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Lazar AN, Perret F, Perez-Lloret M, Michaud M, Coleman AW. Promises of anionic calix[n]arenes in life science: State of the art in 2023. Eur J Med Chem 2024; 264:115994. [PMID: 38070431 DOI: 10.1016/j.ejmech.2023.115994] [Citation(s) in RCA: 0] [Impact Index Per Article: 0] [Reference Citation Analysis] [Abstract] [Key Words] [MESH Headings] [Track Full Text] [Journal Information] [Subscribe] [Scholar Register] [Received: 10/17/2023] [Revised: 11/22/2023] [Accepted: 11/22/2023] [Indexed: 12/30/2023]
Abstract
Because they hold together molecules by means of non-covalent interactions - relatively weak and thus, potentially reversible - the anionic calixarenes have become an interesting tool for efficiently binding a large range of ligands - from gases to large organic molecules. Being highly water soluble and conveniently biocompatible, they showed growing interest for many interdisciplinary fields, particularly in biology and medicine. Thanks to their intrinsic conical shape, they provide suitable platforms, from vesicles to bilayers. This is a valuable characteristic, as so they mimic the biologically functional architectures. The anionic calixarenes propose efficient alternatives for overcoming the limitations linked to drug delivery and bioavailability, as well as drug resistance along with limiting the undesirable side effects. Moreover, the dynamic non-covalent binding with the drugs enables predictable and on demand drug release, controlled by the stimuli present in the targeted environment. This particular feature instigated the use of these versatile, stimuli-responsive compounds for sensing biomarkers of diverse pathologies. The present review describes the recent achievements of the anionic calixarenes in the field of life science, from drug carriers to biomedical engineering, with a particular outlook on their applications for the diagnosis and treatment of different pathologies.
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Affiliation(s)
- Adina-N Lazar
- Univ Lyon, INSA-Lyon, CNRS UMR5259, LaMCoS, F-69621, France.
| | - Florent Perret
- Institut de Chimie et Biochimie Moléculaires et Supramoléculaires, UMR 5246, Univ. Lyon - CNRS - Univ. Claude Bernard Lyon 1 - CPE Lyon, 43 Boulevard du 11 Novembre 1918, Villeurbanne, 69622, Cedex, France.
| | - Marta Perez-Lloret
- School of Biological and Chemical Sciences, University of Galway, Ireland Galway, Ireland
| | - Mickael Michaud
- CIRI, Univ. Lyon1, Inserm, U1111, CNRS, UMR5308, ENS, Lyon, France
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Padnya P, Gorbachuk V, Stoikov I. The Role of Calix[n]arenes and Pillar[n]arenes in the Design of Silver Nanoparticles: Self-Assembly and Application. Int J Mol Sci 2020; 21:ijms21041425. [PMID: 32093189 PMCID: PMC7073139 DOI: 10.3390/ijms21041425] [Citation(s) in RCA: 29] [Impact Index Per Article: 5.8] [Reference Citation Analysis] [Abstract] [Key Words] [MESH Headings] [Track Full Text] [Download PDF] [Figures] [Journal Information] [Subscribe] [Scholar Register] [Received: 01/31/2020] [Revised: 02/18/2020] [Accepted: 02/18/2020] [Indexed: 12/18/2022] Open
Abstract
Silver nanoparticles (AgNPs) are an attractive alternative to plasmonic gold nanoparticles. The relative cheapness and redox stability determine the growing interest of researchers in obtaining selective plasmonic and electrochemical (bio)sensors based on silver nanoparticles. The controlled synthesis of metal nanoparticles of a defined morphology is a nontrivial task, important for such fields as biochemistry, catalysis, biosensors and microelectronics. Cyclophanes are well known for their great receptor properties and are of particular interest in the creation of metal nanoparticles due to a variety of cyclophane 3D structures and unique redox abilities. Silver ion-based supramolecular assemblies are attractive due to the possibility of reduction by “soft” reducing agents as well as being accessible precursors for silver nanoparticles of predefined morphology, which are promising for implementation in plasmonic sensors. For this purpose, the chemistry of cyclophanes offers a whole arsenal of approaches: exocyclic ion coordination, association, stabilization of the growth centers of metal nanoparticles, as well as in reduction of silver ions. Thus, this review presents the recent advances in the synthesis and stabilization of Ag (0) nanoparticles based on self-assembly of associates with Ag (I) ions with the participation of bulk platforms of cyclophanes (resorcin[4]arenes, (thia)calix[n]arenes, pillar[n]arenes).
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Affiliation(s)
- Pavel Padnya
- Correspondence: (P.P.); (I.S.); Tel.: +7-843-233-7241 (I.S.)
| | | | - Ivan Stoikov
- Correspondence: (P.P.); (I.S.); Tel.: +7-843-233-7241 (I.S.)
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Montasser I, Coleman AW, Tauran Y, Perret G, Jalabert L, Collard D, Kim BJ, Tarhan MC. Direct measurement of the mechanism by which magnesium specifically modifies the mechanical properties of DNA. BIOMICROFLUIDICS 2017; 11:051102. [PMID: 29152024 PMCID: PMC5659861 DOI: 10.1063/1.5008622] [Citation(s) in RCA: 5] [Impact Index Per Article: 0.6] [Reference Citation Analysis] [Abstract] [Track Full Text] [Subscribe] [Scholar Register] [Received: 10/08/2017] [Accepted: 10/17/2017] [Indexed: 06/07/2023]
Abstract
We examine the effect of physiological cations Na+, K+, Mg2+, and Ca2+ on the mechanical properties of bundles of λ-phage DNA using silicon nanotweezers (SNTs). Integrating SNTs with a microfluidic device allows us to perform titration experiments while measuring the effect in real-time. The results show that only for Mg2+ and in particular, at the intra-nuclear concentration (100 mM), the interaction occurs.
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Affiliation(s)
- I Montasser
- INRAP-Technopôle de Sidi Thabet, Sidi Thabet 2020, Tunisia
| | | | | | - G Perret
- LIMMS/CNRS-IIS UMI 2820, Institute of Industrial Science, The University of Tokyo, Tokyo, Japan
| | - L Jalabert
- LIMMS/CNRS-IIS UMI 2820, Institute of Industrial Science, The University of Tokyo, Tokyo, Japan
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Gawhale S, Jadhav A, Rathod N, Malkhede D, Chaudhari G. Inclusion complex formation of ternary system: Fluoroscein-p-sulfonato calix[4]arene-Cu(2+) by cooperative binding. SPECTROCHIMICA ACTA. PART A, MOLECULAR AND BIOMOLECULAR SPECTROSCOPY 2015; 148:382-388. [PMID: 25919326 DOI: 10.1016/j.saa.2015.03.103] [Citation(s) in RCA: 2] [Impact Index Per Article: 0.2] [Reference Citation Analysis] [Abstract] [Key Words] [MESH Headings] [Track Full Text] [Subscribe] [Scholar Register] [Received: 09/17/2014] [Revised: 03/12/2015] [Accepted: 03/27/2015] [Indexed: 06/04/2023]
Abstract
The aqueous solution of fluorescein-para sulfonato calix[4]arene-metal ion complex has been studied based on absorption, fluorescence, (1)H NMR and FTIR spectroscopic results. It was found that the fluorescence intensity quenched regularly upon addition of pSCX4 and metal ion. The quenching constants and binding constants were determined for pSCX4-FL and pSCX4-FL-Cu(2+) systems. 1:1 stoichiometry is obtained for pSCX4-Cu(2+) system by continuous variation method. The NMR and IR results indicates the interaction among FL, pSCX4 and Cu(2+). The combined results demonstrate the cooperative binding to design the complex for ternary system. The life time for binary and ternary system has been studied.
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Affiliation(s)
| | - Ankita Jadhav
- Department of Chemistry, Savitribai Phule Pune University, Pune, India
| | - Nilesh Rathod
- Department of Chemistry, Savitribai Phule Pune University, Pune, India
| | - Dipalee Malkhede
- Department of Chemistry, Savitribai Phule Pune University, Pune, India
| | - Gajanan Chaudhari
- Department of Chemistry, Shri. Shivaji Science College, Amravati, India.
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Valluru G, Georghiou PE, Sleem HF, Perret F, Montasser I, Grandvoinnet A, Brolles L, Coleman AW. Molecular recognition of nucleobases and amino acids by sulphonato-calixnaphthalene-capped silver nanoparticles. Supramol Chem 2014. [DOI: 10.1080/10610278.2013.872247] [Citation(s) in RCA: 6] [Impact Index Per Article: 0.5] [Reference Citation Analysis] [Track Full Text] [Journal Information] [Submit a Manuscript] [Subscribe] [Scholar Register] [Indexed: 01/28/2023]
Affiliation(s)
- Gopikishore Valluru
- Department of Chemistry, Memorial University of Newfoundland, St John's, NL, Canada A1B3X7
| | - Paris E. Georghiou
- Department of Chemistry, Memorial University of Newfoundland, St John's, NL, Canada A1B3X7
| | - Hisham F. Sleem
- Department of Chemistry, Memorial University of Newfoundland, St John's, NL, Canada A1B3X7
| | - Florent Perret
- ICBMS, UMR 5246, Université de Lyon 1, Villeurbanne F69622, France
| | - Imed Montasser
- INRAP, Technopôle de Sidi Thabet, Sidi Thabet 2020, Tunisia
| | | | - Ludivine Brolles
- LMI, Université de Lyon 1, CNRS UMR 5615, Villeurbanne F69622, France
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Lesniewska B, Perret F, Suwinska K, Coleman AW. Structural characterization of inclusion complexes of para-sulphonato-calix[8]arene with 1,2-bis(4-pyridyl)-ethane and 1,3-bis(4-pyridyl)-propane. New ‘double cone’ and ‘up–flat–down’ conformations of para-sulphonato-calix[8]arene. CrystEngComm 2014. [DOI: 10.1039/c3ce42303d] [Citation(s) in RCA: 10] [Impact Index Per Article: 0.9] [Reference Citation Analysis] [Abstract] [Track Full Text] [Journal Information] [Subscribe] [Scholar Register] [Indexed: 01/01/2023]
Abstract
Two new conformations of para-sulphonato-calix[8]arene have been found in supramolecular complexes with BPE and BPP, the gas take-up has been demonstrated for S8C–BPE complex.
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Affiliation(s)
- B. Lesniewska
- Institute of Physical Chemistry
- Polish Academy of Sciences
- PL-01 224 Warszawa, Poland
| | - F. Perret
- ICBMS
- CNRS UMR4246
- University Lyon 1
- Villeurbanne, France
| | - K. Suwinska
- Institute of Physical Chemistry
- Polish Academy of Sciences
- PL-01 224 Warszawa, Poland
- Faculty of Biology and Environmental Sciences
- Cardinal Stefan Wyszynski University
| | - A. W. Coleman
- LMI CNRS UMR 5615
- University Lyon 1
- Villeurbanne, France
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Tauran Y, Brioude A, Coleman AW, Rhimi M, Kim B. Molecular recognition by gold, silver and copper nanoparticles. World J Biol Chem 2013; 4:35-63. [PMID: 23977421 PMCID: PMC3746278 DOI: 10.4331/wjbc.v4.i3.35] [Citation(s) in RCA: 53] [Impact Index Per Article: 4.4] [Reference Citation Analysis] [Abstract] [Key Words] [Track Full Text] [Download PDF] [Journal Information] [Submit a Manuscript] [Subscribe] [Scholar Register] [Received: 05/02/2013] [Revised: 06/11/2013] [Accepted: 06/18/2013] [Indexed: 02/05/2023] Open
Abstract
The intrinsic physical properties of the noble metal nanoparticles, which are highly sensitive to the nature of their local molecular environment, make such systems ideal for the detection of molecular recognition events. The current review describes the state of the art concerning molecular recognition of Noble metal nanoparticles. In the first part the preparation of such nanoparticles is discussed along with methods of capping and stabilization. A brief discussion of the three common methods of functionalization: Electrostatic adsorption; Chemisorption; Affinity-based coordination is given. In the second section a discussion of the optical and electrical properties of nanoparticles is given to aid the reader in understanding the use of such properties in molecular recognition. In the main section the various types of capping agents for molecular recognition; nucleic acid coatings, protein coatings and molecules from the family of supramolecular chemistry are described along with their numerous applications. Emphasis for the nucleic acids is on complementary oligonucleotide and aptamer recognition. For the proteins the recognition properties of antibodies form the core of the section. With respect to the supramolecular systems the cyclodextrins, calix[n]arenes, dendrimers, crown ethers and the cucurbitales are treated in depth. Finally a short section deals with the possible toxicity of the nanoparticles, a concern in public health.
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