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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.

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.

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.

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.

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.

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.

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.

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.