Search results for: Matthew H. Todd

Items from 1 to 20 out of 27 results

article

The past, present and future of anti-malarial medicines

Edwin G. Tse, Marat Korsik, Matthew H. Todd

Malaria Journal > 2019 > 18 > 1 > 1-21

Great progress has been made in recent years to reduce the high level of suffering caused by malaria worldwide. Notably, the use of insecticide-treated mosquito nets for malaria prevention and the use of artemisinin-based combination therapy (ACT) for malaria treatment have made a significant impact. Nevertheless, the development of resistance to the past and present anti-malarial drugs highlights...

article

Molecular Switches for any pH: A Systematic Study of the Versatile Coordination Behaviour of Cyclam Scorpionands

Yu Heng Lau, Jack K. Clegg, Jason R. Price, Rene B. Macquart, more

Chemistry – A European Journal > 24 > 7 > 1573 - 1585

Molecular switches have many potential applications in nanoscience and biomedicine. Transition metal complexes that can be switched from an inert, unreactive state to a catalytically active one by a simple change in conditions (e.g. pH shift) or by binding to a specific biomolecular target—so‐called target‐activated metal complexes (TAMCs)—hold particular allure as a means of harnessing the potent...

article

N‐Aryl Groups Are Ubiquitous in Cross‐Dehydrogenative Couplings Because They Stabilize Reactive Intermediates

Althea S.‐K. Tsang, A. Stephen K. Hashmi, Peter Comba, Marion Kerscher, more

Chemistry – A European Journal > 23 > 39 > 9313 - 9318

The mechanism of cross‐dehydrogenative coupling (CDC) reactions has been examined by experimental and computational methods. We provide a rationale for the ubiquity of the N‐aryl group in these reactions. The aryl substituent stabilizes two intermediates and the high‐energy transition state that connects them, which together represent the rate‐determining step. This knowledge has enabled us to predict...

article

Selective Displacement of a Scorpionand Triazole Ligand from Metallocyclam Complexes Visualised with NMR Spectroscopy

Joseph K.‐H. Wong, Nicholas Proschogo, Matthew H. Todd, Peter J. Rutledge

European Journal of Inorganic Chemistry > 2017 > 7 > 1075 - 1086

Target‐activated metal complexes (TAMCs) – complexes that remain benign until reaching a specific biomolecular target, binding to which then effects structural change that turns on cytotoxicity or other activity – hold considerable allure. The successful development of TAMCs requires analytical methods that allow clear and unequivocal visualisation of changes in the coordination geometry of these...

article

Using Click Chemistry to Tune the Properties and the Fluorescence Response Mechanism of Structurally Similar Probes for Metal Ions

Sandra Ast, Stefanie Kuke, Peter J. Rutledge, Matthew H. Todd

European Journal of Inorganic Chemistry > 2015 > 1 > 58 - 66

Four cyclam‐based fluorescent molecular probes were prepared using “click” chemistry and investigated to determine the effect of the triazole connectivity and fluorophore substitution on the photophysical properties and metal‐ion response mechanism. The fluorescence of the ligands is turned on in the presence of Zn^II but varies in intensity depending on the solvent; the highest signal changes are...

article

Synthesis of elongated cavitands via click reactions and their use as chemosensors

Zsolt Csók, Tímea Kégl, Yin Li, Rita Skoda-Földes, more

Tetrahedron > 2013 > 69 > 38 > 8186-8190

A very efficient modular reaction protocol was developed to attach various functionalities to a rigid cavitand scaffold. In this way, aryl, iodoaryl, benzyl, pyrrolidylmethyl groups, as well as a polyethylene-glycol chain were attached to the ‘triazol-level’ of the cavitand. The palladium-catalyzed ethynylation of the iodoarene moieties, followed by the copper(I)-catalyzed azide–alkyne cycloaddition...

article

Reversing the Triazole Topology in a Cyclam‐Triazole‐Dye Ligand Gives a 10‐Fold Brighter Signal Response to Zn²⁺ in Aqueous Solution

Sandra Ast, Peter J. Rutledge, Matthew H. Todd

European Journal of Inorganic Chemistry > 2012 > 34 > 5611 - 5615

The fluorescence response of a set of cyclam‐triazole‐dye ligands is controlled by the appended dye, but simple reversal of the triazole topology affords a novel probe for Zn²⁺ with a longer fluorescence lifetime and higher fluorescence quantum yield upon Zn²⁺ binding (<τ> = 2.0 ns, Φ_f = 0.76).

article

Copper, Nickel, and Zinc Cyclam–Amino Acid and Cyclam–Peptide Complexes May Be Synthesized with “Click” Chemistry and Are Noncytotoxic

Mingfeng Yu, Jason R. Price, Paul Jensen, Carrie J. Lovitt, more

Inorganic Chemistry > 2011 > 50 > 24 > 12823 - 12835

article

A Click Fluorophore Sensor that Can Distinguish Cu^II and Hg^II via Selective Anion‐Induced Demetallation

Yu Heng Lau, Jason R. Price, Matthew H. Todd, Peter J. Rutledge

Chemistry – A European Journal > 17 > 10 > 2850 - 2858

A cyclam‐based fluorescent sensor featuring a novel triazole pendant arm has been synthesised using click chemistry. The sensor is highly responsive to both Cu^II and Hg^II in neutral aqueous solution and displays excellent selectivity in the presence of various competing metal ions in 50‐fold excess. The addition of specific anions such as I⁻ and S₂O₃²⁻ causes a complete revival of fluorescence only...

article

Aza‐Henry Reactions of 3,4‐Dihydroisoquinoline

Muneer Ahamed, Thiru Thirukkumaran, Wing Yan Leung, Paul Jensen, more

European Journal of Organic Chemistry > 2010 > 31 > 5980 - 5988

The aza‐Henry reaction of 3,4‐dihydroisoquinoline is reported. The reaction is favourable in excess nitromethane under ambient conditions. Isolation of the unstable reaction product is achieved by acylation or alkylation, allowing the synthesis of Reissert‐like compounds in good yields from a one‐pot, three‐component coupling. The rates of reaction for dihydroisoquinoline and the corresponding benzylisoquinolinium...

article

Catalytic Asymmetric Additions of Carbon‐Centered Nucleophiles to Nitrogen‐Containing Aromatic Heterocycles

Muneer Ahamed, Matthew. H. Todd

European Journal of Organic Chemistry > 2010 > 31 > 5935 - 5942

Nearly a century after the first report of the Reissert reaction the first catalytic, asymmetric example was published. Since then there have been a small number of reports of similar reaction types: activation of nitrogen‐containing aromatic rings through alkylation or acylation, followed by the addition of a carbon‐centered nucleophile to the ring. These reactions place great demands on catalyst...

article

Cyclam-Based “Clickates”: Homogeneous and Heterogeneous Fluorescent Sensors for Zn(II)

Emiliano Tamanini, Kevin Flavin, Majid Motevalli, Silvia Piperno, more

Inorganic Chemistry > 2010 > 49 > 8 > 3789 - 3800

chapter

Chemotherapeutic Development Strategies for Schistosomiasis

Conor R. Caffrey, David L. Williams, Matthew H. Todd, David L. Nelson, more

Antiparasitic and Antibacterial Drug Discovery > Multicellular Parasites > 299 - 321

This chapter contains sections titled: Schistosomiasis: a Neglected Tropical Disease and the Need for New Drugs What's Old is New Again: Analogs of PZQ Alternatives to PZQ – Aminoethanethiosulfuric Acids Alternatives to PZQ: the Artemisinins and Synthetic Trioxolanes Validated Protein Targets for Possible New Therapies Semi‐Automated Medium‐Throughput Phenotypic Screening Conclusions Acknowledgments...

article

Facile synthesis of vicinal diamines via oxidation of N-phenyltetrahydroisoquinolines with DDQ

Althea S.-K. Tsang, Matthew H. Todd

Tetrahedron Letters > 2009 > 50 > 11 > 1199-1202

The oxidation of N-phenyltetrahydroisoquinolines occurs rapidly with DDQ. Under ambient conditions and in the presence of nitromethane, the corresponding β-nitroamine derivatives are isolated in good to excellent yields. Variation in the electronic nature of the isoquinoline and the N-phenyl substituent showed that a broad range of substituents are tolerated, with electronic communication between...

article

A Synthetically Simple, Click-Generated Cyclam-Based Zinc(II) Sensor

Emiliano Tamanini, Arna Katewa, Lisa M. Sedger, Matthew H. Todd, more

Inorganic Chemistry > 2009 > 48 > 1 > 319 - 324

article

Synthesis and DNA binding ability of cyclam–amino acid conjugates

A. Venkata Ramana, Michael Watkinson, Matthew H. Todd

Bioorganic & Medicinal Chemistry Letters > 2008 > 18 > 9 > 3007-3010

N-Substituted cyclam–amino acid conjugates have been synthesised both in solution and on the solid phase. The DNA binding affinity of these species has been studied: the nature of the amino acid strongly influences the change in melting temperature suggesting that simple cyclam–peptide conjugates could interact with DNA in a highly selective manner.

article

Effective Methods for the Biotinylation of Azamacrocycles

Sara J. Krivickas, Emiliano Tamanini, Matthew H. Todd, Michael Watkinson

The Journal of Organic Chemistry > 2007 > 72 > 22 > 8280 - 8289

article

Praziquantel derivatives I: Modification of the aromatic ring

Fiona Ronketti, A. Venkata Ramana, Xia Chao-Ming, Livia Pica-Mattoccia, more

Bioorganic & Medicinal Chemistry Letters > 2007 > 17 > 15 > 4154-4157

Several analogues of the potent anthelmintic praziquantel were prepared with variation in the aromatic ring. The biological activity of these analogues was evaluated and compared against known analogues. Amination of the ring was tolerated while other variations were not. These results have important implications for drug development for schistosomiasis.

article

Open access and open source in chemistry

Matthew H Todd

Chemistry Central Journal > 2007 > 1 > 1 > 1-4

Scientific data are being generated and shared at ever-increasing rates. Two new mechanisms for doing this have developed: open access publishing and open source research. We discuss both, with recent examples, highlighting the differences between the two, and the strengths of both.

article

Improved synthesis of the valuable peptidomimetic intermediate 3-azido-4-hydroxy cyclopentanoic acid

Emiliano Tamanini, Michael Watkinson, Matthew H. Todd

Tetrahedron: Asymmetry > 2006 > 17 > 15 > 2235-2239

An improved synthesis of 3-azido-4-hydroxy cyclopentanoic acid 2 is presented. This molecule is useful as a synthetic scaffold for β-turn mimetics on solid phase, with the selectivity of the turns being dependent on the diastereomer employed. A high diastereoselectivity in the synthesis of this molecule in solution is reported, which may then be attached to the solid phase for the synthesis of peptidomimetic...

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INFONA - science communication portal

Search results for: Matthew H. Todd

The past, present and future of anti-malarial medicines

Molecular Switches for any pH: A Systematic Study of the Versatile Coordination Behaviour of Cyclam Scorpionands

N‐Aryl Groups Are Ubiquitous in Cross‐Dehydrogenative Couplings Because They Stabilize Reactive Intermediates

Selective Displacement of a Scorpionand Triazole Ligand from Metallocyclam Complexes Visualised with NMR Spectroscopy

Using Click Chemistry to Tune the Properties and the Fluorescence Response Mechanism of Structurally Similar Probes for Metal Ions

Synthesis of elongated cavitands via click reactions and their use as chemosensors

Reversing the Triazole Topology in a Cyclam‐Triazole‐Dye Ligand Gives a 10‐Fold Brighter Signal Response to Zn²⁺ in Aqueous Solution

Copper, Nickel, and Zinc Cyclam–Amino Acid and Cyclam–Peptide Complexes May Be Synthesized with “Click” Chemistry and Are Noncytotoxic

A Click Fluorophore Sensor that Can Distinguish Cu^II and Hg^II via Selective Anion‐Induced Demetallation

Aza‐Henry Reactions of 3,4‐Dihydroisoquinoline

Catalytic Asymmetric Additions of Carbon‐Centered Nucleophiles to Nitrogen‐Containing Aromatic Heterocycles

Cyclam-Based “Clickates”: Homogeneous and Heterogeneous Fluorescent Sensors for Zn(II)

Chemotherapeutic Development Strategies for Schistosomiasis

Facile synthesis of vicinal diamines via oxidation of N-phenyltetrahydroisoquinolines with DDQ

A Synthetically Simple, Click-Generated Cyclam-Based Zinc(II) Sensor

Synthesis and DNA binding ability of cyclam–amino acid conjugates

Effective Methods for the Biotinylation of Azamacrocycles

Praziquantel derivatives I: Modification of the aromatic ring

Open access and open source in chemistry

Improved synthesis of the valuable peptidomimetic intermediate 3-azido-4-hydroxy cyclopentanoic acid

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