Article
Chemistry, Multidisciplinary
Denise Lovison, Dario Alessi, Lorenzo Allegri, Federica Baldan, Maurizio Ballico, Giuseppe Damante, Marilisa Galasso, Daniele Guardavaccaro, Silvia Ruggieri, Andrea Melchior, Daniele Veclani, Chiara Nardon, Walter Baratta
Summary: The paper describes a chiral ruthenium complex with high cytotoxic activity against various cell lines, particularly showing strong inhibition against the anaplastic thyroid cancer cell line 8505 C.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Multidisciplinary
Xinxin Tang, Raj K. Tak, Hidetoshi Noda, Masakatsu Shibasaki
Summary: We report the stereoselective synthesis of remotely decorated, trisubstituted beta-prolines via Rh-catalyzed C-H amination. The method works well in the presence of various functionalities, with carboxylic acids in the products serving as gateways for diverse downstream transformations.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Inorganic & Nuclear
Raphael T. Ryan, Dmytro Havrylyuk, Kimberly C. Stevens, L. Henry Moore, Sean Parkin, Jessica S. Blackburn, David K. Heidary, John P. Selegue, Edith C. Glazer
Summary: The beta-diketone scaffold, a commonly used synthetic intermediate, showed promising structure-dependent cytotoxicity in constructing Ru(II) complexes, suggesting the potential for future drug development.
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Jana Hatzfeld, Steffen Skowaisa, Elisabeth Jackel, Julia Kaufmann, Edgar Haak
Summary: Various triaminocyclopentadienyl ruthenium complexes were synthesized from Ru-3(CO)(12) and tested for their ability to catalyze cascade conversions of propargyl alcohols. The substrate scope of catalytic cycloadditions was extended to terpenoid-derived propargyl alcohols containing an internal alkyne moiety, resulting in a wide range of cyclic terpenoid and phloroglucinol adducts obtained by complementary application of both types of catalysts.
CHEMISTRY-A EUROPEAN JOURNAL
(2021)
Article
Chemistry, Inorganic & Nuclear
Sonia Infante-Tadeo, Vanessa Rodriguez-Fanjul, Cintia C. Vequi-Suplicy, Ana M. Pizarro
Summary: The passage describes the rapid hydrolysis and high basicity of complexes [Os(eta 6-arene)(C,N-phenylpyridine)Z] with chlorido or tethered oxygen as the ligand. It also reveals the structure-activity relationship between Os-CN and Os-NN complexes.
INORGANIC CHEMISTRY
(2022)
Article
Chemistry, Physical
Devon E. Chapple, Paul D. Boyle, Johanna M. Blacquiere
Summary: New members of the [Ru(Cp/Cp*)(P2N2R ')(MeCN)]PF6 catalyst family were synthesized, among which a derivative showed relatively high stability due to a specific coordination mode of the ligand protecting the low-coordinate metal ion. Different derivatives of the catalyst family exhibited varied features, such as the capability to activate chlorine atoms in organic solvents.
Article
Chemistry, Physical
Mohamed Helmy Abdelhameed Soliman, Ibrahim Ahmed Ibrahim Ali, Sahar Said Ahmed El-Sakka, Omayma El-Sayed Abdel-Basset Mohamed
Summary: New quinoline derivatives based on allyl and amino acid were synthesized and characterized, and their binding ability with HepG2 protein as well as their in vitro cytotoxic activity against hepatic carcinoma cells were evaluated. Among the synthesized compounds, compound 15d showed the most promising profile in inhibiting HepG2.
JOURNAL OF MOLECULAR STRUCTURE
(2022)
Article
Chemistry, Organic
Zachary P. Sercel, Alexander W. Sun, Brian M. Stoltz
Summary: Enantioenriched gem-disubstituted 4-imidazolidinones were prepared in high yield and high enantioselectivity through Pd-catalyzed decarboxylative asymmetric allylic alkylation. A rapid synthetic route starting from 2-thiohydantoin was developed, and the orthogonality of the protecting groups used for nitrogen-rich products was demonstrated, indicating potential applications in drug design.
Article
Chemistry, Multidisciplinary
Jingjing Li, Jianxun Ye, Jiayu Zhou, Jing Li, Delong Liu, Wanbin Zhang
Summary: The efficient RuPHOX-Ru catalyzed asymmetric hydrogenation of alpha-substituted tetralones via a dynamic kinetic resolution has been achieved for the synthesis of chiral tetrahydronaphthols. The mechanism study revealed that hydrogenation with H-2 gas is predominant in the reaction pathway compared to transfer hydrogenation with EtOH solvent as the hydrogen source.
CHEMICAL COMMUNICATIONS
(2022)
Article
Chemistry, Multidisciplinary
Nicholas Toupin, Mackenzie K. Herroon, Randolph P. Thummel, Claudia Turro, Izabela Podgorski, Heather Gibson, Jeremy J. Kodanko
Summary: Ruthenium and rhodium complexes have been found to suppress the cancer immune response by targeting tumor associated macrophages (TAMs). In this study, a panel of 22 dirhodium and ruthenium complexes were screened against different subtypes of macrophages, breast cancer cells, and normal breast tissue cells to identify potential drugs. The complexes showed cell-type-specific toxicity towards macrophage subtypes and cancer cells, and some of them sensitized the tumor models to chemotherapy. The treatment also increased the exposure of calreticulin, a facilitator of immunogenic cell death, and reduced the M2-subtype classifier arginase. These findings provide a strong foundation for the future development of ruthenium- and rhodium-based chemotherapies targeting TAMs.
CHEMISTRY-A EUROPEAN JOURNAL
(2022)
Article
Chemistry, Multidisciplinary
Qiyuan Zhou, Shu Chen, Zoufeng Xu, Gongyuan Liu, Shuyuan Zhang, Zhigang Wang, Man-Kit Tse, Shek-Man Yiu, Guangyu Zhu
Summary: This study reports the synthesis of Pt-IV complexes bearing axial pyridines through ligand exchange reactions. It was discovered that these axial pyridines can be quickly released after reduction, indicating their potential as axial leaving groups. Two multitargeted Pt-IV prodrugs containing bioactive pyridinyl ligands, a PARP inhibitor and an EGFR tyrosine kinase inhibitor, were successfully obtained using this method. These conjugates show great potential for overcoming drug resistance, with the latter inhibiting the growth of Pt-resistant tumor in vivo. This research expands the synthetic methods for Pt-IV prodrugs and increases the range of bioactive axial ligands that can be conjugated to a Pt-IV center.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Kunihiko Morihiro, Yasuhiro Tomida, Daisuke Fukui, Manami Hasegawa, Akimitsu Okamoto
Summary: Many miRNAs are commonly found in cancer cells, making them promising biomarkers for cancer diagnosis and treatment. However, it is challenging to convert nucleic acid sequence information into functional molecules. To overcome this challenge, hairpin DNA circuits were used to convert nucleic acid input into small molecule output. The circuits responded to oncogenic miR-21 and released fluorophore, dye, and anticancer agent, enabling efficient detection and chemotherapy based on nucleic acid expression profiles.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Multidisciplinary
Lin Lin, Xue-jun Zhang, Xinyu Xu, Yue Zhao, Zhuangzhi Shi
Summary: This study reports a modular assembly method for diverse phosphine-amide ligands, using ruthenium-catalyzed C-H activation of phosphines with isocyanate directed by phosphorus(III) atoms. The method enables efficient and selective synthesis of various phosphine-amide ligands, some of which show excellent efficiency for asymmetric catalysis.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Chemistry, Organic
Shu-Fang Wu, Guo-Ke Zhang, Xue Wang, Zhuo-Jing He, Yu-Chen Zhang, Feng Shi
Summary: The first organocatalytic diastereoselective (4 + 1) cycloaddition of o-hydroxyphenyl-substituted secondary phosphine oxides has been established, providing an efficient and diastereoselective method for constructing phosphorus-containing benzo five-membered heterocyclic skeletons with both P-stereocenter and C-stereocenter.
JOURNAL OF ORGANIC CHEMISTRY
(2023)
Review
Chemistry, Multidisciplinary
Pallavi Singh, Kishor Kumar Chouhan, Arup Mukherjee
Summary: Ruthenium-catalyzed C-H activation is widely used in organic synthesis and molecular science, with a focus on the intramolecular functionalization which offers atom economy and easy purification of products. The development of new synthetic strategies in organic chemistry has gained significant interest in recent years.
CHEMISTRY-AN ASIAN JOURNAL
(2021)
Article
Chemistry, Multidisciplinary
Valentin Fuchs, Klaudia Cseh, Michaela Hejl, Petra Vician, Benjamin Neuditschko, Samuel M. Meier-Menches, Lukas Janker, Andrea Bileck, Natalie Gajic, Julia Kronberger, Martin Schaier, Sophie Neumayer, Gunda Koellensperger, Christopher Gerner, Walter Berger, Michael A. Jakupec, Michael S. Malarek, Bernhard K. Keppler
Summary: A series of highly lipophilic Cp-substituted molybdenocenes with different bioactive chelating ligands were synthesized and characterized. They showed significantly increased cytotoxic potency compared to non-Cp-substituted counterparts. In vivo experiments demonstrated tumor growth inhibition for the most active complex containing the thioflavone ligand, along with significant regulation of tubulin-associated and mitochondrial inner membrane proteins.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Biochemistry & Molecular Biology
Emilia Petrova, Yordanka Gluhcheva, Ekaterina Pavlova, Ivelin Vladov, Peter Dorkov, Martin Schaier, Irena Pashkunova-Martic, Thomas H. Helbich, Bernhard Keppler, Juliana Ivanova
Summary: This study aimed to investigate the effects of salinomycin (Sal) and deferiprone (DFP) on brain morphology and the content of some essential elements in Pb-exposed mice. The results showed that treatment with Sal and DFP improved brain injury and histological features in Pb-exposed mice, suggesting their potential application for the treatment of Pb-induced neurotoxicity.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2023)
Article
Biochemistry & Molecular Biology
Olga V. Kuznetsova, Bernhard K. Keppler, Andrei R. Timerbaev
Summary: This study used sector-field inductively coupled mass spectrometry to assess the presence and quantity of engineered nanoparticles (ENPs) in coastal seawater samples from the Black Sea. Filtration and ultrasound-mediated acidic dissolution were used to separate and analyze the ENPs. The study found measurable concentrations of ENPs containing Cu, Zn, V, Mo, and Sn in seashore surface water, which were related to industrial and/or urban stress and potentially natural background levels.
Article
Chemistry, Analytical
Olga V. Kuznetsova, Bernhard K. Keppler, Andrei R. Timerbaev
Summary: This study developed a unified protocol for the preparation of seawater samples for ICP-MS analysis of nanoparticles, which involved acidification and ultrafiltration to stabilize the particles and facilitate metal analysis. High-resolution ICP-MS method was used to achieve very low limits of detection.
Article
Pharmacology & Pharmacy
Janos P. Meszaros, Wolfgang Kandioller, Gabriella Spengler, Alexander Prado-Roller, Bernhard K. Keppler, Eva A. Enyedy
Summary: This study introduces half-sandwich Rh complexes that can be activated in the acidic, extracellular pH of tumor tissue, reducing the side effects and improving the efficacy of chemotherapy.
Article
Plant Sciences
Aleksandra Szuplewska, Jacek Sikorski, Magdalena Matczuk, Lena Ruzik, Bernhard K. Keppler, Andrei R. Timerbaev, Maciej Jarosz
Summary: This review discusses the importance of tracking the bioaccumulation and biodistribution of edible plant fertilizers enriched with nanosized forms of essential metals, Mn and Fe. The article emphasizes the gap in analytical methodologies for characterization, in vitro simulation, and safety testing of these promising nanomaterials. Guidance is provided for food chemists and technologists on analytical approaches.
PLANT PHYSIOLOGY AND BIOCHEMISTRY
(2023)
Article
Pharmacology & Pharmacy
Yvonne Lerchbammer-Kreith, Nadine S. Sommerfeld, Klaudia Cseh, Xian Weng-Jiang, Uchechukwu Odunze, Andreas G. Schaetzlein, Ijeoma F. Uchegbu, Mathea S. Galanski, Michael A. Jakupec, Bernhard K. Keppler
Summary: A new class of anticancer prodrugs was developed by combining platinum(IV) complexes with glycol chitosan polymers as drug carriers. The platinum(IV) complexes were synthesized and conjugated with degraded glycol chitosan (dGC) polymers of different chain lengths. These conjugates exhibited higher cytotoxicity and antiproliferative activity in cancer cell lines compared to platinum(IV) counterparts. In particular, a cisplatin(IV)-dGC conjugate showed the highest cytotoxicity, being 33 times more potent than the corresponding platinum(IV) complex and twice as potent as cisplatin. Biodistribution studies of an oxaliplatin(IV)-dGC conjugate also showed increased accumulation in the lung, suggesting potential for further activity studies.
Article
Pharmacology & Pharmacy
Yvonne Lerchbammer-Kreith, Michaela Hejl, Petra Vician, Michael A. Jakupec, Walter Berger, Mathea S. Galanski, Bernhard K. Keppler
Summary: Based on their drug delivery properties and activity against tumors, PAMAM dendrimers were combined with platinum(IV) complexes to improve anticancer treatment. The conjugates showed faster reduction behavior compared to the platinum(IV) complexes and exhibited significantly increased cytotoxic activity in human cell lines. In vivo experiments demonstrated tumor growth inhibition and prolonged animal survival.
Article
Pharmacology & Pharmacy
Theresa Mendrina, Isabella Poetsch, Hemma Schueffl, Dina Baier, Christine Pirker, Alexander Ries, Bernhard K. K. Keppler, Christian R. R. Kowol, Dan Gibson, Michael Grusch, Walter Berger, Petra Heffeter
Summary: Platinum compounds are effective treatment options for various cancer types, but their use is limited by side effects and drug resistance. A new multi-targeted platinum(IV) prodrug, cisPt(PhB)(2), has shown promising anticancer activity and the ability to overcome drug resistance mechanisms. The drug's mode of action is influenced by cellular fatty acid metabolism and mitochondrial activity. Specifically, it is more effective against cisplatin-resistant cancer cells with Warburg-like properties. This orally applicable prodrug has the potential to improve cancer treatment outcomes.
Article
Pharmacology & Pharmacy
Ilya A. Shutkov, Yulia N. Okulova, Dmitrii M. Mazur, Nikolai A. Melnichuk, Denis A. Babkov, Elena V. Sokolova, Alexander A. Spasov, Elena R. Milaeva, Alexey A. Nazarov
Summary: The combination of organic and metal-based fragments with antitumor activity is a modern approach to discover new drugs. This study introduces biologically active ligands based on lonidamine into antitumor organometallic ruthenium scaffold. The stability in ligand exchange reactions does not affect cytotoxicity, while the introduction of a second lonidamine fragment doubles the cytotoxicity. The ability to induce apoptosis and caspase activation in tumor cells was also studied.
Correction
Biochemistry & Molecular Biology
Mathea Sophia Galanski, Michael A. Jakupec, Bernhard K. Keppler
CURRENT MEDICINAL CHEMISTRY
(2023)
Article
Biochemistry & Molecular Biology
Anna A. Druzina, Nadezhda V. Dudarova, Ivan V. Ananyev, Anastasia A. Antonets, Dmitry N. Kaluzhny, Alexey A. Nazarov, Igor B. Sivaev, Vladimir I. Bregadze
Summary: The synthesis of the first conjugates of acridine with cobalt bis(dicarbollide) was reported. A novel 9-azido derivative of acridine was prepared and its solid-state molecular structure was determined. The obtained conjugates showed weak binding with DNA, but demonstrated potential for the development of new agents for boron neutron capture therapy (BNCT).
Article
Biochemistry & Molecular Biology
Mie Riisom, Stephen M. F. Jamieson, Christian G. Hartinger
Summary: This study aimed to investigate different protocols for efficient and reproducible lysis of cancer cells and found that chemical lysis with the RIPA buffer was the most efficient method. Minimal differences were found for experiments measuring the overall cell uptake of the Ru complex.
Article
Chemistry, Multidisciplinary
Andreas Gradwohl, Jakob Windisch, Matthias Weissensteiner, Bernhard K. Keppler, Wolfgang Kandioller, Franz Jirsa
Summary: The task-specific ionic liquid trihexyltetradecylphosphonium 3-hydroxy-2-naphthoate is a suitable extraction agent for rare earth elements, achieving high extraction efficacies and minimal precipitation of the metals. The extraction efficiency is influenced by pH, temperature, and extraction time, and anion exchange is the extraction mechanism. The leaching into the used matrices is in line with literature values and is not significantly affected by temperature.
Article
Chemistry, Inorganic & Nuclear
Thomas Maier, Judith Wutschitz, Natalie Gajic, Michaela Hejl, Klaudia Cseh, Sebastian Mai, Michael A. Jakupec, Mathea S. Galanski, Bernhard K. Keppler
Summary: This study analyzed the unexpected reaction of (1R,2R)-(cyclohexane-1,2-diamine)dichloridoplatinum(II) with maleic acid and synthesized a series of derivatives with different lipophilicity. The results showed low cytotoxicity and no interaction with DNA for these compounds, indicating their lower reactivity compared to oxaliplatin.
DALTON TRANSACTIONS
(2023)