Article
Chemistry, Medicinal
Yong Wang, Pascal Pigeon, Wei Li, Jiangkun Yan, Patrick M. Dansette, Mohamed Othman, Michael J. McGlinchey, Gerard Jaouen
Summary: Ferrociphenols, compounds characterized by a biologically active redox motif, have anticancer properties. This study synthesized a variety of ferrociphenols with nitrogen-containing substituents and investigated their structure-activity relationships. Oxidative metabolism experiments and ROS-related bioactivity measurements were conducted to explore the cytotoxicity of imidoferrociphenols. Additionally, dimerization phenomenon observed in the crystal structure of a ferrociphenol may affect its antitumor activity.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2022)
Editorial Material
Chemistry, Multidisciplinary
Mrinalini G. Walawalkar, Priya Pandey, Ramaswamy Murugavel
Summary: The recent discoveries of dicationic and monoanionic ferrocene derivatives shed light on the impact of substituents on the C-5 ring and the selection of redox agents and solvent systems in preparing previously thought difficult synthetic targets. These oxidized and reduced forms of ferrocene are of interest to spectroscopists, magnetochemists, and theoreticians.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Review
Chemistry, Inorganic & Nuclear
Anne Vessieres, Yong Wang, Michael J. McGlinchey, Gerard Jaouen
Summary: Organometallic quinone methides (OM-QMs) exhibit unique chemical and biological properties when incorporated into specific substrates like ferrocifens, leading to disruption of cancer cell metabolism and cytotoxicity. Among these, ferrocifens show the highest toxicity within the iron, ruthenium, osmium triad, and the complexes can be utilized as imaging probes.
COORDINATION CHEMISTRY REVIEWS
(2021)
Article
Chemistry, Medicinal
Jiangkun Yan, Kairui Yue, Xuejing Fan, Ximing Xu, Jing Wang, Mengting Qin, Qianer Zhang, Xiaohan Hou, Xiaoyang Li, Yong Wang
Summary: This paper develops a series of ferrocene-based hydroxamic acids as novel HDAC6 inhibitors. The two ansa-ferrocenyl complexes show the most potent inhibition activity at the nanomolar level. Compound II-5 displays the highest inhibitory activity on HDAC6 and selective towards other HDAC isoforms. It induces cellular apoptosis in cancer cells and demonstrates optimal human plasma stability, making it a suitable lead for further evaluation and development in treating HDAC6-associated disorders and diseases.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2023)
Article
Chemistry, Inorganic & Nuclear
Juan Sanz Garcia, Marie Gaschard, Isabelle Navizet, Mehdi Sahihi, Siden Top, Yong Wang, Pascal Pigeon, Anne Vessieres, Michele Salmain, Gerard Jaouen
Summary: The family of ferrocifens, derived from the anti-oestrogen tamoxifen, exhibit a broad antitumor activity by generating reactive oxygen species and electrophilic quinone methides. In addition to their known targets, cathepsin B was unexpectedly identified as a new target for ferrocifens.
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2022)
Article
Biochemistry & Molecular Biology
Anne Vessieres, Emie Quissac, Nolwenn Lemaire, Agusti Alentorn, Patrycja Domeracka, Pascal Pigeon, Marc Sanson, Ahmed Idbaih, Maite Verreault
Summary: Members of the iron-based ferrocifen family exhibit varying cytotoxic effects on GBM, with differences in response patterns and higher efficacy in certain compounds. The study reveals insights into the mechanisms of action of certain ferrocifens and advocates for a molecular-based personalized approach in the future treatment of GBM.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2021)
Article
Chemistry, Multidisciplinary
Sijongesonke Peter, Eric Morifi, Blessing A. Aderibigbe
Summary: Malaria remains a serious global health issue, with drug development facing challenges such as low solubility and resistance. Hybrid compounds through molecular fusion of bioactive agents show promise in improving therapeutic effects. This study demonstrates the potential of ferrocene as a precursor for developing promising antimalarials, with synthesized compounds showing efficacy against Plasmodium falciparum parasites.
Article
Chemistry, Inorganic & Nuclear
Nadia Baartzes, Jill Combrinck, Kelly Chibale, Gregory S. Smith
Summary: In this study, a series of cationic Rh(III) polypyridyl aminoquinoline-benzimidazole hybrid complexes were synthesized and evaluated for their in vitro antiplasmodial activity. The hybrid complexes showed good activity against the chloroquine-sensitive strain of Plasmodium falciparum and maintained activity against the multidrug-resistant strain, with low to no cytotoxicity. Selected active hybrid complexes also demonstrated significant inhibition of beta-haematin formation.
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2022)
Article
Electrochemistry
Tsuimy Shao, Junyan Wang, Meissam Noroozifar, Heinz-Bernhard Kraatz
Summary: In this study, a ferrocene-peptide conjugate was synthesized and used for the detection of ascorbic acid. The Cu(II) complex of this conjugate showed high sensitivity and selectivity for ascorbic acid detection, and it was successfully applied to quantify ascorbic acid in commercial beverages.
Article
Chemistry, Multidisciplinary
Magdalena M. Tonta, Zeynep M. Sahin, Atilla Cihaner, Faruk Yilmaz, Aysegul Gurek
Summary: The functionalization of macroporous polyacrylamide-based cryogel with ferrocene was achieved using click chemistry, preserving the unique properties of the cryogel. Detailed characterization of the functionalized cryogel was performed to confirm the presence of ferrocene and its electroactivity.
Article
Chemistry, Multidisciplinary
Tian Feng, Siyi Wang, Yin Liu, Shouzhuo Liu, Youai Qiu
Summary: This study presents a new method for the preparation of beta-substituted desaturated cyclic amines through electrochemical desaturative beta-functionalization, which is simple, robust, and exhibits good substrate tolerance.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Inorganic & Nuclear
Julia Mahrholdt, Eduard Kovalski, Marcus Korb, Alexander Hildebrandt, Valerije Vrcek, Heinrich Lang
Summary: The synthesis of anti-[1.1](2,17)(6,13)ferrocenophane-1,12-dione is discussed, with different reactivities observed upon addition of various reagents. Electrochemical studies indicated separate reversible one-electron events for compounds 2-4 and an irreversible event for compound 5. Theoretical and in situ UV-vis/NIR studies supported the different behaviors and interactions among the ferrocenyls.
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Katharina Getfert, Fabian Roesler, Clemens Bruhn, Rudolf Pietschnig
Summary: P-Ferrocenylphospholes with different substituents in alpha-position were synthesized and their identity and purity were confirmed using various analytical methods. The redox properties of these compounds were explored using electrochemical measurements. Reduction reactions using lithium resulted in P-C bond cleavage and the formation of corresponding phospholides, which could be further transformed into P-tert-butyl substituted phospholes. Additionally, reductive demethoxylation reactions were observed, leading to the transformation of anisyl substituents to phenyl analogs. Similar reactions were explored for P-phenylphospholes and showed different reactivity.
Review
Chemistry, Multidisciplinary
Filipe Gomes Pernichelle, Erick Tavares Marcelino Alves, Ricardo Augusto Massarico Serafim, Elizabeth Igne Ferreira
Summary: In order to find effective drugs against Chagas disease, researchers have investigated the role of piperazine in interacting with different molecular targets of the parasite. This study provides inspiration for the development of trypanocidal drugs.
Article
Chemistry, Inorganic & Nuclear
Janina Schmidt, Jessica Woelker, Petra Lippmann, Ingo Ott
Summary: Organometallic rhodium(I) complexes were synthesized and evaluated for their cytotoxic effects against cancer cells. The complexes exhibited strong cytotoxic effects on various cancer cell lines, with a preference for branched isopropyl side chains on the N-heterocyclic carbene ligands. Further studies suggested that the increased cytotoxicity might be attributed to higher cellular uptake.
JOURNAL OF ORGANOMETALLIC CHEMISTRY
(2022)
Article
Chemistry, Medicinal
Marta Jedrzejczyk, Natalia Stepczynska, Greta Klejborowska, Malgorzata Podsiad, Joanna Stefanska, Dietmar Steverding, Adam Huczynski
Summary: This study presents the synthesis and biological evaluation of eleven derivatives of the natural polyether ionophore monensin A, modified at the C-26 position. These derivatives showed varying degrees of antimicrobial and antiparasitic activity. One phenyl urethane derivative exhibited the most promising antibacterial activity.
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS
(2022)
Article
Biochemistry & Molecular Biology
Przemyslaw Bieganski, Martina Godel, Chiara Riganti, Daniel Fabio Kawano, Joanna Kopecka, Konrad Kowalski
Summary: A library of 1,4- and 1,5-triazole ferrocenyl derivatives of erlotinib were synthesized and their anticancer activity was studied against erlotinib-sensitive and erlotinib-resistant lung cancer cells. Among the compounds investigated, two isomers showed superior activity against erlotinib-resistant cells, with a mechanism of action different from erlotinib.
BIOORGANIC CHEMISTRY
(2022)
Article
Materials Science, Multidisciplinary
Marsel Z. Shafikov, Alfiya F. Suleymanova, Roger J. Kutta, Alexander Gorski, Aleksandra Kowalczyk, Magdalena Gapinska, Konrad Kowalski, Rafal Czerwieniec
Summary: In this study, the photophysical properties of transition metal complexes were fine-tuned by targeted design of a N<^>C-C<^>N type ligand. The mononuclear complex Pt-1 exhibited red phosphorescence, while the dinuclear complex Pt-2 showed near infrared phosphorescence. The phosphorescence of the complexes was quenched in the presence of molecular oxygen, generating singlet oxygen molecules. Pt-1 had a unique dual emission ability, which was beneficial for cellular imaging.
JOURNAL OF MATERIALS CHEMISTRY C
(2022)
Article
Materials Science, Multidisciplinary
Marsel Z. Shafikov, Craig Hodgson, Aleksander Gorski, Aleksandra Kowalczyk, Magdalena Gapinska, Konrad Kowalski, Rafal Czerwieniec, Valery N. Kozhevnikov
Summary: Annulation of the additional aromatic pi-system to the ligand is an effective method of influencing the luminescence of metal complexes. The new dinuclear complex di-Ir shows drastically improved efficiency of phosphorescence compared to the previously reported complex Ir-2. The two complexes, mono-Ir and di-Ir, are promising materials for optical oxygen sensing and applications associated with singlet oxygen generation.
JOURNAL OF MATERIALS CHEMISTRY C
(2022)
Review
Chemistry, Physical
Filip Vranjesevic, Maria Kolympadi Markovic, Dario Matulja, Gabriela Ambrozic, Jose Angel Sordo, Sylvain Laclef, Valerije Vrcek, Dean Markovic
Summary: This article summarizes the research progress on the synthesis of organic carbonates and carbamates, focusing on catalytic conversion reactions using carbon dioxide as a reagent. Both metal-catalyzed and organocatalyzed methods are discussed, along with the mechanisms and key intermediates of the carbonate and carbamate forming reactions.
Review
Fisheries
Dietmar Steverding
Summary: Philasterides dicentrarchi has been identified as a new agent of scuticociliatosis in marine fish, causing high mortalities. While typically a free-living protozoan, it can become an opportunistic parasitic causing lethal infections in cultured fish. This review covers the morphology, biology, pathological and immunological reactions, as well as epidemiology and control strategies of the parasite.
DISEASES OF AQUATIC ORGANISMS
(2022)
Article
Biochemistry & Molecular Biology
Dietmar Steverding, Lazaro Gomes do Nascimento, Yunierkis Perez-Castillo, Damiao Pergentino de Sousa
Summary: Eight gallic acid alkyl esters were synthesized and evaluated for their trypanocidal and leishmanicidal activity. The compounds showed moderate to good trypanocidal activity and low leishmanicidal activity. Among them, the esters with propyl and isopentyl alkyl chains exhibited the most potent trypanocidal activity with a 50% growth inhibition value of about 3 μM. These esters also had low toxicity to human cells, making them potential candidates for antitrypanosomal drug development.
Article
Chemistry, Inorganic & Nuclear
Joanna Skiba, Aleksandra Kowalczyk, Aleksander Gorski, Natalia Dutkiewicz, Magdalena Gapinska, Jozef Strozek, Krzysztof Wozniak, Damian Trzybinski, Konrad Kowalski
Summary: The synthesis of luminescent dinucleoside phosphate analogs with a [Re-2(mu-Cl)(2)(CO)(6)(mu-pyridazine)] click linker as a replacement for the natural phosphate group is reported. These compounds exhibited orange emission and showed no toxicity to human cancer cells in vitro. Additionally, they showed moderate antibacterial activity against Staphylococcus aureus and Escherichia coli strains.
DALTON TRANSACTIONS
(2023)
Review
Chemistry, Inorganic & Nuclear
Konrad Kowalski
Summary: Cancer is a leading cause of death worldwide. This review emphasizes the significance of metal-catalyzed azide-alkyne cycloaddition reactions in synthesizing ferrocenyl-x-1,2,3-triazolyl-R compounds with anticancer activity. The review discusses over 160 ferrocenyl-triazoles and their classification into four categories based on their chemical properties. The study demonstrates that copper-catalyzed azide-alkyne cycloaddition reactions are particularly important in yielding the highest number of ferrocenyl-x-1,2,3-triazolyl compounds with anticancer activity. Oxidative stress and reactive oxygen species generation are identified as common mechanisms through which the ferrocenyl moiety contributes to the anticancer activity of 1,2,3-triazolyl derivatives. The review contains 23 figures, 24 schemes, and 208 references.(c) 2022 Elsevier B.V. All rights reserved.
COORDINATION CHEMISTRY REVIEWS
(2023)
Article
Chemistry, Medicinal
Michas Antoszczak, Kieran Gadsby-Davis, Dietmar Steverding, Adam Huczy
Summary: Salinomycin (SAL) is a natural compound with a broad spectrum of biological effects. In this study, novel urea and thiourea analogs of C20-epi-aminosalinomycin were synthesized and evaluated for their trypanocidal and cytotoxic activities. Among the tested compounds, 4b and 4d showed the most potent antitrypanosomal activity and were capable of inducing faster cell swelling in bloodstream-form trypanosomes compared to the reference compound SAL. These findings suggest that C20-epi-aminosalinomycin derivatives have the potential to be developed into improved trypanocidal drugs.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2023)
Article
Chemistry, Inorganic & Nuclear
Sara La Manna, Valentina Roviello, Fabiana Napolitano, Anna Maria Malfitano, Vittoria Monaco, Antonello Merlino, Maria Monti, Konrad Kowalski, Lukasz Szczupak, Daniela Marasco
Summary: Three photoactivable metal-CORMs have been found to modulate the self-aggregation mechanism of the peptide covering the second helix of the C-terminal domain of nucleophosmin 1 in different ways, with two acting as aggregating agents and one as an anti-aggregating agent. This highlights the importance of ligand systems in the development of metal-based drugs with potential application as antiamyloidogenic agents.
INORGANIC CHEMISTRY
(2023)
Editorial Material
Pharmacology & Pharmacy
Chiara Riganti, Konrad Kowalski, Joanna Kopecka
FRONTIERS IN PHARMACOLOGY
(2023)
Article
Biochemistry & Molecular Biology
Jonathan Green, Ryan A. J. Tinson, Jacob H. J. Betts, Monica Piras, Aylin Pelut, Dietmar Steverding, Stephen P. Wren, Mark Searcey, Linda Troeberg
Summary: Osteoarthritis is a chronic degenerative joint disease with no current treatment. Tissue inhibitor of metalloproteinases 3 (TIMP-3) is a potential target for osteoarthritis therapy due to its ability to inhibit cartilage degradation. Suramin and its analogues have been found to block the degradation of TIMP-3, making them potential therapeutic agents for osteoarthritis.
BIOORGANIC & MEDICINAL CHEMISTRY
(2023)
Article
Chemistry, Medicinal
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)
Review
Biochemistry & Molecular Biology
Konrad Kowalski
Summary: Xeno nucleic acids (XNA) are an important class of hypermodified nucleic acids with potential applications in bioorganic chemistry and synthetic biology. Glycol nucleic acid (GNA) is the simplest known XNA, constructed from a three-carbon 1,2-propanediol backbone. This review focuses on the synthetic methods and chemical transformations of GNA nucleosides, as well as highlighting their properties and biological activity.
BIOORGANIC CHEMISTRY
(2023)