Article
Biochemistry & Molecular Biology
Vladimir Burilov, Egor Makarov, Diana Mironova, Elza Sultanova, Islamiya Bilyukova, Kevser Akyol, Vladimir Evtugyn, Daut Islamov, Konstantin Usachev, Timur Mukhametzyanov, Svetlana Solovieva, Igor Antipin
Summary: This paper presents the synthesis of new water-soluble calixarene triazoles and investigates their aggregation behavior, as well as their binding and compaction abilities towards DNA. The results suggest that the tetradecyl-substituted calix[4]arene exhibits the best performance in terms of DNA binding and compaction.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES
(2022)
Article
Chemistry, Medicinal
Lin An, Chan Wang, You-Guang Zheng, Jia-Dong Liu, Tong-Hui Huang
Summary: Calixarenes have been explored for the design of anticancer agents, leading to the discovery of a series of promising carbonyl amide derivatives with compound 5h showing superior inhibitory effects on lung adenocarcinoma and breast cancer cells while demonstrating low toxicity to normal cells. Mechanism studies indicated that compound 5h could induce cell cycle arrest and apoptosis, suggesting its potential as a novel anticancer drug.
EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
(2021)
Article
Chemistry, Inorganic & Nuclear
Mamina Bhol, Guilhem Claude, Maximilian Roca Jungfer, Ulrich Abram, Malaichamy Sathiyendiran
Summary: In this study, calix[4]arene-analogous technetium supramolecules and rhenium-based macrocycles were successfully assembled by using specific ligands and starting materials. The structures of these molecules were characterized in detail.
INORGANIC CHEMISTRY
(2022)
Article
Chemistry, Physical
Ruslan Kashapov, Yuliya Razuvayeva, Nadezda Kashapova, Daria Banketova, Albina Ziganshina, Anastasiia Sapunova, Alexandra Voloshina, Lucia Zakharova
Summary: Selective internalization through modification with folate groups provides an effective approach to enhance targeting of cancer cells. In this study, a folic acid-modified calix[4]resorcinol was synthesized to attach multiple folate groups. However, the water solubility of the modified molecule was not improved, and a water-soluble form was prepared using N-methyl-D-glucamine. The resulting complex showed selective uptake by cancer cells and induced cancer cell death.
COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS
(2023)
Article
Chemistry, Multidisciplinary
Luke Hodson, Kevin J. Visagie, Michael-Phillip Smith, Leigh Loots, David Kuter, Tregen M. Snayer, Gareth E. Arnott
Summary: Inherently chiral calix[4]arenes with C-4-symmetry are rare and difficult to synthesise, but this study successfully obtained a high-yield product through a specific reaction. The use of a specific chiral group enabled the separation of the diastereomers formed, leading to the pure enantiomers.
CHEMICAL COMMUNICATIONS
(2021)
Article
Chemistry, Physical
Horacio Gomez-Machuca, Cinthia Quiroga-Campano, Carolina Jullian, Claudio Saitz
Summary: In this study, a calix[4]arene-based bifunctional receptor with amide and benzoxazolinone units was synthesized and evaluated for ionic recognition. The results showed selectivity in the recognition of copper, fluoride, cyanide, and acetate ions. Advanced techniques such as 1HNMR and FT-IR analysis were used to elucidate its binding ability and mechanism. The findings suggest that this bifunctional receptor has promising potential as an ion sensor for detecting specific ions in environmental and biological samples.
JOURNAL OF MOLECULAR STRUCTURE
(2024)
Article
Chemistry, Multidisciplinary
Tianjiao Fan, Yuewei Zhang, Lu Wang, Qian Wang, Chen Yin, Mingxu Du, Xiaoqin Jia, Guomeng Li, Lian Duan
Summary: A novel macrocycle C-BN was synthesized by a one-shot double boronation. C-BN exhibits a highly centrosymmetric structure, excellent narrowband emitting features, and small full width at half maximums. It is suitable for optimized organic light-emitting diode devices.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2022)
Article
Chemistry, Multidisciplinary
Masayuki Morie, Ryo Sekiya, Takeharu Haino
Summary: Functionalization of calix[4]arene at lower and/or upper rim has led to a variety of calix[4]arene systems. While monomeric calix[4]arenes have been extensively studied, covalently linked calix[4]arene oligomers have received less attention. The length of calix[4]arene oligomers can be regulated by changing the conformations of the calix[4]arene cores, which has been demonstrated through NMR measurements, X-ray crystal structure analysis, and computational studies.
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN
(2021)
Article
Chemistry, Inorganic & Nuclear
Lucinda R. B. Wilson, Marco Coletta, Mukesh K. Singh, Simon J. Teat, Adam Brookfield, Muralidharan Shanmugam, Eric J. L. McInnes, Stergios Piligkos, Scott J. Dalgarno, Euan K. Brechin
Summary: The reaction of 2,2'-bis-p-Bu-t-calix[4]arene (H8L) with Cu(NO3) (2)center dot 3H(2)O and N-methyldiethanolamine (MedeaH(2)) in a basic dmf/MeOH mixture results in the formation of [Cu-II (16)(L)(2)(Me-dea)(4)(mu(4)-NO3)(2)(mu-OH)(4)(dmf)(3.5)(MeOH)(0.5)(H2O)(2)] (H6L)center dot 16dmf center dot 4H(2)O (4). The metallic skeleton of the compound consists of a tetracapped square prism, [Cu-12], with Cu-II ions housed in the calix[4]arene polyphenolic pockets. Magnetic measurements show antiferromagnetic exchange interactions and a ground state of S = 1, while EPR indicates a large zero-field splitting.
DALTON TRANSACTIONS
(2023)
Article
Chemistry, Multidisciplinary
Xu Ying, Zhenhua Zhu, Xiao-Lei Li, Jinkui Tang
Summary: We report two pairs of enantiomers of Co(II)and Zn(II)-based metallacycles constructed by coordination-driven self-assembly between homochiral 1,1 '-bi-2-naphthol-derived ligands featuring two kinds of coordination pockets and transition metal ions. Remarkably, they exhibit calix[4]arene-like topological structures and fascinating chiral cavities, having potential in enantioselective recognition.
CRYSTAL GROWTH & DESIGN
(2023)
Article
Chemistry, Physical
Hamed Abbassi, Mohamed Mezni, Rym Abidi, Memia Benna-Zayani
Summary: This study focused on the synthesis of nanocomposites with calix[4]arene modification. Successful grafting of calix[4]arene onto modified clays using different amine species was achieved and characterized using various techniques.
CHEMICAL PHYSICS LETTERS
(2022)
Article
Chemistry, Physical
Ruslan Kashapov, Yuliya Razuvayeva, Albina Ziganshina, Anastasiia Sapunova, Anna Lyubina, Syumbelya Amerhanova, Natalia Kulik, Alexandra Voloshina, Irek Nizameev, Vadim Salnikov, Lucia Zakharova
Summary: The study found that the self-assembly of synthesized macrocycles is mainly driven by hydrophobic interactions of their hydrophobic chains and π-π stacking interactions between aromatic rings. Long-chain viologen macrocycles not only have low hemotoxicity and selective cytotoxic activity, but also can bind therapeutic molecules, making them promising drug nanocontainers.
JOURNAL OF MOLECULAR LIQUIDS
(2022)
Article
Chemistry, Multidisciplinary
Heni Soni, Jyoti Prasad, Alok Pandya, Saurabh S. Soni, Pinkesh G. Sutariya
Summary: In this study, a new fluorescence probe p-C4A was synthesized for selective recognition of Li+ and PO43- ions. A paper-based, fluorescent, wax-printed device was developed for rapid chemical screening of Li+ and PO43-. The results showed high sensitivity of p-C4A for detecting Li+ and PO43- ions, making it applicable for ion determination in wastewater samples.
NEW JOURNAL OF CHEMISTRY
(2022)
Article
Chemistry, Organic
Ying-Hong Ma, Yu Yu, Shuai Fan, Xiao-Pu Jia, Sheng-An Tang, Shu-Qing Wang, Wei-Li Dong, Shao-Yong Li
Summary: This study systematically investigated the reaction universality of bridge nitration under different conditions. The results showed that various bridging chiral p-tert-butylcalix[4]arenes with a mononitro bridge substituent were successfully synthesized.
JOURNAL OF ORGANIC CHEMISTRY
(2022)
Article
Biochemistry & Molecular Biology
Anton A. Muravev, Alexandra D. Voloshina, Anastasia S. Sapunova, Farida B. Gabdrakhmanova, Oksana A. Lenina, Konstantin A. Petrov, Sergey Shityakov, Ekaterina V. Skorb, Svetlana E. Solovieva, Igor S. Antipin
Summary: In this study, a series of calixarenes derivatized with 3-phenyl-1H-pyrazole units were synthesized and characterized. These compounds showed specific cytotoxicity for M-HeLa cells with low mutagenicity and haemotoxicity. Compound 7b and 7c induced apoptosis in M-HeLa cells through the mitochondrial pathway and arrested the cell cycle at G0/G1 phase. The overexpression of DNA damage markers in pyrazole-treated M-HeLa cells suggested that calixarene pyrazoles target DNA, which was supported by the interactions between calixarenes and ctDNA at the air-water interface.
BIOORGANIC CHEMISTRY
(2023)
Article
Food Science & Technology
Rosanna Avola, Giuseppe Granata, Corrada Geraci, Edoardo Napoli, Adriana Carol Eleonora Graziano, Venera Cardile
FOOD AND CHEMICAL TOXICOLOGY
(2020)
Article
Chemistry, Multidisciplinary
Rossella Migliore, Giuseppe Granata, Andrea Rivoli, Grazia Maria Letizia Consoli, Carmelo Sgarlata
Summary: The study examined the recognition and hosting capabilities of two micellar polycationic calix[4]arene derivatives for ofloxacin, chloramphenicol, and tetracycline in neutral aqueous solution. Thermodynamic characterization showed that these calix[4]arene-based micellar aggregates are able to effectively trap the model antibiotics and determine the driving forces in the molecular recognition process. NMR spectra corroborated the ITC data on the positioning of the antibiotics in the calixarene nanoaggregates.
FRONTIERS IN CHEMISTRY
(2021)
Article
Infectious Diseases
Magdalena Kapustova, Giuseppe Granata, Edoardo Napoli, Andrea Puskarova, Maria Buckova, Domenico Pangallo, Corrada Geraci
Summary: Nanotechnology, specifically nanoencapsulation of plant essential oils with antifungal activity, shows promise in overcoming resistance in fungal species. The essential oil nanosystems exhibited lower MIC and MFC values compared to pure essential oils, indicating their potential as ecofriendly alternatives to synthetic products.
Article
Pharmacology & Pharmacy
Magdalena Kapustova, Andrea Puskarova, Maria Buckova, Giuseppe Granata, Edoardo Napoli, Adriana Annusova, Monika Mesarosova, Katarina Kozics, Domenico Pangallo, Corrada Geraci
Summary: This study demonstrates the effectiveness of poly(epsilon-caprolactone) nanocapsules loaded with thyme and oregano essential oils in reducing microbial and biofilm growth without cytotoxicity on human keratinocyte cells, as well as the absence of DNA damage induction.
INTERNATIONAL JOURNAL OF PHARMACEUTICS
(2021)
Article
Chemistry, Medicinal
Grazia Maria Letizia Consoli, Giuseppe Granata, Giovanna Ginestra, Andreana Marino, Giovanni Toscano, Antonia Nostro
Summary: The high incidence of antibiotic resistance and biofilm-associated infections necessitates the search for new antimicrobial drugs and strategies. This study found that a self-assembling amphiphilic choline-calix[4]arene derivative (Chol-Calix) exhibited inherent antibacterial effects against Gram negative bacteria, including antibiotic-resistant strains, and affected bacterial biofilm and motility. The activity is likely due to the amphipathicity and cationic surface of Chol-Calix nanoassembly.
ACS MEDICINAL CHEMISTRY LETTERS
(2022)
Article
Pharmacology & Pharmacy
Giuseppe Granata, Carla Riccobene, Edoardo Napoli, Corrada Geraci
Summary: Plant essential oils have limited direct use in pharmaceutical applications due to their volatility, stability issues, and low toxicity. However, nanoencapsulation can overcome these limitations by improving bioaccessibility and bioavailability. In this study, nanocapsules containing Foeniculum vulgare Mill. essential oil were successfully prepared using a preformed polymer method. The nanocapsules exhibited good stability and high encapsulation efficiency, making them suitable for potential applications in the pharmaceutical and nutraceutical sectors.
Article
Plant Sciences
Giancarlo Fascella, Francesca D'Angiolillo, Michele Massimo Mammano, Giuseppe Granata, Edoardo Napoli
Summary: The petals of Rosa rugosa Thunb. are rich in bioactive compounds with high antioxidant properties and are widely used in the food and beverage industry. This study evaluated the morphological and phytochemical characteristics of different cultivars of R. rugosa petals and their impact on the quality of rose liqueur. The results showed that R. rugosa petals are suitable for use in the beverage industry due to their high antioxidant activity.
Article
Materials Science, Multidisciplinary
Loredana Ferreri, Grazia M. L. Consoli, Gabriele Clarizia, Daniela C. Zampino, Antonia Nostro, Giuseppe Granata, Giovanna Ginestra, Maria L. Giuffrida, Stefania Zimbone, Paola Bernardo
Summary: Supramolecular chemistry is used to embed an amphiphilic choline-calix[4]arene with antibacterial properties in polymeric thin films. The developed films exhibit antibacterial activity against Escherichia coli and Staphylococcus aureus, and also have increased crystallinity, wettability, and gas permeability.
JOURNAL OF MATERIALS SCIENCE
(2022)
Article
Biochemistry & Molecular Biology
Monika Hofbauerova, Magdalena Ruskova, Andrea Puskarova, Maria Buckova, Adriana Annusova, Eva Majkova, Peter Siffalovic, Giuseppe Granata, Edoardo Napoli, Corrada Geraci, Domenico Pangallo
Summary: The colonization of building materials by microorganisms is a major cause of degradation, posing health risks from fungal and bacterial products. The study evaluated the efficacy of oregano and thyme essential oils encapsulated in nanocapsules for protection and disinfection against various microorganisms. The results showed that these nanocapsules effectively disinfect and inhibit biofilm formation without causing visible color changes in the materials.
Article
Nanoscience & Nanotechnology
Grazia M. L. Consoli, Giuseppe Forte, Ludovica Maugeri, Valeria Consoli, Valeria Sorrenti, Luca Vanella, Gianpiero Buscarino, Simonpietro Agnello, Massimo Camarda, Giuseppe Granata, Loredana Ferreri, Salvatore Petralia
Summary: This study presents a novel method to prepare water-dispersible gold nanostructures with near-infrared localized surface plasmon resonance (LSPR) properties. These nanostructures were synthesized using NADH as a reducing agent and an amphiphilic choline-calix[4]arene derivative (CholCalix) forming micelles as a template. Characterization of the CholCalix-Au nanostructures was performed using UV-visible spectrophotometry, Raman spectroscopy, and atomic force microscopy. The agglomeration of the nanostructures due to multiple crosslinking interactions was observed and supported by modeling simulation. The CholCalix-AuNPs demonstrated effective anticancer photothermal-induced effect on human breast cancer cells irradiated with biofriendly light at 808 nm.
ACS APPLIED NANO MATERIALS
(2023)
Article
Biochemistry & Molecular Biology
Giuseppe Granata, Stefano Stracquadanio, Marco Leonardi, Edoardo Napoli, Graziella Malandrino, Viviana Cafiso, Stefania Stefani, Corrada Geraci
Summary: The study reports the preparation and physicochemical characterization of chitosan nanoparticles loaded with Thymus capitatus and Origanum vulgare essential oils, which demonstrate enhanced bactericidal activity against foodborne pathogens. These ecofriendly nanosystems could serve as a promising alternative to synthetic preservatives for health and food safety.
Article
Chemistry, Organic
Faiza Diaba, Gisela Trenchs
Summary: The first violet light-mediated synthesis of gamma- and delta-lactams from N-alkenyl trichloroacetamides is reported in this paper. The reactions are conducted in tetrahydrofuran or 2-methyltetrahydrofuran as the sole solvent without catalysts or additives, under non-anhydrous conditions in an air atmosphere where the solvent serves as the radical initiator.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Feroze Hussain, Sajjad Ahmed, Ashiq Hussain Padder, Qazi Naveed Ahmed
Summary: This study reports a novel and efficient one-pot synthesis method for mixed phosphorotrithioates, which does not require supplementary additives and shows broad applicability.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Hyunjin Oh, Ikyon Kim
Summary: A new 1,2,4-triazole-pyrrolo[1,2-a]pyrazine hybrid system, 6-acylpyrrolo[1,2-a][1,2,4]triazolo[5,1-c]pyrazine, was synthesized using a catalyst-free method. This method involved sequential exposure of pyrrole-2-carbonitrile-derived substrates to DMF-DMA and acyl hydrazide, resulting in the formation of acylated pyrazine and 1,2,4-triazole rings, enabling the installation of various substituents at specific positions on the core skeleton.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Ming Yan, Si-fan Wang, Yong-po Zhang, Jin-zhong Zhao, Zhuo Tang, Guang-xun Li
Summary: Here we developed an efficient photocatalytic approach for the convenient preparation of sulfinamides. The reaction allows for the gram-scale preparation of sulfinamides and the one-pot synthesis of various sulfonyl amides.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Farzaneh Bandehali-Naeini, Zahra Tanbakouchian, Noushin Farajinia-Lehi, Nicolas Mayer, Morteza Shiri, Martin Breugst
Summary: Two tandem catalytic systems were developed for the synthesis of novel 3,4-disubstituted maleimides using the same Ugi adducts. Different maleimide structures can be synthesized using either Pd or Cu catalysis.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Article
Chemistry, Organic
Tanya Raghava, Anjan Chattopadhyay, Subhadeep Banerjee, Nivedita Sarkar
Summary: Amine substitution of two ortho fluorine atoms of tetrafluoroterephthalonitrile through SNAr chemistry is easily achievable. But further fluorine substitution is only possible under forcing conditions, yielding valuable fluorophores for bioimaging.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
Review
Chemistry, Organic
Anju Chadha, Santosh Kumar Padhi, Selvaraj Stella, Sowmyalakshmi Venkataraman, Thangavelu Saravanan
Summary: Alcohol dehydrogenases are enzymes that use cofactors for oxidation or reduction reactions of alcohols or carbonyl compounds. They are utilized in green chemistry and have applications in the production of pharmaceuticals. Recombinant enzymes have solved the challenge of producing purified enzymes in large quantities. Engineered alcohol dehydrogenases have been used in asymmetric synthesis in industry. Various methods have been established for regenerating expensive cofactors to make the enzymatic process more efficient and economically viable.
ORGANIC & BIOMOLECULAR CHEMISTRY
(2024)
