研究领域
The use of radical-based methodology in the synthesis of highly substituted amines and amino acids. The aim of these studies has been to develop a much-needed general synthetic route to amino acids (and other amine derivatives) possessing a quaternary chiral centre alpha-to the nitrogen atom and in particular, alpha,alpha-disubstituted alpha-amino acids. The central theme of this methodology is the formation of alpha-aminoalkyl radicals from existing amino acid and alpha-amino alcohol derivatives by 1,5-hydrogen atom transfer and the subsequent trapping of these radicals with appropriate radicalphiles, thus generating quaternary centres with high efficiency and excellent stereocontrol. This ongoing area of research has led to further investigations into the 1,5-hydrogen atom transfer process and in particular, studies into the effectiveness of deuterium as a protecting group for C-H bonds in radical and carbene chemistry.
Synthetic applications of structurally ‘unusual‘ heterocycles. The second major area of my group‘s research has involved studies into the use of structurally "unusual" heterocycles as protected, reactive functional groups in organic synthesis. In particular, we have developed methods for the stereoselective incorporation of the 1,2,4-dithiazolidine-3,5-dione (Dts imide) moiety into molecules as a masked isocyanate equivalent. These studies have also revealed intriguing and unexpected physical properties associated with the parent imide heterocycle (particularly in terms of its acidity) and as a result, studies involving related heterocycles are proposed.
Investigation of photoinitiated Bergman cyclisation reactions using high-resolution laser spectroscopy. The importance of the Bergmann cyclisation reaction in the mode of action of anti-tumour enediyne antibiotics such as calicheamicin-alpha and the neocarzinostatins provided the starting point for this collaborative project for which Dr David Smith is the principal investigator. Whilst much has been written about this reaction, relatively little characterisation has been carried out on the reaction intermediates. My involvement in this project is from the synthetic angle, and I am currently directing and supervising the preparation of the required enediyne cyclisation precursors.
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Wood ME, Chatzianastasiou A, Bibli S-I, Andreadou I, Efentakis P, Kaludercic N, Whiteman M, Di Lisa F, Daiber A, Manolopoulos VG, et al (In Press). Cardioprotection by H2S donors: nitric oxide-dependent and -independent mechanisms. Journal of Pharmacology and Experimental Therapeutics Full text.
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
Ahmad A, Olah G, Szczesny B, Wood ME, Whiteman M, Szabo C (2016). AP39, a mitochondrially targeted hydrogen sulfide donor, exerts protective effects in renal epithelial cells subjected to oxidative stress in vitro and in acute renal injury in vivo. Shock, 45(1), 88-97. Abstract. Article has an altmetric score of 4
Coavoy-Sánchez SA, Rodrigues L, Teixeira SA, Soares AG, Torregrossa R, Wood ME, Whiteman M, Costa SK, Muscará MN (2016). Hydrogen sulfide donors alleviate itch secondary to the activation of type-2 protease activated receptors (PAR-2) in mice. Pharmacol Res, 113(Pt A), 686-694. Abstract. Author URL. Full text.
Wedmann R, Onderka C, Wei S, Szijártó IA, Miljkovic JL, Mitrovic A, Lange M, Savitsky S, Yadav PK, Torregrossa R, et al (2016). Improved tag-switch method reveals that thioredoxin acts as depersulfidase and controls the intracellular levels of protein persulfidation. Chem. Sci., 7(5), 3414-3426. Full text.
Hedegaard ER, Gouliaev A, Winther AK, Arcanjo DDR, Aalling M, Renaltan NS, Wood ME, Whiteman M, Skovgaard N, Simonsen U, et al (2016). Involvement of Potassium Channels and Calcium-Independent Mechanisms in Hydrogen Sulfide-Induced Relaxation of Rat Mesenteric Small Arteries. JOURNAL OF PHARMACOLOGY AND EXPERIMENTAL THERAPEUTICS, 356(1), 53-63. Author URL. Full text.
Karwi QG, Whiteman M, Wood ME, Torregrossa R, Baxter GF (2016). Pharmacological postconditioning against myocardial infarction with a slow-releasing hydrogen sulfide donor, GYY4137. Pharmacological Research, 111, 442-451. Full text. Article has an altmetric score of 53
Gero 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. Full text. Article has an altmetric score of 90
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.
Williams E, Pead S, Whiteman M, Wood ME, Wilson ID, Ladomery MR, Teklic T, Lisjak M, Hancock JT (2015). Detection of thiol modifications by hydrogen sulfide. Methods in Enzymology, 555, 233-251. Abstract. Article has an altmetric score of 1
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. Full text. Article has an altmetric score of 62
Kulkarni-Chitnis M, Njie-Mbye YF, Mitchell L, Robinson J, Whiteman M, Wood ME, Opere CA, Ohia SE (2015). Inhibitory action of novel hydrogen sulfide donors on bovine isolated posterior ciliary arteries. Exp Eye Res, 134, 73-79. Abstract. Author URL. Full text.
Ikeda K, Marutani E, Hirai S, Wood ME, Whiteman M, Ichinose F (2015). Mitochondria-targeted hydrogen sulfide donor AP39 improves neurological outcomes after cardiac arrest in mice. Nitric Oxide - Biology and Chemistry, 49, 90-96. Abstract. Full text. Article has an altmetric score of 3
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.
Penn TJ, Wood ME, Soanes DM, Csukai M, Corran AJ, Talbot NJ (2015). Protein kinase C is essential for viability of the rice blast fungus Magnaporthe oryzae. Molecular Microbiology, 98(3), 403-419. Abstract. Article has an altmetric score of 2
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. Full text. Article has an altmetric score of 25
McCook O, Radermacher P, Volani C, Asfar P, Ignatius A, Kemmler J, Möller P, Szabó C, Whiteman M, Wood ME, et al (2014). H2S during circulatory shock: some unresolved questions. Nitric Oxide, 41, 48-61. Abstract. Author URL.
Yang HY, Wu ZY, Wood M, Whiteman M, Bian JS (2014). Hydrogen sulfide attenuates opioid dependence by suppression of adenylate cyclase/cAMP pathway. Antioxid Redox Signal, 20(1), 31-41. Abstract. Author URL.
Jamroz-Wisniewska A, Gertler A, Solomon G, Wood ME, Whiteman M, Beltowski J (2014). Leptin-induced endothelium-dependent vasorelaxation of peripheral arteries in lean and obese rats: role of nitric oxide and hydrogen sulfide. PLoS One, 9(1). Abstract. Author URL. Full text. Article has an altmetric score of 1
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.