ChemMedChem (IF 3.4) Pub Date : 2024-02-16 Leili Zhang, Vasumitra Rao, Wendy Cornell
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Helical BODIPY Dyes as Heavy-Atom-Free Triplet Photosensitizers for Photodynamic Therapy of Cancer ChemMedChem (IF 3.4) Pub Date : 2024-02-15 Soumyaditya Mula, Mrunesh Koli
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Tailored Tetrasubstituted Imidazole Carrying the Benzenesulfonamide Fragments as Selective Human Carbonic Anhydrase IX/XII Inhibitors ChemMedChem (IF 3.4) Pub Date : 2024-02-15 Ehab S. Taher, Adel A. Marzouk, Walaa Hamada Abd-Allah, Simone Giovannuzzi, Tarek S. Ibrahim, Claudiu T. Supuran, Mohamed A. El Hamd, Mohammed Farrag El-Behairy
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Nano-Engineering Strategies for Tumor-Specific Therapy ChemMedChem (IF 3.4) Pub Date : 2024-02-14 Zijin Li, Hai-Yan Xie, Weidong Nie
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Compounds Consisting of Quinazoline, Ibuprofen, and Amino Acids with Cytotoxic and Anti-Inflammatory Effects ChemMedChem (IF 3.4) Pub Date : 2024-02-14 Luis Roberto Garduño-Villavicencio, Ulises Martínez-Ortega, Elizabeth Ortiz-Sánchez, José Manuel Tinajero-Rodríguez, Francisco Hernández-Luis
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Insights into the Overcoming EGFRDel19/T790M/C797S Mutation: A Perspective on the 2-aryl-4-aminothienopyrimidine Backbone ChemMedChem (IF 3.4) Pub Date : 2024-02-14 Xuan Zhang, Jie He, Shidi Xu, Li Fu, Pengwu Zheng, Shan Xu, Qingshan Pan, Wufu Zhu
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A Structure-Activity Relationship Study of Amino Acid Derivatives of Pterostilbene Analogues Toward Human Breast Cancer ChemMedChem (IF 3.4) Pub Date : 2024-02-12 Fabiana Cordella, Nicola Dragone, Rosarita D'Orsi, Concetta Saponaro, Daniele Vergara, Marco Lessi, Gaetano Angelici
Pterostilbene is the dimethylated analogue of Resveratrol, a compound with well-known biological activities, such as antioxidant, chemopreventive, anti-diabetic, anti-obesity, and cardioprotective. Despite many studies on the general effect of such polyphenolic molecules and their derivatives, a deep comprehension of their action and systematic structure-activity relationship studies are still rare
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Diversity Oriented Synthesis of Novel Xanthones Reveal Potent Doxorubicin-Inspired Analogs ChemMedChem (IF 3.4) Pub Date : 2024-02-13 Jonas W. Meringdal, Leon Bade, Gerd Bendas, Dirk Menche
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Neuroblastoma and its Target Therapies: A Medicinal Chemistry Review ChemMedChem (IF 3.4) Pub Date : 2024-02-10 A. Gerges, U. Canning
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Challenges for the Discovery of Non-Covalent WRN Helicase Inhibitors ChemMedChem (IF 3.4) Pub Date : 2024-02-09 Alisa Heuser, Wassim Abdul Rahman, Elisabeth Bechter, Jutta Blank, Sylvia Buhr, Dirk Erdmann, Patrizia Fontana, Fanny Mermet-Meillon, Marco Meyerhofer, Ross Strang, Maxime Schrapp, Catherine Zimmermann, Marta Cortes-Cros, Henrik Möbitz, Jacques Hamon
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The Therapeutic Potential in Cancer of Terpyridine-Based Metal Complexes Featuring Group 11 Elements ChemMedChem (IF 3.4) Pub Date : 2024-02-08 María Gil-Moles, M. Concepción Gimeno
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Current Small Molecule–Based Medicinal Chemistry Approaches for Neurodegeneration Therapeutics ChemMedChem (IF 3.4) Pub Date : 2024-02-08 Nitesh Sanghai, Billy Vuong, Ahmet Burak Berk, Muhammad Shaharyar K. Afridi, Geoffrey K. Tranmer
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Hypoxia: Intriguing Feature in Cancer Cell Biology ChemMedChem (IF 3.4) Pub Date : 2024-02-08 Monalisa Chowdhury, Prasanta Kumar Das
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Gaucher Disease: A Glance from a Medicinal Chemistry Perspective ChemMedChem (IF 3.4) Pub Date : 2024-02-08 Filippo Prencipe, Chiara Barzan, Chiara Savian, Giampiero Spalluto, Emanuele Carosati, Marco De Amici, Giorgio Mosconi, Teresa Gianferrara, Stephanie Federico, Tatiana Da Ros
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Synthesis and in vitro Metabolic Stability of Sterically Shielded Antimycobacterial Phenylalanine Amides ChemMedChem (IF 3.4) Pub Date : 2024-02-08 Markus Lang, Uday S. Ganapathy, Lea Mann, Rüdiger W. Seidel, Richard Goddard, Frank Erdmann, Thomas Dick, Adrian Richter
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Tractable Quinolone Hydrazides Exhibiting Sub-Micromolar and Broad Spectrum Antitrypanosomal Activities ChemMedChem (IF 3.4) Pub Date : 2024-02-07 Kgothatso A. Chirwa, Karol R. Francisco, Phelelisiwe S. Dube, Hayoung Park, Lesetja J. Legoabe, Thaiz Rodrigues Teixeira, Conor R. Caffrey, Richard M. Beteck
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Effective Anticancer Potential of a New Sulfonamide as a Carbonic Anhydrase IX Inhibitor Against Aggressive Tumors ChemMedChem (IF 3.4) Pub Date : 2024-02-07 Ismail Koyuncu, Ebru Temiz, Eray Metin Güler, Mustafa Durgun, Ozgür Yuksekdag, Simone Giovannuzzi, Claudiu T. Supuran
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Targeting peptide based therapeutics: Integrated computational and experimental studies of autophagic regulation in host-parasite interaction ChemMedChem (IF 3.4) Pub Date : 2024-02-05 Vrushali Guhe, Shailza Singh
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Front Cover: Generation of Molecular Counterfactuals for Explainable Machine Learning Based on Core-Substituent Recombination (ChemMedChem 3/2024) ChemMedChem (IF 3.4) Pub Date : 2024-02-01 Alec Lamens, Jürgen Bajorath
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Pinpointing Acidic Residues in Proteins ChemMedChem (IF 3.4) Pub Date : 2024-02-02 Weimin Xuan, Jun-An Ma
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Antimicrobial peptide mimetic minimalistic approach leads to very short peptide amphiphiles-gold nanostructures for potent antibacterial activity ChemMedChem (IF 3.4) Pub Date : 2024-02-01 Narayan Swain, Shruti Sharma, Rahul Maitra, Deepanshi Saxena, Aanand Kautu, Ramesh Singh, Khushboo Kesharwani, Sidharth Chopra, Khashti Ballabh Joshi
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Small Molecule Antagonists of the DNA Repair ERCC1/XPA Protein-Protein Interaction ChemMedChem (IF 3.4) Pub Date : 2024-02-01 Robert Obermann, Bereket Yemane, Cassie Jarvis, Francisco M. Franco, Yevhenii Kyriukha, William Nolan, Beth Gohara, Andrzej M. Krezel, Scott A. Wildman, James W. Janetka
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Structural Development of Androgen Receptor Antagonists Using Phenylferrocene Framework as a Hydrophobic Pharmacophore ChemMedChem (IF 3.4) Pub Date : 2024-01-31 Kotaro Ochiai, Ryo Yonezawa, Shinya Fujii
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Late-Stage Diversification of Pyrazoles as Antileishmanial Agents ChemMedChem (IF 3.4) Pub Date : 2024-01-30 Tobias Winge, Ben Perry, An Matheeussen, Guy Caljon, Bernhard Wünsch
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Drug Discovery Summit: 14 th Swiss Course on Medicinal Chemistry ChemMedChem (IF 3.4) Pub Date : 2024-01-29 Céline Schuppisser, Kleni Mulliri
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Design, Synthesis, and Evaluation of An Anti-trypanosomal [1,2,4]Triazolo[1,5-a]pyrimidine Probe for Photoaffinity Labeling Studies ChemMedChem (IF 3.4) Pub Date : 2024-01-26 Bobby Lucero, Karol R. Francisco, Carmine Varricchio, Lawrence J. Liu, Yuemang Yao, Andrea Brancale, Kurt R. Brunden, Conor R. Caffrey, Carlo Ballatore
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Synthesis and Biological Evaluations of Novel Human Parathyroid Hormone 1 Receptor (hPTHR1) Agonists Bearing Bicyclic Aromatic Moiety ChemMedChem (IF 3.4) Pub Date : 2024-01-26 Yoshikazu Nishimura, Toru Esaki, Yoshiaki Isshiki, Yoshiyuki Furuta, Takashi Emura, Yoshiaki Watanabe, Masateru Ohta, Shinichi Arai, Hiroshi Noda, Masaru Shimizu, Tatsuya Tamura, Haruhiko Sato
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Nanomaterials-Based Targeting of Long Non-Coding RNAs in Cancer: A Cutting-Edge Review of Current Trends ChemMedChem (IF 3.4) Pub Date : 2024-01-24 Fatemeh Davodabadi, Bahareh Farasati Far, Saman Sargazi, Seyedeh Fatemeh Sajjadi, Sonia Fathi-karkan, Shekoufeh Mirinejad, Suresh Ghotekar, Sara Sargazi, Mohammed M. Rahman
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Key Insights on the Classification and Theranostic Applications of Magnetic Resonance Imaging Contrast Agents ChemMedChem (IF 3.4) Pub Date : 2024-01-21 Jasleen Kaur, Manasvini Sridharr
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Synthesis, characterization of novel N-(4-cyano-1,3-oxazol-5-yl)sulfonamide derivatives and in vitro screening their activity against NCI-60 cancer cell lines ChemMedChem (IF 3.4) Pub Date : 2024-01-19 Oleksandr Severin, Stepan Pilyo, Maryna Kachaeva, Victor Zhirnov, Diana Hodyna, Oksana Bahrieieva, Volodymyr Brovarets
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A ProTide of AZT Shows Activity Against Human Papillomaviruses ChemMedChem (IF 3.4) Pub Date : 2024-01-19 Tim Gniech, Adrian Humboldt, Kathy A. Keith, Scott H. James, Clemens Richert
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Towards multitargeted ligands as pain therapeutics: Dual ligands of the Cavα2δ-1 subunit of voltage-gated calcium channel and the μ-opioid receptor ChemMedChem (IF 3.4) Pub Date : 2024-01-17 Anita Wegert, Menno Monnee, Wouter de Graaf, Frank van Holst, Giovanni Bolcato, José Luis Díaz, Albert Dordal, Enrique Portillo-Salido, Raquel F. Reinoso, Sandra Yeste, Antoni Torrens, Carmen Almansa