Roger C. Whitehead

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Organization: University of Manchester , England
Department: School of Chemistry
Title: Lecture(PhD)

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Co-reporter:Alyn C. Edwards;Pavle Mocilac;Andreas Geist;Laurence M. Harwood;Clint A. Sharrad;Neil A. Burton;Melissa A. Denecke
Chemical Communications 2017 vol. 53(Issue 36) pp:5001-5004
Publication Date(Web):2017/05/02
DOI:10.1039/C7CC01855J
The first hydrophilic, 1,10-phenanthroline derived ligands consisting of only C, H, O and N atoms for the selective extraction of Am(III) from spent nuclear fuel are reported herein. One of these 2,9-bis-triazolyl-1,10-phenanthroline (BTrzPhen) ligands combined with a non-selective extracting agent, was found to exhibit process-suitable selectivity for Am(III) over Eu(III) and Cm(III), providing a clear step forward.
Co-reporter:Stephania Christou, Alyn C. Edwards, Robin G. Pritchard, Peter Quayle, Yiwei Song, Ian J. Stratford, Katharine F. Williams, Roger C. Whitehead
Tetrahedron 2016 Volume 72(Issue 35) pp:5433-5443
Publication Date(Web):1 September 2016
DOI:10.1016/j.tet.2016.07.033
High yielding and diastereoselective conjugate addition reactions of a (−)-quinic acid derived enone have provided access to a small library of hybrid analogues of the anti-tumour natural products antheminone A and COTC. The novel compounds were assessed for their antiproliferative activities towards the A549 non-small-cell lung cancer cell line revealing some useful structure-activity relationships.
Co-reporter:Stephania Christou, Emel Ozturk, Robin G. Pritchard, Peter Quayle, Ian J. Stratford, Roger C. Whitehead, Katharine F. Williams
Bioorganic & Medicinal Chemistry Letters 2013 Volume 23(Issue 18) pp:5066-5069
Publication Date(Web):15 September 2013
DOI:10.1016/j.bmcl.2013.07.041
A synthetic approach to analogues of the terpenoid natural product antheminone A is described which employs (−)-quinic acid as starting material. A key conjugate addition step proved to be unpredictable regarding its stereochemical outcome however the route allowed access to two diastereoisomeric series of compounds. The results of biological assay of the toxicity of the target compounds towards non-small-cell lung cancer cell line A549 are reported.
Co-reporter:Claire L. Arthurs, Gareth A. Morris, Michela Piacenti, Robin G. Pritchard, Ian J. Stratford, Tanja Tatic, Roger C. Whitehead, Katharine F. Williams, Natasha S. Wind
Tetrahedron 2010 66(46) pp: 9049-9060
Publication Date(Web):
DOI:10.1016/j.tet.2010.08.072
Co-reporter:Claire L. Arthurs, Natasha S. Wind, Roger C. Whitehead, Ian J. Stratford
Bioorganic & Medicinal Chemistry Letters 2007 Volume 17(Issue 2) pp:553-557
Publication Date(Web):15 January 2007
DOI:10.1016/j.bmcl.2006.09.072
The syntheses of three novel analogues of the naturally occurring cytotoxic agent COTC are described and the results of bioassays of the target compounds against two lung cancer cell lines are presented.
Co-reporter:Claire L. Arthurs, James Raftery, Helen L. Whitby, Roger C. Whitehead, Natasha S. Wind, Ian J. Stratford
Bioorganic & Medicinal Chemistry Letters 2007 Volume 17(Issue 21) pp:5974-5977
Publication Date(Web):1 November 2007
DOI:10.1016/j.bmcl.2007.07.070
The synthesis of 6-epi-COTC, a diastereoisomer of Streptomyces metabolite 2-crotonyloxymethyl-(4R,5R,6R)-4,5,6-trihydroxycyclohex-2-enone (COTC), is described. The anti-cancer activities of the novel analogue, in racemic and enantiomerically pure forms, are presented.
Co-reporter:Jeremy R. Doncaster, Laura L. Etchells, Neil M. Kershaw, Ryoichi Nakamura, Hazel Ryan, Ryo Takeuchi, Kengo Sakaguchi, Ali Sardarian, Roger C. Whitehead
Bioorganic & Medicinal Chemistry Letters 2006 Volume 16(Issue 11) pp:2877-2881
Publication Date(Web):1 June 2006
DOI:10.1016/j.bmcl.2006.03.005
An array of novel analogues of the marine oxylipins, the manzamenones and plakoridines, have been prepared in divergent fashion using an approach modelled on a biogenetic theory. Many of the target compounds show potent inhibition of DNA polymerases α and β and human terminal deoxynucleotidyl transferase (TdT).
Co-reporter:Stephania Christou, Alyn C. Edwards, Songul Kaskun, Robin G. Pritchard, Peter Quayle, Yiwei Song, Ian J. Stratford, Katharine F. Williams, Roger C. Whitehead
Tetrahedron (2 March 2017) Volume 73(Issue 9) pp:1295
Publication Date(Web):2 March 2017
DOI:10.1016/j.tet.2017.01.040
Co-reporter:Alyn C. Edwards, Pavle Mocilac, Andreas Geist, Laurence M. Harwood, Clint A. Sharrad, Neil A. Burton, Roger C. Whitehead and Melissa A. Denecke
Chemical Communications 2017 - vol. 53(Issue 36) pp:NaN5004-5004
Publication Date(Web):2017/04/10
DOI:10.1039/C7CC01855J
The first hydrophilic, 1,10-phenanthroline derived ligands consisting of only C, H, O and N atoms for the selective extraction of Am(III) from spent nuclear fuel are reported herein. One of these 2,9-bis-triazolyl-1,10-phenanthroline (BTrzPhen) ligands combined with a non-selective extracting agent, was found to exhibit process-suitable selectivity for Am(III) over Eu(III) and Cm(III), providing a clear step forward.
Co-reporter:Alyn C. Edwards, Christoph Wagner, Andreas Geist, Neil A. Burton, Clint A. Sharrad, Ralph W. Adams, Robin G. Pritchard, Petra J. Panak, Roger C. Whitehead and Laurence M. Harwood
Dalton Transactions 2016 - vol. 45(Issue 45) pp:NaN18112-18112
Publication Date(Web):2016/07/29
DOI:10.1039/C6DT02474B
The first examples of 4,7-disubstituted 2,9-bis(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-1,2,4-benzo-triazin-3-yl)-1,10-phenanthroline (CyMe4-BTPhen) ligands are reported herein. Evaluating the kinetics, selectivity and stoichiometry of actinide(III) and lanthanide(III) radiotracer extractions has provided a mechanistic insight into the extraction process. For the first time, it has been demonstrated that metal ion extraction kinetics can be modulated by backbone functionalisation and a promising new CHON compliant candidate ligand with enhanced metal ion extraction kinetics has been identified. The effects of 4,7-functionalisation on the equilibrium metal ion distribution ratios are far more pronounced than those of 5,6-functionalisation. The complexation of Cm(III) with two of the functionalised ligands was investigated by TRLFS and, at equilibrium, species of 1:2 [M:L] stoichiometry were observed exclusively. A direct correlation between the ELUMO–EHOMO energy gap and metal ion extraction potential is reported, with DFT studies reaffirming experimental findings.
1,10-Phenanthroline, 4,7-dichloro-2,9-dimethyl-
2,4-Docosadienoic acid, 3-hydroxy-6-oxo-, methyl ester, (2Z,4E)-
Ethanone, 1-(2-hydroxy-3,4-dimethylphenyl)-
2-Butenoic acid, (6-oxo-1-cyclohexen-1-yl)methyl ester, (2E)-
2-Furanacetic acid, 5-acetyl-, methyl ester
2-Cyclohexen-1-ol, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, (1R,4S)-rel-
2-Furanacetic acid, 5-hexadecyl-, ethyl ester
BENZOIC ACID, 6-CHLORO-2-[(4-METHOXYPHENYL)AMINO]-3-NITRO-
2,4-Octadienoic acid, 3-hydroxy-6-oxo-, methyl ester, (2Z,4E)-
2-Furanacetic acid, 5-dodecyl-