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Journal articles on the topic 'Anionophore'

Author: Grafiati

Published: 4 June 2021

Last updated: 1 February 2022

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1

Akhtar, Nasim, Nirmalya Pradhan, Abhishek Saha, Vishnu Kumar, Oindrila Biswas, Subhasis Dey, Manisha Shah, Sachin Kumar, and Debasis Manna. "Tuning the solubility of ionophores: glutathione-mediated transport of chloride ions across hydrophobic membranes." Chemical Communications 55, no. 58 (2019): 8482–85. http://dx.doi.org/10.1039/c9cc04518j.

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2

Lu, Yong-Ming, Li-Qun Deng, and Wen-Hua Chen. "Toward transmembrane anionophores based on rigid bis(choloyl) conjugates: reversal of the ion selectivity by appended polyamines." RSC Adv. 4, no. 82 (2014): 43444–47. http://dx.doi.org/10.1039/c4ra07390h.

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3

Bernhard, Kevin, Cordula Stahl, Regina Martens, and Manfred Frey. "A Novel Genetically Encoded Single Use Sensory Cellular Test System Measures Bicarbonate Concentration Changes in Living Cells." Sensors 20, no. 6 (March 11, 2020): 1570. http://dx.doi.org/10.3390/s20061570.

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Bicarbonate plays a central role in human physiology from cellular respiration to pH homeostasis. However, so far, the measurement of bicarbonate concentration changes in living cells has only been possible by measuring intracellular pH changes. In this article, we report the development of a genetically encoded pH-independent fluorescence-based single-use sensory cellular test system for monitoring intracellular bicarbonate concentration changes in living cells. We describe the usefulness of the developed biosensor in characterizing the bicarbonate transport activities of anionophores—small molecules capable of facilitating the membrane permeation of this anion. We also demonstrate the ability of the bicarbonate sensory cellular test system to measure intracellular bicarbonate concentration changes in response to activation and specific inhibition of wild-type human CFTR protein when co-expressed with the bicarbonate sensing and reporting units in living cells. A valuable benefit of the bicarbonate sensory cellular test system could be the screening of novel anionophore library compounds for bicarbonate transport activity with efficiencies close to the natural anion channel CFTR, which is not functional in the respiratory epithelia of cystic fibrosis patients.

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4

UNO, Hiroshige, Takashi SUZUKI, Yasumasa GOTO, Shinsuke ITOH, Takashi YASUI, and Akio YUCHI. "Performance of germanium(IV) complexes as anionophore." BUNSEKI KAGAKU 53, no. 9 (2004): 1035–38. http://dx.doi.org/10.2116/bunsekikagaku.53.1035.

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5

Berezin, Sofya Kostina. "Valinomycin as a Classical Anionophore: Mechanism and Ion Selectivity." Journal of Membrane Biology 248, no. 4 (March 4, 2015): 713–26. http://dx.doi.org/10.1007/s00232-015-9784-y.

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6

Avilés-Moreno, Juan Ramón, Giel Berden, Jos Oomens, and Bruno Martínez-Haya. "Intra-cavity proton bonding and anharmonicity in the anionophore cyclen." Physical Chemistry Chemical Physics 20, no. 13 (2018): 8968–75. http://dx.doi.org/10.1039/c8cp00660a.

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7

YUCHI, Akio, Hiroaki HIRAMATSU, Miyuki OHARA, and Nayumi OHATA. "Performance of Tris(2-methyl-8-quinolinolato)aluminum as Fluorescent Anionophore." Analytical Sciences 19, no. 8 (2003): 1177–81. http://dx.doi.org/10.2116/analsci.19.1177.

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8

Vonnegut, Chris L., Airlia M. Shonkwiler, Lev N. Zakharov, Michael M. Haley, and Darren W. Johnson. "Harnessing solid-state packing for selective detection of chloride in a macrocyclic anionophore." Chemical Communications 52, no. 61 (2016): 9506–9. http://dx.doi.org/10.1039/c6cc03795j.

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9

Jurček, Ondřej, Hennie Valkenier, Rakesh Puttreddy, Martin Novák, Hazel A. Sparkes, Radek Marek, Kari Rissanen, and Anthony P. Davis. "Anion Recognition by a Bioactive Diureidodecalin Anionophore: Solid-State, Solution, and Computational Studies." Chemistry - A European Journal 24, no. 32 (May 14, 2018): 8178–85. http://dx.doi.org/10.1002/chem.201800537.

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10

McNally, Beth A., Atanas V. Koulov, Bradley D. Smith, Jean-Baptiste Joos, and Anthony P. Davis. "A fluorescent assay for chloride transport; identification of a synthetic anionophore with improved activity." Chemical Communications, no. 8 (2005): 1087. http://dx.doi.org/10.1039/b414589e.

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11

HATTORI, Hiroyuki, Mayumi HOSHINO, and Akio YUCHI. "Evaluation of Zirconium(IV) Complex with N-Dodecyliminodiacetate as an Anionophore for Ion-Selective Electrodes." Analytical Sciences 17, no. 10 (2001): 1217–19. http://dx.doi.org/10.2116/analsci.17.1217.

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12

Pérez-Hernández, Marta, Cristina Cuscó, Cristina Benítez-García, Joaquin Bonelli, Marina Nuevo-Fonoll, Aroa Soriano, David Martínez-García, et al. "Multi-Smart and Scalable Bioligands-Free Nanomedical Platform for Intratumorally Targeted Tambjamine Delivery, a Difficult to Administrate Highly Cytotoxic Drug." Biomedicines 9, no. 5 (May 4, 2021): 508. http://dx.doi.org/10.3390/biomedicines9050508.

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Cancer is one of the leading causes of mortality worldwide due, in part, to limited success of some current therapeutic approaches. The clinical potential of many promising drugs is restricted by their systemic toxicity and lack of selectivity towards cancer cells, leading to insufficient drug concentration at the tumor site. To overcome these hurdles, we developed a novel drug delivery system based on polyurea/polyurethane nanocapsules (NCs) showing pH-synchronized amphoteric properties that facilitate their accumulation and selectivity into acidic tissues, such as tumor microenvironment. We have demonstrated that the anticancer drug used in this study, a hydrophobic anionophore named T21, increases its cytotoxic activity in acidic conditions when nanoencapsulated, which correlates with a more efficient cellular internalization. A biodistribution assay performed in mice has shown that the NCs are able to reach the tumor and the observed systemic toxicity of the free drug is significantly reduced in vivo when nanoencapsulated. Additionally, T21 antitumor activity is preserved, accompanied by tumor mass reduction compared to control mice. Altogether, this work shows these NCs as a potential drug delivery system able to reach the tumor microenvironment, reducing the undesired systemic toxic effects. Moreover, these nanosystems are prepared under scalable methodologies and straightforward process, and provide tumor selectivity through a smart mechanism independent of targeting ligands.

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13

Schmitzer, Andreea, Claude-Rosny Elie, Marc Vidal, Mathieu Charbonneau, and Audrey Hebert. "Biologically Active Synthetic Anionophores." Current Organic Chemistry 18, no. 11 (August 15, 2014): 1482–90. http://dx.doi.org/10.2174/1385272819666140201002503.

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14

Dias, Christopher M., Hongyu Li, Hennie Valkenier, Louise E. Karagiannidis, Philip A. Gale, David N. Sheppard, and Anthony P. Davis. "Anion transport by ortho-phenylene bis-ureas across cell and vesicle membranes." Organic & Biomolecular Chemistry 16, no. 7 (2018): 1083–87. http://dx.doi.org/10.1039/c7ob02787g.

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15

Carreira-Barral, Israel, Marcin Mielczarek, Daniel Alonso-Carrillo, Valeria Capurro, Vanessa Soto-Cerrato, Ricardo Pérez Tomás, Emanuela Caci, María García-Valverde, and Roberto Quesada. "Click-tambjamines as efficient and tunable bioactive anion transporters." Chemical Communications 56, no. 21 (2020): 3218–21. http://dx.doi.org/10.1039/d0cc00643b.

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16

Saha, Tanmoy, Munshi Sahid Hossain, Debasis Saha, Mayurika Lahiri, and Pinaki Talukdar. "Chloride-Mediated Apoptosis-Inducing Activity of Bis(sulfonamide) Anionophores." Journal of the American Chemical Society 138, no. 24 (June 9, 2016): 7558–67. http://dx.doi.org/10.1021/jacs.6b01723.

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17

Tosolini, Massimo, Paolo Pengo, and Paolo Tecilla. "Biological Activity of Trans-Membrane Anion Carriers." Current Medicinal Chemistry 25, no. 30 (September 27, 2018): 3560–76. http://dx.doi.org/10.2174/0929867325666180309113222.

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Natural and synthetic anionophores promote the trans-membrane transport of anions such as chloride and bicarbonate. This process may alter cellular homeostasis with possible effects on internal ions concentration and pH levels triggering several and diverse biological effects. In this article, an overview of the recent results on the study of aniontransporters, mainly acting with a carrier-type mechanism, is given with emphasis on the structure/activity relationship and on their biological activity as antibiotic and anticancer agents and in the development of new drugs for treating conditions derived from dysregulation of natural anion channels.

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18

Rodilla, A. M., L. Korrodi-Gregório, P. Manuel-Manresa, R. Quesada, R. Pérez-Tomás, and V. Soto-Cerrato. "Anionophores induce cell death and dysregulation of cancer-related miRNAs." European Journal of Cancer 61 (July 2016): S122. http://dx.doi.org/10.1016/s0959-8049(16)61432-6.

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19

Ayling, Alan J., M. Nieves Pérez-Payán, and Anthony P. Davis. "New “Cholapod” Anionophores; High-Affinity Halide Receptors Derived from Cholic Acid." Journal of the American Chemical Society 123, no. 50 (December 2001): 12716–17. http://dx.doi.org/10.1021/ja016796z.

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20

Quesada, Roberto. "New Anionophores and Insights into Ion-Transport-Induced Cancer Cell Death." Chem 5, no. 8 (August 2019): 1924–26. http://dx.doi.org/10.1016/j.chempr.2019.07.010.

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21

Sánchez-Sanz, Goar, and Cristina Trujillo. "Cyclohexane-Based Scaffold Molecules Acting as Anion Transport, Anionophores, via Noncovalent Interactions." Journal of Chemical Information and Modeling 59, no. 5 (March 25, 2019): 2212–17. http://dx.doi.org/10.1021/acs.jcim.9b00154.

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22

Akhtar, Nasim, Abhishek Saha, Vishnu Kumar, Nirmalya Pradhan, Subhankar Panda, Sudhir Morla, Sachin Kumar, and Debasis Manna. "Diphenylethylenediamine-Based Potent Anionophores: Transmembrane Chloride Ion Transport and Apoptosis Inducing Activities." ACS Applied Materials & Interfaces 10, no. 40 (September 17, 2018): 33803–13. http://dx.doi.org/10.1021/acsami.8b06664.

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23

Bickerton, Laura E., Alistair J. Sterling, Paul D. Beer, Fernanda Duarte, and Matthew J. Langton. "Transmembrane anion transport mediated by halogen bonding and hydrogen bonding triazole anionophores." Chemical Science 11, no. 18 (2020): 4722–29. http://dx.doi.org/10.1039/d0sc01467b.

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24

Davis, Anthony P., Justin J. Perry, and Richard S. Warham. "Anion recognition by alkyl cholates: Neutral anionophores closely related to a natural product." Tetrahedron Letters 39, no. 25 (June 1998): 4569–72. http://dx.doi.org/10.1016/s0040-4039(98)00808-9.

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25

Cooper, James A., Steven T. G. Street, and Anthony P. Davis. "A Flexible Solution to Anion Transport: Powerful Anionophores Based on a Cyclohexane Scaffold." Angewandte Chemie International Edition 53, no. 22 (April 7, 2014): 5609–13. http://dx.doi.org/10.1002/anie.201311071.

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26

Cooper, James A., Steven T. G. Street, and Anthony P. Davis. "A Flexible Solution to Anion Transport: Powerful Anionophores Based on a Cyclohexane Scaffold." Angewandte Chemie 126, no. 22 (April 7, 2014): 5715–19. http://dx.doi.org/10.1002/ange.201311071.

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27

Li, Zhi, Xi-Hui Yu, Yun Chen, De-Qi Yuan, and Wen-Hua Chen. "Synthesis, Anion Recognition, and Transmembrane Anionophoric Activity of Tripodal Diaminocholoyl Conjugates." Journal of Organic Chemistry 82, no. 24 (December 5, 2017): 13368–75. http://dx.doi.org/10.1021/acs.joc.7b02447.

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28

Berry, Stuart N., Vanessa Soto-Cerrato, Ethan N. W. Howe, Harriet J. Clarke, Ishna Mistry, Ali Tavassoli, Young-Tae Chang, Ricardo Pérez-Tomás, and Philip A. Gale. "Fluorescent transmembrane anion transporters: shedding light on anionophoric activity in cells." Chemical Science 7, no. 8 (2016): 5069–77. http://dx.doi.org/10.1039/c6sc01643j.

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29

Uhlmann, E., L. Hornung, D. W. Will, and U. Gräfe. "Synthesis of Novel Oligodeoxynucleotide Conjugates Containing the Anionophoric Moiety of Pamamycin." Nucleosides, Nucleotides and Nucleic Acids 17, no. 1 (January 1, 1998): 309–16. http://dx.doi.org/10.1080/07328319808005179.

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30

Yu, Xi-Hui, Chen-Chen Peng, Xiao-Xiao Sun, and Wen-Hua Chen. "Synthesis, anionophoric activity and apoptosis-inducing bioactivity of benzimidazolyl-based transmembrane anion transporters." European Journal of Medicinal Chemistry 152 (May 2018): 115–25. http://dx.doi.org/10.1016/j.ejmech.2018.04.036.

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31

Gianotti, Ambra, Valeria Capurro, Livia Delpiano, Marcin Mielczarek, María García-Valverde, Israel Carreira-Barral, Alessandra Ludovico, et al. "Small Molecule Anion Carriers Correct Abnormal Airway Surface Liquid Properties in Cystic Fibrosis Airway Epithelia." International Journal of Molecular Sciences 21, no. 4 (February 21, 2020): 1488. http://dx.doi.org/10.3390/ijms21041488.

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Cystic fibrosis (CF) is a genetic disease characterized by the lack of cystic fibrosis transmembrane conductance regulator (CFTR) protein expressed in epithelial cells. The resulting defective chloride and bicarbonate secretion and imbalance of the transepithelial homeostasis lead to abnormal airway surface liquid (ASL) composition and properties. The reduced ASL volume impairs ciliary beating with the consequent accumulation of sticky mucus. This situation prevents the normal mucociliary clearance, favouring the survival and proliferation of bacteria and contributing to the genesis of CF lung disease. Here, we have explored the potential of small molecules capable of facilitating the transmembrane transport of chloride and bicarbonate in order to replace the defective transport activity elicited by CFTR in CF airway epithelia. Primary human bronchial epithelial cells obtained from CF and non-CF patients were differentiated into a mucociliated epithelia in order to assess the effects of our compounds on some key properties of ASL. The treatment of these functional models with non-toxic doses of the synthetic anionophores improved the periciliary fluid composition, reducing the fluid re-absorption, correcting the ASL pH and reducing the viscosity of the mucus, thus representing promising drug candidates for CF therapy.

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32

Hong, Xiao-Qiao, Xiang-Yu He, Kin Yip Tam, and Wen-Hua Chen. "Synthesis and biological effect of lysosome-targeting fluorescent anion transporters with enhanced anionophoric activity." Bioorganic & Medicinal Chemistry Letters 30, no. 19 (October 2020): 127461. http://dx.doi.org/10.1016/j.bmcl.2020.127461.

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33

Sporer, Christian, Lucia Casal, David Caballero, Josep Samitier, Abdelhamid Errachid, and Lluïsa Pérez-García. "Novel Anionophores for Biosensor Applications: Nano Characterisation of SAMs Based on Amphiphilic Imidazolium Protophanes and Cyclophanes on Gold Surfaces." Sensor Letters 7, no. 5 (October 1, 2009): 757–64. http://dx.doi.org/10.1166/sl.2009.1144.

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34

Lu, Yong-Ming, Li-Qun Deng, Xi Huang, Jin-Xiang Chen, Bo Wang, Zhong-Zhen Zhou, Guan-Song Hu, and Wen-Hua Chen. "Synthesis and anionophoric activities of dimeric polyamine–sterol conjugates: the impact of rigid vs. flexible linkers." Organic & Biomolecular Chemistry 11, no. 47 (2013): 8221. http://dx.doi.org/10.1039/c3ob41969j.

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35

Ayling, Alan J., Shay Broderick, John P. Clare, Anthony P. Davis, M. Nieves Pérez-Payán, Maarit Lahtinen, Maija J. Nissinen, and Kari Rissanen. "An Extraction-Based Assay for Neutral Anionophores: The Measurement of High Binding Constants to Steroidal Receptors in a Nonpolar Solvent." Chemistry - A European Journal 8, no. 9 (May 3, 2002): 2197. http://dx.doi.org/10.1002/1521-3765(20020503)8:9<2197::aid-chem2197>3.0.co;2-j.

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36

Berezin, Sofya Kostina. "Synthetic Anionophores for Basic Anions as “Presumably, OH−/Cl− Antiporters”: From the Synthetic Ion Channels to Multi-ion Hopping, Anti-Hofmeister Selectivity, and Strong Positive AMFE." Journal of Membrane Biology 247, no. 8 (June 11, 2014): 651–65. http://dx.doi.org/10.1007/s00232-014-9683-7.

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37

Ahmad, Manzoor, Sandip Chattopadhayay, Debashis Mondal, Thangavel Vijayakanth, and Pinaki Talukdar. "Stimuli-Responsive Anion Transport through Acylhydrazone-Based Synthetic Anionophores." Organic Letters, September 14, 2021. http://dx.doi.org/10.1021/acs.orglett.1c02249.

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38

Hernando, Elsa, Valeria Capurro, Claudia Cossu, Michele Fiore, María García-Valverde, Vanessa Soto-Cerrato, Ricardo Pérez-Tomás, Oscar Moran, Olga Zegarra-Moran, and Roberto Quesada. "Small molecule anionophores promote transmembrane anion permeation matching CFTR activity." Scientific Reports 8, no. 1 (February 8, 2018). http://dx.doi.org/10.1038/s41598-018-20708-3.

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39

Li, Zhi, and Wen-Hua Chen. "Application of Lipophilic Balance Modification in the Creation of Potent Synthetic Anionophores." Mini-Reviews in Medicinal Chemistry 17, no. 14 (August 17, 2017). http://dx.doi.org/10.2174/1389557517666170206152330.

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40

Maslowska-Jarzyna, Krystyna, Maria L. Korczak, and Michał J. Chmielewski. "Boosting Anion Transport Activity of Diamidocarbazoles by Electron Withdrawing Substituents." Frontiers in Chemistry 9 (May 20, 2021). http://dx.doi.org/10.3389/fchem.2021.690035.

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Artificial chloride transporters have been intensely investigated in view of their potential medicinal applications. Recently, we have established 1,8-diamidocarbazoles as a versatile platform for the development of active chloride carriers. In the present contribution, we investigate the influence of various electron-withdrawing substituents in positions 3 and 6 of the carbazole core on the chloride transport activity of these anionophores. Using lucigenin assay and large unilamellar vesicles as models, the 3,6-dicyano- and 3,6-dinitro- substituted receptors were found to be highly active and perfectly deliverable chloride transporters, with EC50,270s value as low as 22 nM for the Cl−/NO3− exchange. Mechanistic studies revealed that diamidocarbazoles form 1:1 complexes with chloride in lipid bilayers and facilitate chloride/nitrate exchange by carrier mechanism. Furthermore, owing to its increased acidity, the 3,6-dinitro- substituted receptor acts as a pH-switchable transporter, with physiologically relevant apparent pKa of 6.4.

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