Projects per year
Professor G. Richard Stephenson, FRSC, CChem, SFHEA, started his career as a Research Fellow at the Australian National University (Canberra) and a Senior Research Fellow at Girton College, Cambridge, before moving to UEA, first as a Royal Society University Research Fellow, and then as Lecturer, Senior Lecturer, Reader, and most recently as Professor of Synthetic and Pharmaceutical Chemistry. During this time, Stephenson has been a supervisor to 45 completed PhD theses, and remains on the supervisory team for a further 6 graduate students. Twenty one postdocs and senior visitors have worked in the group during the 38 years that Stephenson has been a member of faculty at UEA. In 2000, Stephenson was Visiting Professor at the Université de Caen; in 2001, Invited Professor at Université Paris VI; and in 2003, he was Invited Professor at the Université Catholique de Louvain. Stephenson held a Visiting Fellowship at the Australian National University in 2006, and was UEA’s lead investigator in the ‘Innovative Synthesis: Chemistry and Entrepreneurship’ (IS:CE-chem) and ‘Academy-Industry Chemistry-Channel’ (AIcc) EU Interreg IVA projects (2009-2015), which together have contributed 2.5 million euros of ERDF funding to the Organic Sector in the School of Chemistry and supported 15 PhD students in the Science Faculty at UEA. Until his retirement in 2022, he was the leader of UEA’s ‘Open Lab Africa’ project and as emeritus professor he continues his association with this international network of scientists targeting neglected tropical diseases (NTDs) in Africa. He is the founder and Chief Scientific Officer of Cellexcel Ltd, a UEA spin-out company developing water-resistant biocomposites (https://cellexcel.co.uk/).
(−)-Brunneusine, a new phenolic compound with antibacterial properties in aqueous medium from the leaves of Agelanthus brunneus. (Engl.) Tiegh (LORANTHACEAE)
Wieland Moifo Kuete, T., Ambassa, P., Luciane Moungang, M., Ngameni, B., Storr, T. E., Ngadjui Tchaleu, B. & Stephenson, G. R., Mar 2022, In: Zeitschrift für Naturforschung C. 77, 3-4, p. 157-165 9 p.
Synthesis of novel stilbene–coumarin derivatives and antifungal screening of monotes kerstingii-specialized metabolites against fusarium oxysporum.
Fotso, G. W., Ngameni, B., Storr, T. E., Ngadjui, B. T., Mafu, S. & Stephenson, G. R., 25 Aug 2020, In: Antibiotics. 9, 9, p. 1-13 13 p., 537.
Trypanocidal and leishmanicidal activity of six limonoids.
Steverding, D., Sidjui, L. S., Ferreira, É. R., Ngameni, B. N., Folefoc, G. N., Mahiou-Leddet, V., Ollivier, E., Stephenson, G. R., Storr, T. & Tyler, K., Jun 2020, In: Journal of Natural Medicines. 74, 3, p. 606–611 6 p.
Induction of Planar Chirality Using Asymmetric Click Chemistry by a Novel Desymmetrisation of 1,3-Bisalkynyl Ferrocenes.
Wright, A. J., Hughes, D. L., Bulman Page, P. C. & Stephenson, G. R., 24 Nov 2019, In: European Journal of Organic Chemistry. 2019, 43, p. 7218-7222
Discovery of Small Molecule WWP2 Ubiquitin Ligase Inhibitors.
Watt, J., Hughes, G., Walpole, S., Monaco, S., Stephenson, G., Bulman Page, P., Hemmings, A., J. & Chantry, A., 3 Dec 2018, In: Chemistry - A European Journal. 24, 67, p. 17677-17680 4
- Member COST D2 Working Group
- Coordinator COST D4 Working Group
- Coordinator EU TMR RTN
- Coordinator COST D14 Working Group
- Member COST COST D26 Working Group
- Interreg Trans-Manche projects IS:CE chem and AI chem Chennel
International invitations (professional):
- March-April 2006: Visiting Fellow: Australian National University
- October 2003: Invited Professor: Université Catholique de Louvain (CHIM 3430)
- October 2002: Colloque 3e Cycle Universitaire de Suisse Occidental, (Commission Scientifique pour L'Enseignment du 3e Cycle en Chimie)
- April 2001: Invited Professor: Université PARIS VI
- 2004-5 - "Handbook of Functionalised Organometallics"[Wiley-VCH, Weinheim, (ISBN 3-527-31131-9)]"
- 2004 - "Bioorganometallic Chemistry" [Wiley-VCH, Weinheim, (ISBN 3-527-30990-X)]
- 2001 - "Science of Synthesis; Houben-Weyl Methods of Molecular Transformations" [Georg Theime Verlag, Stuttgart (ISBN 3-13-112131-9)]
‘Highlights: Organic Chemistry’ in Chemistry and Industry, published by the Society of Chemical Industry
- Senior Fellow of the Higher Education Academy
- Fellow of the Royal Society of Chemistry, Chartered Chemist,
- Member of the American Chemical Society
Key Research Interests
Double and Multi-Kinetic Resolution
Enantioselective synthesis is an important goal and conventional methods rely on asymmetric induction or classical/kinetic resolution, in which a chiral auxiliary is used at a specific step to gain access to non-racemic samples. In our multi-KR approach, the all the steps of a retrosynthetic analysis are assessed for the possibility of chiral intervention and prioritised. As the synthesis proceeds, a series of kinetic resolutions progressively improves the enantiomeric excess (e.e.) until the level is high enough to allow the product crystallise as a single enantiomer. Whereas the conventional approach can sometime require extensive and time-consuming optimisation at a specific step (a potential ‘bottle-neck’), the multi-KR approach allows additional KR steps to be introduced into the synthetic plan to further improve e.e. if the original selection for KRs lack the required levels of stereorecognition. There are two important advantages to multi-KR: no individual step needs full optimisation, and once enantiopurity has been achieved, further work to optimise stereoselectivity improves the chemical yield of the synthesis (e.g. for scale-up), not the enantioselectivity. The double-KR approach has been exemplified in our work on tetrathiahelicines (see selected publications), and research in this area now moves to apply the concept in general to the synthesis of natural products and bioactives.
Asymmetric ‘click’ chemistry
Because the 1,2,3-triazoles lack chirality, until our work in this area, the famous Sharpless/Mendal CuAAC ‘click’ reaction had been performed only once with chiral auxiliaries on the copper. Our aim is to generalise the asymmetric variant of ‘click’ chemistry by studying the desymetrisation of diynes, including, for the first time, conceptually important meso diynes. Compared with the many thousands of papers on ‘click’ chemistry, there are still only a handful on asymmetric ‘click’ chemistry, but this total grows more rapidly as other research groups pick up this topic which is set to become a major and highly competitive research area. Our aim is to develop the method as a general strategy in asymmetric synthesis to take prochiral diyne starting materials on to enantiopure final products which exploit the properties of 1,2,3-triazoles as ligating (including bioligating) sites in novel series of chiral ligands and bioactives, and as part of the fused aromatic ring systems of helicenes (see below).
Enantioselective Synthesis of Helicenes
The twisted pi systems of helicenes provide a unique class of organic structures in which the two ends of a series of ortho-fused aromatic rings can no longer lie in the same plane because they overlap. Such structures are chiral and when there is sufficient overlap, the barrier to epimerisation is high. Our interest in helicenes springs from their potential in nonlinear optics (NLO), and particularly their predicted but as yet unrealised special suitability for use in Two Photon Circular Dichroism (TPCD), a goal which will lead ultimately to a new method of bioimaging which combines the confocality of two-photon absorption with the sensitivity to the stereochemical environment demonstrated in circular dichroism spectroscopy. Current target molecules in the group include tetrathiahelicenes addressed by a one-pot double-KR approach, and a new class of hexaazahelicenes than can be accessed by a double asymmetric ‘click’ strategy. Both conventional ‘single-dipole full-turn’ and our novel ‘double-dipole half turn’ designs are targets for the group.
Ubiquitin Ligase Inhibitors
Ubiquitin ligases are enzymes which are implicated in tumour outgrowth and spread and so are attractive targets for new approaches to develop anticancer bioactives (PI: Chantry). As a synthetic chemistry component of a larger collaborative project with Chantry, Hemmings, Page (Schools of Biological Sciences and Chemistry) we are working on the design and synthesis of new and more potent inhibitors for E3 ubiquitin ligases employing a fragment-based strategy which involves the synthesis of small binding motifs and linkers, assisted by modelling studies to aid the molecular design process.
‘Open Lab Africa’
The neglected tropical diseases (NTDs) still cause great human suffering in some of the poorest countries on the planet. The UEA ‘Open Lab Africa’ project is adopting a fresh and novel approach to this global challenge in a collaborative effort with Duvendack, Gallash, Hamilton, McDermott, (Schools of Development Studies, Law, and Pharmacy) at UEA and Frey (University of Southampton) together with institutes in Cameroon, Democratic Republic of the Congo, Ghana, Kenya, Tanzania, and Uganda. The synthetic chemistry part of the project involves the identification and synthesis of new lead structures and their analogues in a fragment-based approach towards new capabilities to address particular NTDs which are of most serious or growing concern in the subSaharan region of Africa. The project combines an Open Lab-Book and Open Med-Chem approach which invites institutes and specialists around the world to follow, advise, and even join in the project.
Synthesis and evaluation of X-ray structure inspired ubiquitin ligase inhibitors as anticancer lead compounds
1-Oct-20 – 30-Sept-23
Novel Water Resistant Flax Bio-composites
21-Jun-20 – 20 Sept-21
Asymmetric 'click'-synthesis of helicenes
27-Mar-17 – 26-Mar-20
Towards fully sustainable high-performance biocomposites for lightweight vehicles
01-Apr-16 – 31-Mar-18
EU Interreg IVA
Academie-Industrie Chemistry Channel (A-I chem channel)
02-Nov-11 – 30-June-2015
Highly anisotopic helicene-based NLOphores for two photon circular dichroism
01-Oct-09 – 30-Sept-13
EU Interreg IVA
Innovative Synthesis: Chemistry and Entrepreneurship (IS:CE chem)
01-June-08 – 30-Sept-13
Daphne Jackson Trust
Introducing a new twist to photonics
Fellowship for K. Hamilton
01-July-08 – 30-June-10
Nanoscale and molecular photonics
Meech, SR, Cammidge, AN, Andrews, DL, Reading, M, Stephenson, GR, Mayes, AG and Barker, S
01-Sep-05 - 31-Aug-07
EU COST Chemistry D26: European collaboration for calculation inspired synthesis of NLO responsive aryl and helicenyl organometallics Stephenson, GR
01-Jul-06 - 31-Jul-07
Enantioselective organoiron / heterocycloaddition approach to hippeastrine
01-Mar-03 - 31-Mar-06
European collaboration to synthesise and evaluate NLO compounds with novel photorefractive properties
CASE Award: Custom synthesis and automated evaluation to optimise the asymmetric Heck reaction
01-Oct-01 - 30-Sep-04
Organometallic dipoles with NLO properties
Stephenson, G R
01-Mar-98 – 28-Feb-02
Studentship: Synthesis of stable-isotope-labelled lipids for nutritional studies
Stephenson, G R and Shepherd, MJ (CSL)
01-Oct-98 - 30-Sep-01
CASE Award: Develop catalytic versions of stoichiometric organometallic reactions
Stephenson, G R
01-Oct-98 - 30-Sep-01
Areas of Expertise
Expertise related to UN Sustainable Development Goals
In 2015, UN member states agreed to 17 global Sustainable Development Goals (SDGs) to end poverty, protect the planet and ensure prosperity for all. This person’s work contributes towards the following SDG(s):
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Hemp-based composite with enhanced water resistance
Stephenson, G. R., Andrew, J. & Ramadoss, P.
1/11/22 → 30/04/23
Stephenson, G. R., Cammidge, A., Andrew, J. & Ramadoss, P.
26/12/21 → 15/01/24
‘Cellexcellent’ water-resistant biocomposites from Cellexcel Ltd
Biotechnology and Biological Sciences Research Council
14/02/22 → 13/05/22
Biocomposite Plant Pots
Stephenson, G. R. & Andrew, J.
22/04/21 → 21/07/21
- 57 Article
(−)-Brunneusine, a new phenolic compound with antibacterial properties in aqueous medium from the leaves of Agelanthus brunneus (Engl.) Tiegh (LORANTHACEAE)Wieland Moifo Kuete, T., Ambassa, P., Luciane Moungang, M., Ngameni, B., Storr, T. E., Ngadjui Tchaleu, B. & Stephenson, G. R., Mar 2022, In: Zeitschrift für Naturforschung C. 77, 3-4, p. 157-165 9 p.
Research output: Contribution to journal › Article › peer-reviewOpen AccessFile1 Citation (Scopus)5 Downloads (Pure)
Planar chiral pseudo-isocoumarins by copper catalysed desymmetrisationWright, A. J., McMartin, F. J., Dyer, L. G., Sayer, L. H., Bulman Page, P. C. & Stephenson, G. R., 27 Apr 2022, In: European Journal of Inorganic Chemistry. 2022, 12, e202100841.
Research output: Contribution to journal › Article › peer-reviewOpen AccessFile2 Downloads (Pure)
Synthesis of novel stilbene–coumarin derivatives and antifungal screening of monotes kerstingii-specialized metabolites against fusarium oxysporumFotso, G. W., Ngameni, B., Storr, T. E., Ngadjui, B. T., Mafu, S. & Stephenson, G. R., 25 Aug 2020, In: Antibiotics. 9, 9, p. 1-13 13 p., 537.
Research output: Contribution to journal › Article › peer-reviewOpen AccessFile4 Citations (Scopus)20 Downloads (Pure)
Trypanocidal and leishmanicidal activity of six limonoidsSteverding, D., Sidjui, L. S., Ferreira, É. R., Ngameni, B. N., Folefoc, G. N., Mahiou-Leddet, V., Ollivier, E., Stephenson, G. R., Storr, T. & Tyler, K., Jun 2020, In: Journal of Natural Medicines. 74, 3, p. 606–611 6 p.
Research output: Contribution to journal › Article › peer-reviewOpen AccessFile4 Citations (Scopus)26 Downloads (Pure)
Asymmetric oxidation of enol derivatives to α-alkoxy carbonyls using iminium salt catalysts: A synthetic and computational studyBulman Page, P. C., Almutairi, S. M., Chan, Y., Stephenson, G. R., Gama, Y., Goodyear, R. L., Douteau, A., Allin, S. M. & Jones, G. A., 18 Jan 2019, In: The Journal of Organic Chemistry. 84, 2, p. 544–559 16 p.
Research output: Contribution to journal › Article › peer-reviewOpen AccessFile6 Citations (Scopus)20 Downloads (Pure)