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Dr Alexis Perry
Lecturer in Organic Chemistry
3450
+44 (0) 1392 723450
Geoffrey Pope 225
Geoffrey Pope Building, University of Exeter , Stocker Road, Exeter, EX4 4QD, UK
Overview
Molecules that can be used to detect biologically significant chemicals and provide a visual output (e.g. a colour change or fluorescence) are vital tools in elucidating fundamental biological processes and their impact upon disease. Our research seeks to develop novel methods in organic chemistry for the discovery and preparation of new sensors, fluorescence probes and light-controllable ligands, both as biomedical tools and as potential therapeutics. In order to achieve this, our research is focussed upon molecules called spiropyrans. Spiropyrans are well-known for their ability to change between colourless and coloured forms in response to light irradiation; however, they can also be tuned to respond to specific molecules of interest (e.g. they can be designed to change colour if they encounter a specific metal). In our research we exploit this property in several related ways:
• We wish to understand how and why specific spiropyrans can detect specific analytes, and hence be able to design spiropyran-based sensors for biomedically significant chemicals (e.g. to understand the role of metals in Alzheimer’s Diseaese).
• The process of “detection” typically involves binding of a spiropyran to an analyte, and this process can be reversed with light. Consequently, we design spiropyrans for light-controlled capture, transport and release of specific molecules, and this is important in chemical synthesis and targeted drug delivery.
• We design spiropyrans that, when irradiated with light, will sequester chemicals that are vital to cellular function – hence causing cell death. This enables targeted cell death to be achieved simply by focussing light as required, and this has potential for the treatment of several cancer types.
Current methods for preparing spiropyrans are somewhat antiquated and inefficient. Correspondingly, rapid, effective discovery of new spiropyrans exists hand-in-glove with development of new methods for their synthesis, and chemical synthesis shares equal prominence with applied research in our laboratory.
Qualifications
PhD (University of Leeds, 2005; supervised by Prof. Adam Nelson)
MSci Chemistry with Medicinal Chemistry (University of Glasgow, 2001)
Career
2014-present: Lecturer in Organic Chemistry, University of Exeter
Post-doctoral research:
- 2009-2014, University of Exeter (with Dr Mark Wood and Dr Steve Green)
- 2007-2009, University of York (with Prof. Richard Taylor)
- 2005-2006, University of Sydney (with Prof. Max Crossley)
Research group links
Research
Research interests
New methodology for spiropyran synthesis = new opportunities in applied spiropyran research
For over five decades, researchers have uncovered many fascinating spiropyrans with extensive, exciting and important applications. In recent years, however, progress has slowed, principally because synthetic methodology for spiropyran synthesis has not kept pace with the needs of spiropyran discovery. Current synthetic methods for spiropyran synthesis are frequently inefficient, and are strikingly ineffective in generating structural diversity and non-racemic products. This presents a limitation for spiropyran discovery chemistry, wherein new structures with genuinely new properties are rare, and development of spiropyran-based applications is becoming increasingly constrained.
As a synthetic organic chemist by background, my focus in spiropyran chemistry is to address the key deficiencies in current methods for spiropyran synthesis through development of new methodologies, and these then underpin our endeavours in applied spiropyran research. The approaches that we are developing include:
• Multicomponent reaction sequences for efficient synthesis of structurally-diverse spiropyrans
• Combinatorial methods for spiropyran discovery chemistry
• Desymmetrisation methodologies for asymmetric spiropyran synthesis
• New methods for ligation of spiropyrans onto biomolecules of interest
As alluded to above, our development of applied spiropyran research is intrinsically linked to our advances in methodology for spiropyran synthesis. We have previously developed a graphene-spiropyran hybrid material as a platform for sensing for Zn(II), and spiropyran-based sensors for generic M(II) cations and hydrogen sulfide. Our current interests include:
• Light-controlled enantioselective receptors for amino acids
In recent years, the biological importance of D-amino acids has been firmly established against the background of common, genetically-coded L-isomers. D-amino acids are now regarded as essential in mammalian CNS and endocrine function – dysregulation is a feature of neurological diseases such as Alzheimer’s, Parkinson’s, Huntington’s and schizophrenia – and they are found in several important drugs. Consequently, we are designing enantioselective spiropyran-based tools with which to elucidate and manipulate amino acid behaviour comprehensively on a single enantiomer basis, and to facilitate straightforward synthesis of D-amino acids, which are hard to access with current methods
• Light-activated metal chelators for investigating metal dyshomeostasis
The role of metal dyshomeostasis in neurological conditions such as Alzheimer’s disease has been the subject of considerable debate and controversy, and the involvement of metals such as zinc, copper and iron in disease progression remains unclear. To help clarify this situation, we are developing spiropyran-based metal chelators to enable quantification, imaging and transport of each specific metal cation within affected tissues.
• Photodynamic therapy through light-activated iron capture
Research grants
- 2016 MRC Proximity to Discovery
"Maximising Novel Photodynamic Therapy Cancer Drug Development"
Publications
Key publications | Publications by category | Publications by year
Publications by category
Journal articles
Curnow A, Anayo L, Magnussen A, Perry A, Wood M (In Press). AN EXPERIMENTAL INVESTIGATION OF a NOVEL IRON CHELATING PROTOPORPHYRIN IX PRODRUG FOR THE ENHANCEMENT OF PHOTODYNAMIC THERAPY. Lasers in Surgery and Medicine
Wood ME, Alexander BE, Coles SJ, Fox BC, Khan TF, Maliszewski J, Perry A, Pitak MB, Whiteman M (In Press). investigating the generation of hydrogen sulfide from the phosphonamidodithioate slow-release donor GYY4137. MedChemComm
Lintott M, Perry A (2023). Straightforward synthesis of <i>N</i>-arylindoles <i>via</i> one-pot Fischer indolisation–indole <i>N</i>-arylation. RSC Advances, 13(23), 15993-15997. Abstract.
Hughes‐Whiffing CA, Perry A (2022). Three Complementary One‐Pot Four‐Component Reaction Sequences for Rapid, General and Direct Spiropyran Synthesis. European Journal of Organic Chemistry, 26(2). Abstract.
Curnow A, Magnussen A, Reburn C, Perry A, Wood M (2021). Experimental investigation of a combinational iron chelating. protoporphyrin IX prodrug for fluorescence detection and photodynamic therapy. Lasers in Medical Science
Hughes-Whiffing CA, Perry A (2021). One-pot, three-component Fischer indolisation–<i>N</i>-alkylation for rapid synthesis of 1,2,3-trisubstituted indoles. Organic & Biomolecular Chemistry, 19(3), 627-634. Abstract.
Swinson H, Perry A (2020). Three-component spiropyran synthesis via tandem alkylation-condensation. Tetrahedron, 76(23). Abstract.
Curnow A, Perry A, Wood M (2019). Improving in vitro photodynamic therapy through the development of a novel iron chelating aminolaevulinic acid prodrug. Photodiagnosis Photodyn Ther, 25, 157-165. Abstract. Author URL.
Perry A (2019). New mechanism, new chromophore: investigating the electrophilic behaviour of styrylindolium dyes. Org Biomol Chem, 17(19), 4825-4834. Abstract. Author URL.
Brown AR, Green J, Moreman J, Gunnarsson L, Mourabit S, Ball J, Winter M, Trznadel M, Correia A, Hacker C, et al (2018). Cardiovascular Effects and Molecular Mechanisms of Bisphenol a and its Metabolite MBP in Zebrafish. Environmental Science and Technology
Moreman J, Takesono A, Trznadel M, Winter MJ, Perry A, Wood ME, Rogers NJ, Kudoh T, Tyler CR (2018). Estrogenic Mechanisms and Cardiac Responses Following Early Life Exposure to Bisphenol a (BPA) and its Metabolite 4-Methyl-2,4-bis( p-hydroxyphenyl)pent-1-ene (MBP) in Zebrafish. Environ Sci Technol, 52(11), 6656-6665. Abstract. Author URL.
Perry A, Davis K, West L (2018). Synthesis of stereochemically-biased spiropyrans by microwave-promoted, one-pot alkylation-condensation. Organic and Biomolecular Chemistry, 16(39), 7245-7254. Abstract.
Perry A, Kousseff CJ (2017). Synthesis and metal binding properties of N-alkylcarboxyspiropyrans. Beilstein Journal of Organic Chemistry, 13, 1542-1550. Abstract.
Perry A, Miles D (2016). An off-the-shelf sensor for colourimetric detection of sulfide. Tetrahedron Letters, 57(51), 5788-5793. Abstract.
Gerő D, Torregrossa R, Perry A, Waters A, Le-Trionnaire S, Whatmore JL, Wood M, Whiteman M (2016). The novel mitochondria-targeted hydrogen sulfide (H2S) donors AP123 and AP39 protect against hyperglycemic injury in microvascular endothelial cells in vitro. Pharmacol Res, 113(Pt A), 186-198. Abstract. Author URL.
Perry A, Green SJ, Horsell DW, Homett SM, Wood ME (2015). A pyrene-appended spiropyran for selective photo-switchable binding of Zn(II): UV-visible and fluorescence spectroscopy studies of binding and non-covalent attachment to graphene, graphene oxide and carbon nanotubes. TETRAHEDRON, 71(38), 6776-6783. Author URL.
Perry A, Green SJ, Horsell DW, Hornett SM, Wood ME (2015). A pyrene-appended spiropyran for selective photo-switchable binding of Zn(II): UV-visible and fluorescence spectroscopy studies of binding and non-covalent attachment to graphene, graphene oxide and carbon nanotubes. Tetrahedron Abstract.
Tomasova L, Pavlovicova M, Malekova L, Misak A, Kristek F, Grman M, Cacanyiova S, Tomasek M, Tomaskova Z, Perry A, et al (2015). Effects of AP39, a novel triphenylphosphonium derivatised anethole dithiolethione hydrogen sulfide donor, on rat haemodynamic parameters and chloride and calcium Ca<inf>v</inf>3 and RyR2 channels. Nitric Oxide - Biology and Chemistry, 46, 131-144. Abstract.
Tomasova L, Pavlovicova M, Malekova L, Misak A, Kristek F, Grman M, Cacanyiova S, Tomasek M, Tomaskova Z, Perry A, et al (2015). Effects of AP39, a novel triphenylphosphonium derivatised anethole dithiolethione hydrogen sulfide donor, on rat haemodynamic parameters and chloride and calcium Cav3 and RyR2 channels. Nitric Oxide, 46, 131-144. Abstract. Author URL.
Whiteman M, Perry A, Zhou Z, Bucci M, Papapetropoulos A, Cirino G, Wood ME (2015). Phosphinodithioate and Phosphoramidodithioate Hydrogen Sulfide Donors. Handb Exp Pharmacol, 230, 337-363. Abstract. Author URL.
Hurst TE, Gorman RM, Drouhin P, Perry A, Taylor RJK (2014). A direct C-H/Ar-H coupling approach to oxindoles, thio-oxindoles, 3,4-dihydro-1 H-quinolin-2-ones, and 1,2,3,4-tetrahydroquinolines. Chemistry (Weinheim an der Bergstrasse, Germany), 20(43), 14063-14073. Abstract.
Hurst TE, Gorman RM, Drouhin P, Perry A, Taylor RJK (2014). A direct C-H/Ar-H coupling approach to oxindoles, thio-oxindoles, 3,4-dihydro-1 H-quinolin-2-ones, and 1,2,3,4-tetrahydroquinolines. Chemistry, 20(43), 14063-14073. Abstract. Author URL.
Szczesny B, Módis K, Yanagi K, Coletta C, Le Trionnaire S, Perry A, Wood ME, Whiteman M, Szabo C (2014). AP39, a novel mitochondria-targeted hydrogen sulfide donor, stimulates cellular bioenergetics, exerts cytoprotective effects and protects against the loss of mitochondrial DNA integrity in oxidatively stressed endothelial cells in vitro. Nitric Oxide - Biology and Chemistry, 41, 120-130. Abstract.
Szczesny B, Módis K, Yanagi K, Coletta C, Le Trionnaire S, Perry A, Wood ME, Whiteman M, Szabo C (2014). AP39, a novel mitochondria-targeted hydrogen sulfide donor, stimulates cellular bioenergetics, exerts cytoprotective effects and protects against the loss of mitochondrial DNA integrity in oxidatively stressed endothelial cells in vitro. Nitric Oxide, 41, 120-130. Abstract. Author URL.
Le Trionnaire S, Perry A, Szczesny B, Szabo C, Winyard PG, Whatmore JL, Wood ME, Whiteman M (2014). The synthesis and functional evaluation of a mitochondria-targeted hydrogen sulfide donor, (10-oxo-10-(4-(3-thioxo-3H-1,2-dithiol-5-yl)phenoxy)decyl) triphenylphosphonium bromide (AP39). MedChemComm, 5(6), 728-736. Abstract.
Yong QC, Cheong JL, Hua F, Deng LW, Khoo YM, Lee HS, Perry A, Wood M, Whiteman M, Bian JS, et al (2012). Erratum: Regulation of heart function by endogenous gaseous mediators-crosstalk between nitric oxide and hydrogen sulfide (Antioxidants and Redox Signaling (2011) 14 (2081-2091)). Antioxidants and Redox Signaling, 16(7).
Yong Q-C, Cheong JL, Hua F, Deng L-W, Khoo YM, Lee H-S, Perry A, Wood M, Whiteman M, Bian J-S, et al (2011). Regulation of heart function by endogenous gaseous mediators-crosstalk between nitric oxide and hydrogen sulfide. Antioxid Redox Signal, 14(11), 2081-2091. Abstract. Author URL.
Klein JEMN, Perry A, Pugh DS, Taylor RJK (2010). First C-H activation route to oxindoles using copper catalysis. Org Lett, 12(15), 3446-3449. Abstract. Author URL.
Pugh DS, Klein JEMN, Perry A, Taylor RJK (2010). Preparation of 3-alkyl-oxindoles by copper(II)-mediated C-H, Ar-H coupling followed by decarboxyalkylation. Synlett(6), 934-938. Abstract.
Lubkoll J, Millemaggi A, Perry A, Taylor RJK (2010). Tandem Horner-Wadsworth-Emmons/Heck procedures for the preparation of 3-alkenyl-oxindoles: the synthesis of Semaxanib and GW441756. Tetrahedron, 66(33), 6606-6612. Abstract.
Nelson A, Bone H, Damiano M, Welham M, Bartlett S, Perry A, Cordier CJ, Warriner S, Leach SG, Morton D, et al (2009). Exploring biologically-relevant chemical space with macrocyclic ligands. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 238 Author URL.
Bone HK, Damiano T, Bartlett S, Perry A, Letchford J, Ripoll YS, Nelson AS, Welham MJ (2009). Involvement of GSK-3 in Regulation of Murine Embryonic Stem Cell Self-Renewal Revealed by a Series of Bisindolylmaleimides. Chemistry and Biology, 16(1), 15-27. Abstract.
Perry A, Taylor RJK (2009). Oxindole synthesis by direct C-H, Ar-H coupling. Chem Commun (Camb)(22), 3249-3251. Abstract. Author URL.
Millemaggi A, Perry A, Whitwood AC, Taylor RJK (2009). Telescoped enolate arylation/HWE procedure for the preparation of 3-alkenyl-oxindoles: the first synthesis of soulieotine. European Journal of Organic Chemistry(18), 2947-2952. Abstract.
Edwards MG, Kenworthy MN, Kitson RRA, Perry A, Scott MS, Whitwood AC, Taylor RJK (2008). The preparation of α-alkylidene-γ-butyrolactones using a telescoped intramolecular Michael/Olefination (TIMO) sequence: Synthesis of (+)-paeonilactone B. European Journal of Organic Chemistry(28), 4769-4783. Abstract.
Hodgson R, Kennedy A, Nelson A, Perry A (2007). Synthesis of 3-sulfonyloxypyridines:: Oxidative ring expansion of α-furylsulfonamides and N→O sulfonyl transfer. SYNLETT(7), 1043-1046. Author URL.
Kennedy A, Nelson A, Perry A (2005). A general, two-directional approach to aza-C-(1 → 1)-linked disaccharide mimetics. Chemical Communications(12), 1646-1648. Abstract.
Kennedy A, Nelson A, Perry A (2005). Methods for the synthesis of polyhydroxylated piperidines by diastereoselective dihydroxylation: Exploitation in the two-directional synthesis of aza-C-linked disaccharide derivatives. Beilstein Journal of Organic Chemistry, 1 Abstract.
Kennedy A, Nelson A, Perry A (2004). Highly diastereoselective addition of ketone enolates to N-sulfinyl imines: Asymmetric synthesis of syn- and anti-1,3-amino alcohol derivatives. Synlett(6), 967-970. Abstract.
Armstrong SK, Cross RJ, Farrugia LJ, Nichols DA, Perry A (2002). Semi-rigid bis-phosphane ligands for metallamacrocycle formation. European Journal of Inorganic Chemistry(1), 141-151. Abstract.
Chapters
McAllister GD, Perry A, Taylor RJK (2008). Diaziridines and diazirines. In (Ed) Comprehensive Heterocyclic Chemistry III, 539-557.
Conferences
Reburn C, Anayo L, Magnussen A, Perry A, Wood M, Curnow A (2019). Experimental findings utilising a new iron chelating ALA prodrug to enhance protoporphyrin IX-induced photodynamic therapy. Abstract.
Waters A, Torregrossa R, Gero D, Perry A, Wood ME, Whiteman M (2017). RT01, a Novel Derivative of the Mitochondria-targeted Hydrogen Sulfide Donor AP39, Reversed Hyperglycaemia-induced Mitochondrial Dysfunction in Murine Brain Microvascular Endothelial Cells. Author URL.
Gero D, Torregrossa R, Waters A, Perry A, Wood ME, Whiteman M (2016). Mitochondria-Targeted Hydrogen Sulfide Donors Protect Microvascular Endothelial Cells from Hyperglycaemia-Induced Metabolic Changes and Oxidative Damage. Author URL.
Alexander BE, Coles SJ, Khan TF, Maliszewsi J, Perry A, Pitak MP, Whiteman M, Wood ME (2015). Investigating the generation of hydrogen sulphide from the phosphinodithioate slow-release donor GYY4137: Novel products and experimental tools. Author URL.
Tomasova L, Misak A, Kristek F, Perry A, Wood ME, Ondrias K, Whiteman M (2014). Effects of a Novel Triphenylphosphonium Derivatised Anethole Dithiolethione Hydrogen Sulfide (H<sub>2</sub>S) Donor, AP39, on Cardiac Ion Channels and on Haemodynamic Parameters in Normotensive and Hypertensive Rats <i>in Vivo</i>. Author URL.
Whiteman M, Perry A, Wood ME (2014). H<sub>2</sub>S in inflammation: Time for resolution?. Author URL.
Gero D, Szczesny B, Modis K, Yanagi K, Wood ME, Perry A, Szabo C, Whiteman M (2014). Mitochondira-targeted hydrogen sulfide donors AP39 and AP123 attenuate hyperglycaemia-induced oxidative stress and loss of bioenergetics in microvascular endothelial cells. Author URL.
Gero D, Szczesny B, Perry A, Modis K, Wood ME, Szabo C, Whiteman M (2014). Novel Mitochondria-Targeted Hydrogen Sulfide (H<sub>2</sub>S) Donors AP39 and AP123 Attenuate Hyperglycaemia-Induced Oxidative Stress and Loss of Bioenergetics in Microvascular Endothelial Cells. Author URL.
Ferguson D, Perry A, Wood ME, Winyard PG, Whiteman M (2014). Potentiation of Methyl Aminolevulinate (MAL)-Induced Photodynamic Therapy (PDT) Killing of Skin Cancer Cells by Mitochondria-Targeted Hydrogen Sulfide (H<sub>2</sub>S) Donors. Author URL.
Le Trionnaire S, Perry A, Whatmore JL, Wood ME, Whiteman M (2013). Mitochondria-targeted hydrogen sulfide donors: a novel twist to an old "tail"?. Author URL.
Whiteman M, Perry A, Le Trionnaire S, Whatmore JL, Ahmed T, Fox B, Kerr P, Haigh R, Winyard PG, Wood ME, et al (2013). Modulation of inflammatory and vascular signalling by novel slow release and mitochondria-targeted H<sub>2</sub>S donors. Author URL.
Whatmore JL, Wolanska KI, Perry A, Wood ME, Whiteman M (2013). Slow release hydrogen sulfide (H<sub>2</sub>S) donors prevent hyperglycaemia-induced glycocalyx loss in retinal mirovascular endothelial cells. Author URL.
Fox B, Perry A, Winyard P, Wood ME, Whiteman M (2012). Characterising the effect of novel slow-release H<sub>2</sub>S donors on pro-inflammatory enzyme activity in human cartilage cells. Author URL.
Fox B, Holland T, Perry A, Wood ME, Whiteman M (2012). Characterising the effect of novel slow-release H<sub>2</sub>S donors on pro-inflammatory enzyme activity in human cartilage cells. Author URL.
Fox B, Holland T, Perry A, Winyard PG, Wood ME, Whiteman M (2012). Defining the Effect of Novel Slow-Release H<sub>2</sub>S Donors on Pro-Inflammatory Mediators and Enzymes in Human Joint Cells. Author URL.
Wolanska K, Perry A, Wood ME, Chibber R, Whatmore J, Whiteman M (2012). Hydrogen sulfide - a novel guardian of the endothelial glycocalyx?. Author URL.
Le Trionnaire S, Perry A, Whatmore JL, Winyard PG, Wood ME, Whiteman M (2012). Mitochondria-Targeted Slow Release Hydrogen Donors: a Novel Link to an Old 'tail'?. Author URL.
Le Trionnaire S, Whatmore J, Perry A, Wood ME, Matthew W (2012). Slow release H<sub>2</sub>S donors protect human microvascular endothelial cells from oxidative stress induced cell death: Markedly increased potency by mitochondria-targeting. Author URL.
Le Trionnaire S, Whatmore JL, Perry A, Wood ME, Whiteman M (2012). Slow release H<sub>2</sub>S donors protect human microvascular endothelial cells from oxidative stress induced cell death: Markedly increased potency by mitochondria-targetting. Author URL.
Le Trionnaire S, Whatmore JL, Perry A, Wood ME, Whiteman M (2011). Endogenous hydrogen sulfide (H2 S) and novel slow release H2S donors protect human endothelial cells from oxidative stress-induced cell death. Author URL.
Le Trionnaire S, Whatmore J, Perry A, Wood ME, Whiteman M (2011). Endogenous hydrogen sulphide (H<sub>2</sub>S) and novel slow release H<sub>2</sub>S donors protect human microvascular endothelial cells from oxidative stress-induced cell death. Author URL.
Chopra M, Perry A, Hodgkinson A, Wood ME, Whiteman M (2010). Contrasting Effects of 'Fast' and 'Slow' Releasing H<sub>2</sub>S Donors on β Cell Viability in the Diabetic Milieu. Author URL.
Publications by year
In Press
Curnow A, Anayo L, Magnussen A, Perry A, Wood M (In Press). AN EXPERIMENTAL INVESTIGATION OF a NOVEL IRON CHELATING PROTOPORPHYRIN IX PRODRUG FOR THE ENHANCEMENT OF PHOTODYNAMIC THERAPY. Lasers in Surgery and Medicine
Wood ME, Alexander BE, Coles SJ, Fox BC, Khan TF, Maliszewski J, Perry A, Pitak MB, Whiteman M (In Press). investigating the generation of hydrogen sulfide from the phosphonamidodithioate slow-release donor GYY4137. MedChemComm
2023
Lintott M, Perry A (2023). Straightforward synthesis of <i>N</i>-arylindoles <i>via</i> one-pot Fischer indolisation–indole <i>N</i>-arylation. RSC Advances, 13(23), 15993-15997. Abstract.
2022
Hughes‐Whiffing CA, Perry A (2022). Three Complementary One‐Pot Four‐Component Reaction Sequences for Rapid, General and Direct Spiropyran Synthesis. European Journal of Organic Chemistry, 26(2). Abstract.
2021
Curnow A, Magnussen A, Reburn C, Perry A, Wood M (2021). Experimental investigation of a combinational iron chelating. protoporphyrin IX prodrug for fluorescence detection and photodynamic therapy. Lasers in Medical Science
Hughes-Whiffing CA, Perry A (2021). One-pot, three-component Fischer indolisation–<i>N</i>-alkylation for rapid synthesis of 1,2,3-trisubstituted indoles. Organic & Biomolecular Chemistry, 19(3), 627-634. Abstract.
2020
Swinson H, Perry A (2020). Three-component spiropyran synthesis via tandem alkylation-condensation. Tetrahedron, 76(23). Abstract.
2019
Reburn C, Anayo L, Magnussen A, Perry A, Wood M, Curnow A (2019). Experimental findings utilising a new iron chelating ALA prodrug to enhance protoporphyrin IX-induced photodynamic therapy. Abstract.
Curnow A, Perry A, Wood M (2019). Improving in vitro photodynamic therapy through the development of a novel iron chelating aminolaevulinic acid prodrug. Photodiagnosis Photodyn Ther, 25, 157-165. Abstract. Author URL.
Perry A (2019). New mechanism, new chromophore: investigating the electrophilic behaviour of styrylindolium dyes. Org Biomol Chem, 17(19), 4825-4834. Abstract. Author URL.
2018
Brown AR, Green J, Moreman J, Gunnarsson L, Mourabit S, Ball J, Winter M, Trznadel M, Correia A, Hacker C, et al (2018). Cardiovascular Effects and Molecular Mechanisms of Bisphenol a and its Metabolite MBP in Zebrafish. Environmental Science and Technology
Moreman J, Takesono A, Trznadel M, Winter MJ, Perry A, Wood ME, Rogers NJ, Kudoh T, Tyler CR (2018). Estrogenic Mechanisms and Cardiac Responses Following Early Life Exposure to Bisphenol a (BPA) and its Metabolite 4-Methyl-2,4-bis( p-hydroxyphenyl)pent-1-ene (MBP) in Zebrafish. Environ Sci Technol, 52(11), 6656-6665. Abstract. Author URL.
Perry A, Davis K, West L (2018). Synthesis of stereochemically-biased spiropyrans by microwave-promoted, one-pot alkylation-condensation. Organic and Biomolecular Chemistry, 16(39), 7245-7254. Abstract.
2017
Waters A, Torregrossa R, Gero D, Perry A, Wood ME, Whiteman M (2017). RT01, a Novel Derivative of the Mitochondria-targeted Hydrogen Sulfide Donor AP39, Reversed Hyperglycaemia-induced Mitochondrial Dysfunction in Murine Brain Microvascular Endothelial Cells. Author URL.
Perry A, Kousseff CJ (2017). Synthesis and metal binding properties of N-alkylcarboxyspiropyrans. Beilstein Journal of Organic Chemistry, 13, 1542-1550. Abstract.
2016
Perry A, Miles D (2016). An off-the-shelf sensor for colourimetric detection of sulfide. Tetrahedron Letters, 57(51), 5788-5793. Abstract.
Gero D, Torregrossa R, Waters A, Perry A, Wood ME, Whiteman M (2016). Mitochondria-Targeted Hydrogen Sulfide Donors Protect Microvascular Endothelial Cells from Hyperglycaemia-Induced Metabolic Changes and Oxidative Damage. Author URL.
Gerő D, Torregrossa R, Perry A, Waters A, Le-Trionnaire S, Whatmore JL, Wood M, Whiteman M (2016). The novel mitochondria-targeted hydrogen sulfide (H2S) donors AP123 and AP39 protect against hyperglycemic injury in microvascular endothelial cells in vitro. Pharmacol Res, 113(Pt A), 186-198. Abstract. Author URL.
2015
Perry A, Green SJ, Horsell DW, Homett SM, Wood ME (2015). A pyrene-appended spiropyran for selective photo-switchable binding of Zn(II): UV-visible and fluorescence spectroscopy studies of binding and non-covalent attachment to graphene, graphene oxide and carbon nanotubes. TETRAHEDRON, 71(38), 6776-6783. Author URL.
Perry A, Green SJ, Horsell DW, Hornett SM, Wood ME (2015). A pyrene-appended spiropyran for selective photo-switchable binding of Zn(II): UV-visible and fluorescence spectroscopy studies of binding and non-covalent attachment to graphene, graphene oxide and carbon nanotubes. Tetrahedron Abstract.
Tomasova L, Pavlovicova M, Malekova L, Misak A, Kristek F, Grman M, Cacanyiova S, Tomasek M, Tomaskova Z, Perry A, et al (2015). Effects of AP39, a novel triphenylphosphonium derivatised anethole dithiolethione hydrogen sulfide donor, on rat haemodynamic parameters and chloride and calcium Ca<inf>v</inf>3 and RyR2 channels. Nitric Oxide - Biology and Chemistry, 46, 131-144. Abstract.
Tomasova L, Pavlovicova M, Malekova L, Misak A, Kristek F, Grman M, Cacanyiova S, Tomasek M, Tomaskova Z, Perry A, et al (2015). Effects of AP39, a novel triphenylphosphonium derivatised anethole dithiolethione hydrogen sulfide donor, on rat haemodynamic parameters and chloride and calcium Cav3 and RyR2 channels. Nitric Oxide, 46, 131-144. Abstract. Author URL.
Alexander BE, Coles SJ, Khan TF, Maliszewsi J, Perry A, Pitak MP, Whiteman M, Wood ME (2015). Investigating the generation of hydrogen sulphide from the phosphinodithioate slow-release donor GYY4137: Novel products and experimental tools. Author URL.
Whiteman M, Perry A, Zhou Z, Bucci M, Papapetropoulos A, Cirino G, Wood ME (2015). Phosphinodithioate and Phosphoramidodithioate Hydrogen Sulfide Donors. Handb Exp Pharmacol, 230, 337-363. Abstract. Author URL.
2014
Hurst TE, Gorman RM, Drouhin P, Perry A, Taylor RJK (2014). A direct C-H/Ar-H coupling approach to oxindoles, thio-oxindoles, 3,4-dihydro-1 H-quinolin-2-ones, and 1,2,3,4-tetrahydroquinolines. Chemistry (Weinheim an der Bergstrasse, Germany), 20(43), 14063-14073. Abstract.
Hurst TE, Gorman RM, Drouhin P, Perry A, Taylor RJK (2014). A direct C-H/Ar-H coupling approach to oxindoles, thio-oxindoles, 3,4-dihydro-1 H-quinolin-2-ones, and 1,2,3,4-tetrahydroquinolines. Chemistry, 20(43), 14063-14073. Abstract. Author URL.
Szczesny B, Módis K, Yanagi K, Coletta C, Le Trionnaire S, Perry A, Wood ME, Whiteman M, Szabo C (2014). AP39, a novel mitochondria-targeted hydrogen sulfide donor, stimulates cellular bioenergetics, exerts cytoprotective effects and protects against the loss of mitochondrial DNA integrity in oxidatively stressed endothelial cells in vitro. Nitric Oxide - Biology and Chemistry, 41, 120-130. Abstract.
Szczesny B, Módis K, Yanagi K, Coletta C, Le Trionnaire S, Perry A, Wood ME, Whiteman M, Szabo C (2014). AP39, a novel mitochondria-targeted hydrogen sulfide donor, stimulates cellular bioenergetics, exerts cytoprotective effects and protects against the loss of mitochondrial DNA integrity in oxidatively stressed endothelial cells in vitro. Nitric Oxide, 41, 120-130. Abstract. Author URL.
Tomasova L, Misak A, Kristek F, Perry A, Wood ME, Ondrias K, Whiteman M (2014). Effects of a Novel Triphenylphosphonium Derivatised Anethole Dithiolethione Hydrogen Sulfide (H<sub>2</sub>S) Donor, AP39, on Cardiac Ion Channels and on Haemodynamic Parameters in Normotensive and Hypertensive Rats <i>in Vivo</i>. Author URL.
Whiteman M, Perry A, Wood ME (2014). H<sub>2</sub>S in inflammation: Time for resolution?. Author URL.
Gero D, Szczesny B, Modis K, Yanagi K, Wood ME, Perry A, Szabo C, Whiteman M (2014). Mitochondira-targeted hydrogen sulfide donors AP39 and AP123 attenuate hyperglycaemia-induced oxidative stress and loss of bioenergetics in microvascular endothelial cells. Author URL.
Gero D, Szczesny B, Perry A, Modis K, Wood ME, Szabo C, Whiteman M (2014). Novel Mitochondria-Targeted Hydrogen Sulfide (H<sub>2</sub>S) Donors AP39 and AP123 Attenuate Hyperglycaemia-Induced Oxidative Stress and Loss of Bioenergetics in Microvascular Endothelial Cells. Author URL.
Ferguson D, Perry A, Wood ME, Winyard PG, Whiteman M (2014). Potentiation of Methyl Aminolevulinate (MAL)-Induced Photodynamic Therapy (PDT) Killing of Skin Cancer Cells by Mitochondria-Targeted Hydrogen Sulfide (H<sub>2</sub>S) Donors. Author URL.
Le Trionnaire S, Perry A, Szczesny B, Szabo C, Winyard PG, Whatmore JL, Wood ME, Whiteman M (2014). The synthesis and functional evaluation of a mitochondria-targeted hydrogen sulfide donor, (10-oxo-10-(4-(3-thioxo-3H-1,2-dithiol-5-yl)phenoxy)decyl) triphenylphosphonium bromide (AP39). MedChemComm, 5(6), 728-736. Abstract.
2013
Le Trionnaire S, Perry A, Whatmore JL, Wood ME, Whiteman M (2013). Mitochondria-targeted hydrogen sulfide donors: a novel twist to an old "tail"?. Author URL.
Whiteman M, Perry A, Le Trionnaire S, Whatmore JL, Ahmed T, Fox B, Kerr P, Haigh R, Winyard PG, Wood ME, et al (2013). Modulation of inflammatory and vascular signalling by novel slow release and mitochondria-targeted H<sub>2</sub>S donors. Author URL.
Whatmore JL, Wolanska KI, Perry A, Wood ME, Whiteman M (2013). Slow release hydrogen sulfide (H<sub>2</sub>S) donors prevent hyperglycaemia-induced glycocalyx loss in retinal mirovascular endothelial cells. Author URL.
2012
Fox B, Perry A, Winyard P, Wood ME, Whiteman M (2012). Characterising the effect of novel slow-release H<sub>2</sub>S donors on pro-inflammatory enzyme activity in human cartilage cells. Author URL.
Fox B, Holland T, Perry A, Wood ME, Whiteman M (2012). Characterising the effect of novel slow-release H<sub>2</sub>S donors on pro-inflammatory enzyme activity in human cartilage cells. Author URL.
Whiteman ML, Wood ME, Perry A (2012). Compounds for use in the treatment of plants. Abstract. Author URL.
Fox B, Holland T, Perry A, Winyard PG, Wood ME, Whiteman M (2012). Defining the Effect of Novel Slow-Release H<sub>2</sub>S Donors on Pro-Inflammatory Mediators and Enzymes in Human Joint Cells. Author URL.
Yong QC, Cheong JL, Hua F, Deng LW, Khoo YM, Lee HS, Perry A, Wood M, Whiteman M, Bian JS, et al (2012). Erratum: Regulation of heart function by endogenous gaseous mediators-crosstalk between nitric oxide and hydrogen sulfide (Antioxidants and Redox Signaling (2011) 14 (2081-2091)). Antioxidants and Redox Signaling, 16(7).
Wolanska K, Perry A, Wood ME, Chibber R, Whatmore J, Whiteman M (2012). Hydrogen sulfide - a novel guardian of the endothelial glycocalyx?. Author URL.
Le Trionnaire S, Perry A, Whatmore JL, Winyard PG, Wood ME, Whiteman M (2012). Mitochondria-Targeted Slow Release Hydrogen Donors: a Novel Link to an Old 'tail'?. Author URL.
Le Trionnaire S, Whatmore J, Perry A, Wood ME, Matthew W (2012). Slow release H<sub>2</sub>S donors protect human microvascular endothelial cells from oxidative stress induced cell death: Markedly increased potency by mitochondria-targeting. Author URL.
Le Trionnaire S, Whatmore JL, Perry A, Wood ME, Whiteman M (2012). Slow release H<sub>2</sub>S donors protect human microvascular endothelial cells from oxidative stress induced cell death: Markedly increased potency by mitochondria-targetting. Author URL.
2011
Le Trionnaire S, Whatmore JL, Perry A, Wood ME, Whiteman M (2011). Endogenous hydrogen sulfide (H2 S) and novel slow release H2S donors protect human endothelial cells from oxidative stress-induced cell death. Author URL.
Le Trionnaire S, Whatmore J, Perry A, Wood ME, Whiteman M (2011). Endogenous hydrogen sulphide (H<sub>2</sub>S) and novel slow release H<sub>2</sub>S donors protect human microvascular endothelial cells from oxidative stress-induced cell death. Author URL.
Yong Q-C, Cheong JL, Hua F, Deng L-W, Khoo YM, Lee H-S, Perry A, Wood M, Whiteman M, Bian J-S, et al (2011). Regulation of heart function by endogenous gaseous mediators-crosstalk between nitric oxide and hydrogen sulfide. Antioxid Redox Signal, 14(11), 2081-2091. Abstract. Author URL.
2010
Chopra M, Perry A, Hodgkinson A, Wood ME, Whiteman M (2010). Contrasting Effects of 'Fast' and 'Slow' Releasing H<sub>2</sub>S Donors on β Cell Viability in the Diabetic Milieu. Author URL.
Klein JEMN, Perry A, Pugh DS, Taylor RJK (2010). First C-H activation route to oxindoles using copper catalysis. Org Lett, 12(15), 3446-3449. Abstract. Author URL.
Pugh DS, Klein JEMN, Perry A, Taylor RJK (2010). Preparation of 3-alkyl-oxindoles by copper(II)-mediated C-H, Ar-H coupling followed by decarboxyalkylation. Synlett(6), 934-938. Abstract.
Lubkoll J, Millemaggi A, Perry A, Taylor RJK (2010). Tandem Horner-Wadsworth-Emmons/Heck procedures for the preparation of 3-alkenyl-oxindoles: the synthesis of Semaxanib and GW441756. Tetrahedron, 66(33), 6606-6612. Abstract.
2009
Nelson A, Bone H, Damiano M, Welham M, Bartlett S, Perry A, Cordier CJ, Warriner S, Leach SG, Morton D, et al (2009). Exploring biologically-relevant chemical space with macrocyclic ligands. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 238 Author URL.
Bone HK, Damiano T, Bartlett S, Perry A, Letchford J, Ripoll YS, Nelson AS, Welham MJ (2009). Involvement of GSK-3 in Regulation of Murine Embryonic Stem Cell Self-Renewal Revealed by a Series of Bisindolylmaleimides. Chemistry and Biology, 16(1), 15-27. Abstract.
Perry A, Taylor RJK (2009). Oxindole synthesis by direct C-H, Ar-H coupling. Chem Commun (Camb)(22), 3249-3251. Abstract. Author URL.
Millemaggi A, Perry A, Whitwood AC, Taylor RJK (2009). Telescoped enolate arylation/HWE procedure for the preparation of 3-alkenyl-oxindoles: the first synthesis of soulieotine. European Journal of Organic Chemistry(18), 2947-2952. Abstract.
2008
McAllister GD, Perry A, Taylor RJK (2008). Diaziridines and diazirines. In (Ed) Comprehensive Heterocyclic Chemistry III, 539-557.
Edwards MG, Kenworthy MN, Kitson RRA, Perry A, Scott MS, Whitwood AC, Taylor RJK (2008). The preparation of α-alkylidene-γ-butyrolactones using a telescoped intramolecular Michael/Olefination (TIMO) sequence: Synthesis of (+)-paeonilactone B. European Journal of Organic Chemistry(28), 4769-4783. Abstract.
2007
Hodgson R, Kennedy A, Nelson A, Perry A (2007). Synthesis of 3-sulfonyloxypyridines:: Oxidative ring expansion of α-furylsulfonamides and N→O sulfonyl transfer. SYNLETT(7), 1043-1046. Author URL.
2005
Kennedy A, Nelson A, Perry A (2005). A general, two-directional approach to aza-C-(1 → 1)-linked disaccharide mimetics. Chemical Communications(12), 1646-1648. Abstract.
Kennedy A, Nelson A, Perry A (2005). Methods for the synthesis of polyhydroxylated piperidines by diastereoselective dihydroxylation: Exploitation in the two-directional synthesis of aza-C-linked disaccharide derivatives. Beilstein Journal of Organic Chemistry, 1 Abstract.
2004
Kennedy A, Nelson A, Perry A (2004). Highly diastereoselective addition of ketone enolates to N-sulfinyl imines: Asymmetric synthesis of syn- and anti-1,3-amino alcohol derivatives. Synlett(6), 967-970. Abstract.
2002
Armstrong SK, Cross RJ, Farrugia LJ, Nichols DA, Perry A (2002). Semi-rigid bis-phosphane ligands for metallamacrocycle formation. European Journal of Inorganic Chemistry(1), 141-151. Abstract.
Alexis_Perry Details from cache as at 2023-12-06 17:45:20
Teaching
- Undergraduate lectures
- Tutorials
- Lab demonstration
- Supervision of research project students.
My teaching activities are primarily concerned with fundamental organic chemistry, from basic molecules through to complex synthesis and spectroscopy. I am involved with the delivery of modules BIO1332 (Biochemistry), BIO1345 (Structure and Reactivity of Organic Compounds 1), BIO2085 (Structure and Reactivity of Organic Compounds 2), BIO3073 (Specialist Topics in Chemistry: Transitional Metal Complexes in Organic Synthesis), BIO3090 (Secondary Metabolites) and NSCM003 (Further Advanced Topics in Chemistry: Total Synthesis of Natural Products).
Modules
2023/24
Information not currently available