Professor Ross Boyle's Outputs (45)

Synthesis of a porphyrin with histidine-like chelate: an efficient path towards molecular PDT/SPECT theranostics (2020)
Journal Article
Yap, S. Y., Savoie, H., Renard, I., Burke, B. P., Sample, H. C., Michue-Seijas, S., Archibald, S. J., Boyle, R. W., & Stasiuk, G. J. (2020). Synthesis of a porphyrin with histidine-like chelate: an efficient path towards molecular PDT/SPECT theranostics. Chemical communications : Chem comm / the Royal Society of Chemistry, 56(75), 11090-11093. https://doi.org/10.1039/d0cc03958f

© The Royal Society of Chemistry 2020. The goal of “personalised” medicine has seen a growing interest in the development of theranostic agents. Bifunctional, and targeted-trifunctional, theranostic water-soluble porphyrins with a histidine-like chel... Read More about Synthesis of a porphyrin with histidine-like chelate: an efficient path towards molecular PDT/SPECT theranostics.

Homo‐ and heterodinuclear arene‐linked osmium(II) and ruthenium(II) organometallics: probing the impact of metal variation on reactivity and biological activity (2020)
Journal Article
Wilson, C. S., Prior, T. J., Sandland, J., Savoie, H., Boyle, R. W., & Murray, B. S. (in press). Homo‐ and heterodinuclear arene‐linked osmium(II) and ruthenium(II) organometallics: probing the impact of metal variation on reactivity and biological activity. Chemistry: a European journal, https://doi.org/10.1002/chem.202002052

Dinuclear metallodrugs offer much potential in the development of novel anticancer chemotherapeutics as a result of the distinct interactions possible with biomacromolecular targets and the unique biological activity that can result. Here, we describ... Read More about Homo‐ and heterodinuclear arene‐linked osmium(II) and ruthenium(II) organometallics: probing the impact of metal variation on reactivity and biological activity.

Synthesis and in Vitro Biological Evaluation of a Second-Generation Multimodal Water-Soluble Porphyrin-RAPTA Conjugate for the Dual-Therapy of Cancers (2020)
Journal Article
Sandland, J., Savoie, H., Boyle, R. W., & Murray, B. S. (2020). Synthesis and in Vitro Biological Evaluation of a Second-Generation Multimodal Water-Soluble Porphyrin-RAPTA Conjugate for the Dual-Therapy of Cancers. Inorganic chemistry, 59(11), 7884-7893. https://doi.org/10.1021/acs.inorgchem.0c01044

In this study, we report the synthesis and biological evaluation of a novel cationic porphyrin-[Ru(η6-arene)(C2O4)PTA] (RAPTA) conjugate with potential as a multimodal dual-therapeutic agent. In the absence of high intensity light, relative to untrea... Read More about Synthesis and in Vitro Biological Evaluation of a Second-Generation Multimodal Water-Soluble Porphyrin-RAPTA Conjugate for the Dual-Therapy of Cancers.

Evaluation of a bispidine‐based chelator for gallium‐68 and of the porphyrin conjugate as PET/PDT theranostic agent (2020)
Journal Article
Price, T., Yap, S. Y., Gillet, R., Savoie, H., Charbonnière, L. J., Boyle, R. W., Nonat, A. M., & Stasiuk, G. J. (2020). Evaluation of a bispidine‐based chelator for gallium‐68 and of the porphyrin conjugate as PET/PDT theranostic agent. Chemistry: a European journal, 26(34), 7602-7608. https://doi.org/10.1002/chem.201905776

In this study a bispidine ligand has been applied to the complexation of gallium(III) and radiolabelled with gallium-68 for the first time. Despite its 5-coordinate nature, the resulting complex is stable in serum for over two hours, demonstrating a... Read More about Evaluation of a bispidine‐based chelator for gallium‐68 and of the porphyrin conjugate as PET/PDT theranostic agent.

The Application of Reversible Intramolecular Sulfonamide Ligation to Modulate Reactivity in Organometallic Ruthenium(II) Diamine Complexes (2020)
Journal Article
Kemp, S. A., Prior, T. J., Savoie, H., Boyle, R. W., & Murray, B. S. (2020). The Application of Reversible Intramolecular Sulfonamide Ligation to Modulate Reactivity in Organometallic Ruthenium(II) Diamine Complexes. Molecules, 25(2), 244. https://doi.org/10.3390/molecules25020244

Metallation of biomacromolecular species forms the basis for the anticancer activity of many metallodrugs. A major limitation of these compounds is that their reactivity is indiscriminate and can, in principle, occur in healthy tissue as well as canc... Read More about The Application of Reversible Intramolecular Sulfonamide Ligation to Modulate Reactivity in Organometallic Ruthenium(II) Diamine Complexes.

Selective radiolabelling with 68Ga under mild conditions: a route towards a porphyrin PET/PDT theranostic agent (2018)
Journal Article
Yap, S. Y., Price, T. W., Savoie, H., Boyle, R. W., & Stasiuk, G. J. (2018). Selective radiolabelling with 68Ga under mild conditions: a route towards a porphyrin PET/PDT theranostic agent. Chemical communications : Chem comm / the Royal Society of Chemistry, 54(57), 7952-7954. https://doi.org/10.1039/c8cc03897j

A theranostic conjugate for use as a positron emission tomography (PET) radiotracer and as a photosensitiser for photodynamic therapy (PDT) has been synthesised. A water-soluble porphyrin was coupled with the bifunctional chelate, H4Dpaa.ga. This con... Read More about Selective radiolabelling with 68Ga under mild conditions: a route towards a porphyrin PET/PDT theranostic agent.

Photo-induced anticancer activity and singlet oxygen production of prodigiosenes (2018)
Journal Article
Savoie, H., Figliola, C., Marchal, E., Crabbe, B. W., Hallett-Tapley, G. L., Boyle, R. W., & Thompson, A. (2018). Photo-induced anticancer activity and singlet oxygen production of prodigiosenes. Photochemical & photobiological sciences : an international journal, 17(5), 599-606. https://doi.org/10.1039/c8pp00060c

© 2018 The Royal Society of Chemistry and Owner Societies. The photo-induced cytotoxicity of prodigiosenes is reported. One prodigiosene represents a synthetic analogue of the natural product prodigiosin, and two are conjugated to molecules that targ... Read More about Photo-induced anticancer activity and singlet oxygen production of prodigiosenes.

Synthesis and Characterization of Temperature-Sensitive and Chemically Cross-Linked Poly(N-isopropylacrylamide)/Photosensitizer Hydrogels for Applications in Photodynamic Therapy (2018)
Journal Article
Belali, S., Savoie, H., O’Brien, J. M., Cafolla, A. A., O’Connell, B., Karimi, A. R., Boyle, R. W., & Senge, M. O. (2018). Synthesis and Characterization of Temperature-Sensitive and Chemically Cross-Linked Poly(N-isopropylacrylamide)/Photosensitizer Hydrogels for Applications in Photodynamic Therapy. Biomacromolecules, 19(5), 1592-1601. https://doi.org/10.1021/acs.biomac.8b00293

Copyright © 2018 American Chemical Society. A novel poly(N-isopropylacrylamide) (PNIPAM) hydrogel containing different photosensitizers (protoporphyrin IX (PpIX), pheophorbide a (Pba), and protoporphyrin IX dimethyl ester (PpIX-DME)) has been synthes... Read More about Synthesis and Characterization of Temperature-Sensitive and Chemically Cross-Linked Poly(N-isopropylacrylamide)/Photosensitizer Hydrogels for Applications in Photodynamic Therapy.

pH-dependent modulation of reactivity in Ruthenium(II) organometallics (2018)
Journal Article
Prior, T. J., Savoie, H., Boyle, R. W., & Murray, B. S. (2018). pH-dependent modulation of reactivity in Ruthenium(II) organometallics. Organometallics, 37(3), 294-297. https://doi.org/10.1021/acs.organomet.7b00868

The pH-dependent intramolecular chelation of a tethered sulfonamide ligand in ruthenium(II) arene complexes is demonstrated, a process shown to modulate metal-centered reactivity toward the model ligand guanosine 5′-monophosphate within the physiolog... Read More about pH-dependent modulation of reactivity in Ruthenium(II) organometallics.

Synthesis of a novel HER2 targeted aza-BODIPY–antibody conjugate: synthesis, photophysical characterisation and in vitro evaluation (2018)
Journal Article
Cheng, M. H. Y., Cheng, M. H., Maruani, A., Savoie, H., Chudasama, V., & Boyle, R. W. (2018). Synthesis of a novel HER2 targeted aza-BODIPY–antibody conjugate: synthesis, photophysical characterisation and in vitro evaluation. Organic & biomolecular chemistry, 16(7), 1144-1149. https://doi.org/10.1039/c7ob02957h

We herein report the synthesis and analysis of a novel aza-BODIPY–antibody conjugate, formed by controlled and regioselective bioconjugation methodology. Employing the clinically relevant antibody, which targets HER2 positive cancers, represents the... Read More about Synthesis of a novel HER2 targeted aza-BODIPY–antibody conjugate: synthesis, photophysical characterisation and in vitro evaluation.

Assembly of high-potency photosensitizer-antibody conjugates through application of dendron multiplier technology (2017)
Journal Article
Rodrigues, J. M., Cheng, M. H., Bryden, F., Maruani, A., Rodrigues, J. M. M., Cheng, M. H. Y., Savoie, H., Beeby, A., Chudasama, V., & Boyle, R. W. (2018). Assembly of high-potency photosensitizer-antibody conjugates through application of dendron multiplier technology. Bioconjugate chemistry, 29(1), 176-181. https://doi.org/10.1021/acs.bioconjchem.7b00678

© 2017 American Chemical Society. Exploitation of photosensitizers as payloads for antibody-based anticancer therapeutics offers a novel alternative to the small pool of commonly utilized cytotoxins. However, existing bioconjugation methodologies are... Read More about Assembly of high-potency photosensitizer-antibody conjugates through application of dendron multiplier technology.

Generation of triplet excited states via photoinduced electron transfer in meso-anthra-BODIPY: fluorogenic response toward singlet oxygen in solution and in vitro (2017)
Journal Article
Filatov, M. A., Karuthedath, S., Polestshuk, P. M., Savoie, H., Flanagan, K. J., Sy, C., Sitte, E., Telitchko, M., Laquai, F., Boyle, R. W., & Senge, M. O. (2017). Generation of triplet excited states via photoinduced electron transfer in meso-anthra-BODIPY: fluorogenic response toward singlet oxygen in solution and in vitro. Journal of the American Chemical Society, 139(18), 6282-6285. https://doi.org/10.1021/jacs.7b00551

© 2017 American Chemical Society. Heavy atom-free BODIPY-anthracene dyads (BADs) generate locally excited triplet states by way of photoinduced electron transfer (PeT), followed by recombination of the resulting charge-separated states (CSS). Subsequ... Read More about Generation of triplet excited states via photoinduced electron transfer in meso-anthra-BODIPY: fluorogenic response toward singlet oxygen in solution and in vitro.

Self-sterilising surfaces to combat healthcare associated infections (2017)
Thesis
Turner, C. L. (2017). Self-sterilising surfaces to combat healthcare associated infections. (Thesis). University of Hull. Retrieved from https://hull-repository.worktribe.com/output/4266419

The immobilisation of photosensitisers on polymeric supports for use in photodynamic antimicrobial chemotherapy has become increasingly popular. The immobilisation of photosensitisers on polymeric supports has been attempted previously by covalent at... Read More about Self-sterilising surfaces to combat healthcare associated infections.

Synthesis and bactericidal properties of porphyrins immobilized in a polyacrylamide support: influence of metal complexation on photoactivity (2017)
Journal Article
Spagnul, C., Turner, L. C., Giuntini, F., Greenman, J., & Boyle, R. W. (2017). Synthesis and bactericidal properties of porphyrins immobilized in a polyacrylamide support: influence of metal complexation on photoactivity. Journal of Materials Chemistry B, 5(9), 1834-1845. https://doi.org/10.1039/c6tb03198f

Spectroscopic and photodynamic properties of three novel polymeric hydrogels bearing porphyrins have been studied in vitro on the recombinant bioluminescent Gram-negative Escherichia coli DH5α to assess their ability to inactivate bacterial strains i... Read More about Synthesis and bactericidal properties of porphyrins immobilized in a polyacrylamide support: influence of metal complexation on photoactivity.

NanoSOSG : a nanostructured fluorescent probe for detection of intracellular singlet oxygen (2017)
Journal Article
Ruiz-González, R., Gulías, Ò., Ruiz-González, R., Bresolí-Obach, R., Gulías, Ò., Agut, M., Savoie, H., Boyle, R. W., Nonell, S., & Giuntini, F. (2017). NanoSOSG : a nanostructured fluorescent probe for detection of intracellular singlet oxygen. Angewandte Chemie, 56(11), 2885-2888. https://doi.org/10.1002/anie.201609050

A biocompatible fluorescent nanoprobe for singlet oxygen (¹O₂) detection in biological systems was designed, synthesized, and characterized, that circumvents many of the limitations of the molecular probe Singlet Oxygen Sensor Green® (SOSG). This wid... Read More about NanoSOSG : a nanostructured fluorescent probe for detection of intracellular singlet oxygen.

Duramycin-porphyrin conjugates for targeting of tumour cells using photodynamic therapy (2016)
Journal Article
Broughton, L. J., Giuntini, F., Savoie, H., Bryden, F., Boyle, R. W., Maraveyas, A., & Madden, L. A. (2016). Duramycin-porphyrin conjugates for targeting of tumour cells using photodynamic therapy. Journal of photochemistry and photobiology. B, Biology, 163, 374-384. https://doi.org/10.1016/j.jphotobiol.2016.09.001

Duramycin, through binding with phosphatidylethanolamine (PE), has been shown to be a selective molecular probe for the targeting and imaging of cancer cells. Photodynamic therapy aims to bring about specific cytotoxic damage to tumours through deliv... Read More about Duramycin-porphyrin conjugates for targeting of tumour cells using photodynamic therapy.

Synthesis, characterization and biological evaluation of a new photoactive hydrogel against Gram-positive and Gram-negative bacteria (2016)
Journal Article
Spagnul, C., Greenman, J., Wainwright, M., Kamil, Z., & Boyle, R. W. (2016). Synthesis, characterization and biological evaluation of a new photoactive hydrogel against Gram-positive and Gram-negative bacteria. Journal of Materials Chemistry B, 4(8), 1499-1509. https://doi.org/10.1039/c5tb02569a

© 2016 The Royal Society of Chemistry. In 2013, the World Health Organization reported that 884 million people lack access to clean potable water. Photodynamic antimicrobial chemotherapy (PACT) is a very promising alternative to conventional antibiot... Read More about Synthesis, characterization and biological evaluation of a new photoactive hydrogel against Gram-positive and Gram-negative bacteria.

Mechanisms of growth inhibition of primary prostate epithelial cells following gamma irradiation or photodynamic therapy including senscence, necrosis, and autophagy, but not apoptosis (2015)
Journal Article
Frame, F. M., Savoie, H., Bryden, F., Giuntini, F., Mann, V. M., Simms, M. S., Boyle, R. W., & Maitland, N. J. (2016). Mechanisms of growth inhibition of primary prostate epithelial cells following gamma irradiation or photodynamic therapy including senscence, necrosis, and autophagy, but not apoptosis. Cancer medicine, 5(1), 61-73. https://doi.org/10.1002/cam4.553

In comparison to more differentiated cells, prostate cancer stem-like cells are radioresistant, which could explain radio-recurrent prostate cancer. Improvement of radiotherapeutic efficacy may therefore require combination therapy. We have investiga... Read More about Mechanisms of growth inhibition of primary prostate epithelial cells following gamma irradiation or photodynamic therapy including senscence, necrosis, and autophagy, but not apoptosis.

Development of PDT/PET theranostics: synthesis and biological evaluation of an ¹⁸F-radiolabeled water soluble porphyrin (2015)
Journal Article
Entract, G. M., Bryden, F., Domarkas, J., Savoie, H., Allott, L., Archibald, S. J., Cawthorne, C., & Boyle, R. W. (2015). Development of PDT/PET theranostics: synthesis and biological evaluation of an ¹⁸F-radiolabeled water soluble porphyrin. Molecular pharmaceutics, 12(12), 4414-4423. https://doi.org/10.1021/acs.molpharmaceut.5b00606

Synthesis of the first water-soluble porphyrin radiolabeled with fluorine-18 is described: a new molecular theranostic agent which integrates the therapeutic selectivity of photodynamic therapy (PDT) with the imaging efficacy of positron emission tom... Read More about Development of PDT/PET theranostics: synthesis and biological evaluation of an ¹⁸F-radiolabeled water soluble porphyrin.

Site-selective multi-porphyrin attachment enables the formation of a next-generation antibody-based photodynamic therapeutic (2015)
Journal Article
Maruani, A., Savoie, H., Bryden, F., Caddick, S., Boyle, R., & Chudasama, V. (2015). Site-selective multi-porphyrin attachment enables the formation of a next-generation antibody-based photodynamic therapeutic. Chemical communications : Chem comm / the Royal Society of Chemistry, 51(83), 15304-15307. https://doi.org/10.1039/c5cc06985h

Herein we present a significant step towards next-generation antibody-based photodynamic therapeutics. Site-selective modification of a clinically relevant monoclonal antibody, with a serum-stable linker bearing a strained alkyne, allows for the cont... Read More about Site-selective multi-porphyrin attachment enables the formation of a next-generation antibody-based photodynamic therapeutic.

Controlled intracellular generation of reactive oxygen species in human mesenchymal stem cells using porphyrin conjugated nanoparticles (2015)
Journal Article
Lavado, A. S., Chauhan, V. M., Zen, A. A., Giuntini, F., Jones, D. R. E., Boyle, R. W., Beeby, A., Chan, W. C., & Aylott, J. W. (2015). Controlled intracellular generation of reactive oxygen species in human mesenchymal stem cells using porphyrin conjugated nanoparticles. Nanoscale, 7(34), 14525-14531. https://doi.org/10.1039/c5nr00795j

Nanoparticles capable of generating controlled amounts of intracellular reactive oxygen species (ROS), that advance the study of oxidative stress and cellular communication, were synthesized by functionalizing polyacrylamide nanoparticles with zinc(I... Read More about Controlled intracellular generation of reactive oxygen species in human mesenchymal stem cells using porphyrin conjugated nanoparticles.

Immobilized photosensitizers for antimicrobial applications (2015)
Journal Article
Spagnul, C., Turner, L. C., & Boyle, R. W. (2015). Immobilized photosensitizers for antimicrobial applications. Journal of photochemistry and photobiology. B, Biology, 150(September), 11-30. https://doi.org/10.1016/j.jphotobiol.2015.04.021

Photodynamic antimicrobial chemotherapy (PACT) is a very promising alternative to conventional antibiotics for the efficient inactivation of pathogenic microorganisms; this is due to the fact that it is virtually impossible for resistant strains to d... Read More about Immobilized photosensitizers for antimicrobial applications.

PET/PDT theranostics: Synthesis and biological evaluation of a peptide-targeted gallium porphyrin (2015)
Journal Article
Bryden, F., Savoie, H., Rosca, E. V., & Boyle, R. W. (2015). PET/PDT theranostics: Synthesis and biological evaluation of a peptide-targeted gallium porphyrin. Dalton Transactions : an international journal of inorganic chemistry, 44(11), 4925-4932. https://doi.org/10.1039/c4dt02949f

The development of novel theranostic agents is an important step in the pathway towards personalised medicine, with the combination of diagnostic and therapeutic modalities into a single treatment agent naturally lending itself to the optimisation an... Read More about PET/PDT theranostics: Synthesis and biological evaluation of a peptide-targeted gallium porphyrin.

Conjugatable water-soluble Pt(ii) and Pd(ii) porphyrin complexes: Novel nano- and molecular probes for optical oxygen tension measurement in tissue engineering (2014)
Journal Article
Giuntini, F., Chauhan, V. M., Aylott, J. W., Rosser, G. A., Athanasiadis, A., Beeby, A., MacRobert, A. J., Brown, R. A., & Boyle, R. W. (2014). Conjugatable water-soluble Pt(ii) and Pd(ii) porphyrin complexes: Novel nano- and molecular probes for optical oxygen tension measurement in tissue engineering. Photochemical & photobiological sciences : an international journal, 13(7), 1039-1051. https://doi.org/10.1039/c4pp00026a

Measurement of oxygen tension in compressed collagen sheets was performed using matrix-embedded optical oxygen sensors based on platinum(II) and palladium(II) porphyrins supported on polyacrylamide nanoparticles. Bespoke, fully water-soluble, mono-fu... Read More about Conjugatable water-soluble Pt(ii) and Pd(ii) porphyrin complexes: Novel nano- and molecular probes for optical oxygen tension measurement in tissue engineering.

Regioselective and stoichiometrically controlled conjugation of photodynamic sensitizers to a HER2 targeting antibody fragment (2014)
Journal Article
Bryden, F., Maruani, A., Savoie, H., Chudasama, V., Smith, M. E. B., Caddick, S., & Boyle, R. W. (2014). Regioselective and stoichiometrically controlled conjugation of photodynamic sensitizers to a HER2 targeting antibody fragment. Bioconjugate chemistry, 25(3), 611-617. https://doi.org/10.1021/bc5000324

The rapidly increasing interest in the synthesis of antibody–drug conjugates as powerful targeted anticancer agents demonstrates the growing appreciation of the power of antibodies and antibody fragments as highly selective targeting moieties. This t... Read More about Regioselective and stoichiometrically controlled conjugation of photodynamic sensitizers to a HER2 targeting antibody fragment.

Huisgen-based conjugation of water-soluble porphyrins to deprotected sugars: Towards mild strategies for the labelling of glycans (2014)
Journal Article
Giuntini, F., Bryden, F., Daly, R., Scanlan, E. M., & Boyle, R. W. (2014). Huisgen-based conjugation of water-soluble porphyrins to deprotected sugars: Towards mild strategies for the labelling of glycans. Organic & biomolecular chemistry, 12(8), 1203-1206. https://doi.org/10.1039/c3ob42306a

Fully deprotected alkynyl-functionalised mono- and oligosaccharides undergo CuAAC-based conjugation with water-soluble porphyrin azides in aqueous environments. The mild reaction conditions are fully compatible with the presence of labile glycosidic... Read More about Huisgen-based conjugation of water-soluble porphyrins to deprotected sugars: Towards mild strategies for the labelling of glycans.

A novel Bodipy-Dipyrrin fluorescent probe: Synthesis and recognition behaviour towards Fe (II) and Zn (II) (2012)
Journal Article
Kursunlu, A. N., Guler, E., Ucan, H. I., & Boyle, R. W. (2012). A novel Bodipy-Dipyrrin fluorescent probe: Synthesis and recognition behaviour towards Fe (II) and Zn (II). Dyes and pigments : an international journal, 94(3), 496-502. https://doi.org/10.1016/j.dyepig.2012.02.006

We present the design, synthesis, characterization and spectral studies for a new Zn (II) and Fe (II) selective fluorescent probe, 4,4-Difluoro-8-{3-[(4-phenoxy-dipyrromethene)propoxy]}-4-bora-3a,4a-diazaindacene (DPYBODPY). DPBODPY consists of a ter... Read More about A novel Bodipy-Dipyrrin fluorescent probe: Synthesis and recognition behaviour towards Fe (II) and Zn (II).

Orthogonally bifunctionalised polyacrylamide nanoparticles: a support for the assembly of multifunctional nanodevices (2012)
Journal Article
Giuntini, F., Dumoulin, F., Daly, R., Ahsen, V., Scanlan, E. M., Lavado, A. S. P., Aylott, J. W., Rosser, G. A., Beeby, A., & Boyle, R. W. (2012). Orthogonally bifunctionalised polyacrylamide nanoparticles: a support for the assembly of multifunctional nanodevices. Nanoscale, 4(6), 2034-2045. https://doi.org/10.1039/c2nr11947a

Polyacrylamide nanoparticles bearing two orthogonal reactive functionalities were prepared by reverse microemulsion polymerisation. Water-soluble photosensitisers and peptide or carbohydrate moieties were sequentially attached to the new nanospecies... Read More about Orthogonally bifunctionalised polyacrylamide nanoparticles: a support for the assembly of multifunctional nanodevices.

Helimeric porphyrinoids: Stereostructure and chiral resolution of meso -tetraarylmorpholinochlorins (2011)
Journal Article
Brückner, C., Götz, D. C. G., Fox, S. P., Ryppa, C., McCarthy, J. R., Bruhn, T., Akhigbe, J., Banerjee, S., Daddario, P., Daniell, H. W., Zeller, M., Boyle, R. W., & Bringmann, G. (2011). Helimeric porphyrinoids: Stereostructure and chiral resolution of meso -tetraarylmorpholinochlorins. Journal of the American Chemical Society, 133(22), 8740-8752. https://doi.org/10.1021/ja202451t

The synthesis and chiral resolution of free-base and Ni(II) complexes of a number of derivatives of meso-tetraphenylmorpholinochlorins, with and without direct β-carbon-to-o-phenyl linkages to the flanking phenyl groups, is described. The morpholinoc... Read More about Helimeric porphyrinoids: Stereostructure and chiral resolution of meso -tetraarylmorpholinochlorins.

Addressing fluorescence and liquid crystal behaviour in multi-mesogenic BODIPY materials (2011)
Journal Article
Benstead, M., Rosser, G. A., Beeby, A., Mehl, G. H., & Boyle, R. W. (2011). Addressing fluorescence and liquid crystal behaviour in multi-mesogenic BODIPY materials. New journal of chemistry = Nouveau journal de chimie, 35(7), 1410-1417. https://doi.org/10.1039/c0nj00990c

Two series of BODIPYs (4,4'-difluoro-3a, 4a-diaza-s-indacene) bearing mesogenic substituents have been synthesised and their fluorescent and self-assembly behaviour has been observed and characterised. In order to induce a strong preference for liqui... Read More about Addressing fluorescence and liquid crystal behaviour in multi-mesogenic BODIPY materials.

Identification of methicillin-resistant Staphylococcus aureus-specific peptides for targeted photoantimicrobial chemotherapy (2011)
Journal Article
Vince, R. V., Madden, L. A., Alonso, C. M., Savoie, H., Boyle, R. W., Todman, M., Paget, T., & Greenman, J. (2011). Identification of methicillin-resistant Staphylococcus aureus-specific peptides for targeted photoantimicrobial chemotherapy. Photochemical & photobiological sciences : an international journal, 10(4), 515-522. https://doi.org/10.1039/c0pp00267d

The increasing prevalence of multi-drug resistant bacteria, such as methicillin-resistant Staphylococcus aureus (MRSA), necessitates development of alternative modes of bacterial targeting which are not hindered by antibiotic resistance and minimise... Read More about Identification of methicillin-resistant Staphylococcus aureus-specific peptides for targeted photoantimicrobial chemotherapy.

4,4′-Difluoro-4-bora-3a,4a-diaza-s-indacenes (BODIPYs) as components of novel light active materials (2011)
Journal Article
Benstead, M., Mehl, G. H., & Boyle, R. W. (2011). 4,4′-Difluoro-4-bora-3a,4a-diaza-s-indacenes (BODIPYs) as components of novel light active materials. Tetrahedron, 67(20), 3573-3601. https://doi.org/10.1016/j.tet.2011.03.028

Applications of BODIPY fluorophores as components of light active materials are reviewed.

Polyacrylamide nanoparticles as a delivery system in photodynamic therapy (2011)
Journal Article
Kuruppuarachchi, M., Lowry, A., Savoie, H., Alonso, C., & Boyle, R. W. (2011). Polyacrylamide nanoparticles as a delivery system in photodynamic therapy. Molecular pharmaceutics, 8(3), 920-931. https://doi.org/10.1021/mp200023y

Nanoparticles can be targeted towards, and accumulate in, tumor tissue by the enhanced permeability and retention effect, if sequestration by the reticuloendothelial system (RES) is avoided. The application of nanoparticles in the field of drug deliv... Read More about Polyacrylamide nanoparticles as a delivery system in photodynamic therapy.

A chemically modified antibody mediates complete eradication of tumours by selective disruption of tumour blood vessels (2011)
Journal Article
Palumbo, A., Hauler, F., Dziunycz, P., Schwager, K., Soltermann, A., Pretto, F., Alonso, C., Hofbauer, G. F., Boyle, R. W., & Neri, D. (2011). A chemically modified antibody mediates complete eradication of tumours by selective disruption of tumour blood vessels. The British Journal of Cancer, 104(7), 1106-1115. https://doi.org/10.1038/bjc.2011.78

Background:The possibility of eradicating cancer by selective destruction of tumour blood vessels may represent an attractive therapeutic avenue, but most pharmaceutical agents investigated so far did not achieve complete cures and are not completely... Read More about A chemically modified antibody mediates complete eradication of tumours by selective disruption of tumour blood vessels.

Mesogenic BODIPYs: An investigation of the correlation between liquid crystalline behaviour and fluorescence intensity (2011)
Journal Article
Benstead, M., Beeby, A., Rosser, G. A., Mehl, G. H., & Boyle, R. W. (2011). Mesogenic BODIPYs: An investigation of the correlation between liquid crystalline behaviour and fluorescence intensity. Photochemical & photobiological sciences : an international journal, 10(6), 992-999. https://doi.org/10.1039/c0pp00388c

A series of mesogenic molecules based on the 4,4¢-di?uoro-3a,4a-diaza-s-indacene (BODIPY) ?uorophore have been synthesised and characterised. Each compound consists of one mesogenic unit, based on a cyanobiphenyl core, and one ?uorophore, of varying... Read More about Mesogenic BODIPYs: An investigation of the correlation between liquid crystalline behaviour and fluorescence intensity.

A set of highly water-soluble tetraethyleneglycol-substituted Zn(ii) phthalocyanines: synthesis, photochemical and photophysical properties, interaction with plasma proteins and in vitro phototoxicity (2010)
Journal Article
Tuncel, S., Dumoulin, F., Gailer, J., Sooriyaarachchi, M., Atilla, D., Durmuş, M., Bouchu, D., Savoie, H., Boyle, R. W., & Ahsen, V. (2011). A set of highly water-soluble tetraethyleneglycol-substituted Zn(ii) phthalocyanines: synthesis, photochemical and photophysical properties, interaction with plasma proteins and in vitro phototoxicity. Dalton Transactions : an international journal of inorganic chemistry, 40(16), 4067-4079. https://doi.org/10.1039/c0dt01260b

Three Zn(II) phthalocyanines substituted by hydroxyl-terminated tetraethylene glycol chains have been synthesized. In order to evaluate the potential of these highly water-soluble phthalocyanines as type II-photosensitisers for photodynamic therapy,... Read More about A set of highly water-soluble tetraethyleneglycol-substituted Zn(ii) phthalocyanines: synthesis, photochemical and photophysical properties, interaction with plasma proteins and in vitro phototoxicity.

Mono- and tri-cationic porphyrin-monoclonal antibody conjugates: photodynamic activity and mechanism of action (2010)
Journal Article
Smith, K., Malatesti, N., Cauchon, N., Hunting, D., Lecomte, R., van Lier, J. E., Greenman, J., & Boyle, R. W. (2011). Mono- and tri-cationic porphyrin-monoclonal antibody conjugates: photodynamic activity and mechanism of action. Immunology, 132(2), 256-265. https://doi.org/10.1111/j.1365-2567.2010.03359.x

Two cationic porphyrins bearing an isothiocyanate group for conjugation to monocolonal antibodies have been synthesized. The two porphyrins conjugated efficiently to three monoclonal antibodies (anti-CD104, anti-CD146 and anti-CD326), which recognize... Read More about Mono- and tri-cationic porphyrin-monoclonal antibody conjugates: photodynamic activity and mechanism of action.

Porphyrin-nanosensor conjugates. New tools for the measurement of intracellular response to reactive oxygen species (2010)
Journal Article
Josefsen, L. B., Aylott, J. W., Beeby, A., Warburton, P., Boyle, J. P., Peers, C., & Boyle, R. W. (2010). Porphyrin-nanosensor conjugates. New tools for the measurement of intracellular response to reactive oxygen species. Photochemical & photobiological sciences : an international journal, 9(6), 801-811. https://doi.org/10.1039/c0pp00004c

Reactive oxygen species (ROS) have for some time been implicated in the onset and progression of medical conditions including cancer, ageing, heart disease and Alzheimer's disease. Recently, it has been postulated that ROS play a much more subtle rol... Read More about Porphyrin-nanosensor conjugates. New tools for the measurement of intracellular response to reactive oxygen species.

Hydrogen bonded dimers vs. one-dimensional chains in 2-thiooxoimidazolidin-4-one (thiohydantoin) drug derivatives (2010)
Journal Article
Jha, S., Silversides, J. D., Boyle, R. W., & Archibald, S. J. (2010). Hydrogen bonded dimers vs. one-dimensional chains in 2-thiooxoimidazolidin-4-one (thiohydantoin) drug derivatives. CrystEngComm RSC, 12(6), 1730-1739. https://doi.org/10.1039/b924683e

Hydantoins have been known as medicinally active compounds since the 1940s and thiohydantoin derivatives are currently undergoing clinical trials as potent androgen receptor antagonist drugs. Control of solid state properties including the formation... Read More about Hydrogen bonded dimers vs. one-dimensional chains in 2-thiooxoimidazolidin-4-one (thiohydantoin) drug derivatives.

Site-specific and stoichiometric conjugation of cationic porphyrins to antiangiogenic monoclonal antibodies (2010)
Journal Article
Alonso, C. M. A., Palumbo, A., Bullous, A. J., Pretto, F., Neri, D., & Boyle, R. W. (2010). Site-specific and stoichiometric conjugation of cationic porphyrins to antiangiogenic monoclonal antibodies. Bioconjugate chemistry, 21(2), 302-313. https://doi.org/10.1021/bc9003537

Synthesis of three new cationic thiol-reactive maleimide-porphyrin derivatives and their use in site-specific conjugation to monoclonal antibodies is reported. The selective reactivity toward thiols is demonstrated using competition experiments, wher... Read More about Site-specific and stoichiometric conjugation of cationic porphyrins to antiangiogenic monoclonal antibodies.

Synthesis and phototoxicity of polyethylene glycol (PEG) substituted metal-free and metallo-porphyrins: Effect of PEG chain length, coordinated metal, and axial ligand (2009)
Journal Article
Mewis, R. E., Savoie, H., Archibald, S. J., & Boyle, R. W. (2009). Synthesis and phototoxicity of polyethylene glycol (PEG) substituted metal-free and metallo-porphyrins: Effect of PEG chain length, coordinated metal, and axial ligand. Photodiagnosis and Photodynamic Therapy, 6(3-4), 200-206. https://doi.org/10.1016/j.pdpdt.2009.08.002

Treatment of 5,10,15,20-tetra(pentafluorophenyl) porphyrins with polyethylene glycol (PEG) halides and sodium sulfide is a mild and efficient route to water-soluble PEG substituted porphyrins. The method has been used to access a series of free-base... Read More about Synthesis and phototoxicity of polyethylene glycol (PEG) substituted metal-free and metallo-porphyrins: Effect of PEG chain length, coordinated metal, and axial ligand.

Glycerol and galactose substituted zinc phthalocyanines. Synthesis and photodynamic activity (2009)
Journal Article
Zorlu, Y., Ermeydan, M. A., Dumoulin, F., Ahsen, V., Savoie, H., & Boyle, R. W. (2009). Glycerol and galactose substituted zinc phthalocyanines. Synthesis and photodynamic activity. Photochemical & photobiological sciences : an international journal, 8(3), 312-318. https://doi.org/10.1039/b817348f

Three novel water soluble, non-ionic, zinc phthalocyanines (Pcs) have been synthesized and their spectroscopic and photodynamic properties investigated in aqueous media. One of the three compounds was shown to be significantly less aggregated, when c... Read More about Glycerol and galactose substituted zinc phthalocyanines. Synthesis and photodynamic activity.

Reductive Amination-A convenient method for generating diverse, mono-functionalised 5,10,15,20-tetraphenyl porphyrins (2009)
Journal Article
Welch, C., Archibald, S. J., & Boyle, R. (2009). Reductive Amination-A convenient method for generating diverse, mono-functionalised 5,10,15,20-tetraphenyl porphyrins. SYNTHESIS, 2009(4), 551-556. https://doi.org/10.1055/s-0028-1083335

Formylation followed by reductive amination of 5,10,15,20-tetraphenyl porphyrin (TPP) is shown to be a versatile synthetic procedure for monosubstitution of the porphyrin core re-giospecifically at one β-position. A diverse range of substituents can... Read More about Reductive Amination-A convenient method for generating diverse, mono-functionalised 5,10,15,20-tetraphenyl porphyrins.

Mesogenic dipyrrins - building blocks for the fabrication of fluorescent and metal-containing materials (2008)
Journal Article
Wilson, C. J., James, L., Mehl, G. H., & Boyle, R. W. (2008). Mesogenic dipyrrins - building blocks for the fabrication of fluorescent and metal-containing materials. Chemical communications : Chem comm / the Royal Society of Chemistry, 4582-4584. https://doi.org/10.1039/b806672h

A new class of mesogenic dipyrrins is reported and their use in the fabrication of fluorescent and metal-containing self assembling materials is demonstrated.

Thioglycosylated cationic porphyrins––convenient synthesis and photodynamic activity in vitro (2004)
Journal Article
Ahmed, S., Davoust, E., Savoie, H., Boa, A. N., & Boyle, R. W. (2004). Thioglycosylated cationic porphyrins––convenient synthesis and photodynamic activity in vitro. Tetrahedron letters; the international organ for the rapid publication of preliminary communications in organic chemistry, 45(31), 6045-6047. https://doi.org/10.1016/j.tetlet.2004.06.021

A convenient and flexible synthesis of meso-tetraaryl porphyrins substituted with three thioglycosyl units, and also bearing one pyridyl substituent is reported. Quaternisation of the pyridine nitrogen with alkyl iodides gives access to a range of wa... Read More about Thioglycosylated cationic porphyrins––convenient synthesis and photodynamic activity in vitro.