Doctor Christopher Gordon

Doctor Christopher Gordon

Senior Lecturer In Chemistry, Organic,
Medical Science (sosh)

Senior Lecturer In Chemistry, Organic,
Medical Science (sosh)

Biography

On the successful completion of my PhD studies at the University of Wollongong in 2007 which focused on the development of compounds which inhibit HIV, I commenced a postdoctoral fellowship at the University of Newcastle. Although the primary focus of this three-year tenure was the development of anti-parasitic drugs for the livestock industry, a substantial emphasis was also placed on devising efficient and greener synthetic methodologies to reduce the environmental impacts of synthetic chemistry. These investigations included developing solvent free reactions, multi-component reactions, and the replacement of volatile organic solvents with environmentally friendly equivalents such as ionic liquids. Additionally I was afforded the opportunity to play a key role in establishing the University of Newcastle flow chemistry facility were we devised a number of novel applications for new flow chemical reactors.

In early 2010 I embarked on an international posting as a senior postdoctoral fellow at the University of Nottingham Centre for Biomolecular Sciences UK under the guidance of Professor Paul Williams and Associate Professor Weng Chan. Here our research efforts focused on the development of next generation antibiotics which function by inhibiting bacterial quorum sensing. This scrambling of bacterial communication significantly reduces the virulence of a number of dangerous superbugs including S. aureus. Additionally quorum sensing inhibiting molecules are typically non-lethal to bacteria and thus it is anticipated will be less likely to drive the evolution of resistance. Our research efforts culminated in the development of a number of S. aureus antibiotics displaying sub-nanomolar activity and we are continuing the development of these molecules towards the clinic.

In 2012 I returned to Australia to establish an independent research career as university research fellow at the University of Newcastle were I continued my research interests of developing next generation antibiotics, anti-cancer agents, and the development molecular probes to study post-translational protein modifications such as protein phosphorylation.

In 2013 I was awarded an ARC DECRA fellowship to focuses on our continued development of flow-chemistry methodologies. Flow reactors are tubular or chip-based systems in which reagent streams are continuously pumped through reaction chambers and/or columns containing solid-supported reagents and chemical scavengers. Compared to tradition batch chemistry processing, the advantages of flow chemistry are numerous and include faster reactions, cleaner products, safer reactions, quick reaction optimisation, easy scale-up, and the integration of typically separate processes such as work-up and analysis. The all-encompassing aim of this research is to devise cutting-edge multi-step total-flow-synthesis methodologies which are highly versatile, robust, and pertinent to the wider synthetic community.

In 2014 I was privileged to establish an academic career at the University of Western Sydney of as lecturer of organic and medicinal chemistry. Here our current research focuses on utilising our flow chemistry methodologies to drive our medicinal chemistry programs which are gear towards the development of antibacterial compounds, radiopharmaceuticals, cancer supressing agents, and molecular probes to study post-translation protein modifications. For our recent publications go to: http://www.researcherid.com/rid/D-1135-2012.

This information has been contributed by Doctor Gordon.

Qualifications

  • PhD University of Wollongong
  • BMedChem (Hons) University of Wollongong

Awards

  • ARC DECRA 2012-11-05

Interests

  • Anit-Cancer Agents
  • Antibacterial Agents
  • Bacterial Quorum Sensing
  • Flow Chemistry

Organisational Unit (School / Division)

  • Medical Science (sosh)
  • Medical Science (sosh)

Contact

Email: C.Gordon@westernsydney.edu.au
Phone: (02) 4620 3201
Mobile:
Location: 21.1.73
Campbelltown
Website:

PLEASE NOTE: obtaining information from this Directory must be for the legitimate purposes of doing business with and within Western Sydney University, and must not be used for unsolicited bulk e-mailing (spamming) or similar purposes.

Teaching

Previous Teaching Areas

  • 300876 Organic Chemistry, 2017
  • 300891 Advanced Medicinal Chemistry, 2017
  • 300906 Advanced Organic Chemistry, 2017

Publications

Journal Articles

  • Hizartzidis, L., Gilbert, J., Gordon, C., Sakoff, J. and McCluskey, A. (2019), 'Synthesis and cytotoxicity of octahydroepoxyisoindole-7-carboxylic acids and norcantharidin-amide hybrids as norcantharidin analogues', ChemMedChem, vol 14, no 12 , pp 1152 - 1161.
  • Spare, L., Menti, M., Harman, D., Aldrich-Wright, J. and Gordon, C. (2019), 'A continuous flow protocol to generate, regenerate, load, and recycle chlorotrityl functionalised resins', Reaction Chemistry and Engineering, vol 4, no 7 , pp 1309 - 1317.
  • Horswill, A. and Gordon, C. (2019), '[In Press] Structure-activity-relationship studies of small molecule modulators of the staphylococcal accessory gene regulator', Journal of Medicinal Chemistry, .
  • Deo, K., Ang, D., McGhie, B., Rajamanickam, A., Dhiman, A., Khoury, A., Holland, J., Bjelosevic, A., Pages, B., Gordon, C. and Aldrich-Wright, J. (2018), 'Platinum coordination compounds with potent anticancer activity', Coordination Chemistry Reviews, vol 375 , pp 148 - 163.
  • Gordon, C. (2018), 'The renascence of continuous-flow peptide synthesis : an abridged account of solid and solution-based approaches', Organic and Biomolecular Chemistry, vol 16, no 2 , pp 180 - 196.
  • Spare, L., Harman, D., Aldrich-Wright, J., Nguyen, T. and Gordon, C. (2018), 'Chemoselective flow hydrogenation approaches to diversify the cytotoxic tetrahydroepoxyisoindole carboxamide scaffold', Advanced Synthesis and Catalysis, vol 360, no 6 , pp 1209 - 1217.
  • Gordon, C., Dalton, N., Vandegraaff, N., Deadman, J., Rhodes, D., Coates, J., Pyne, S., Griffith, R., Bremner, J. and Keller, P. (2018), 'A structure-based design approach to advance the allyltyrosine-based series of HIV integrase inhibitors', Tetrahedron, vol 74, no 12 , pp 1253 - 1268.
  • Spare, L., Laude, V., Harman, D., Aldrich-Wright, J. and Gordon, C. (2018), 'An optimised approach for continuous-flow solid-phase peptide synthesis utilising a rudimentary flow reactor', Reaction Chemistry and Engineering, vol 3, no 6 , pp 875 - 882.
  • Gordon, C., Eldridge, D., Ripple, W., Crowther, M., Moore, B. and Letnic, M. (2017), 'Shrub encroachment is linked to extirpation of an apex predator', Journal of Animal Ecology, vol 86, no 1 , pp 147 - 157.
  • Spare, L., Falsetta, P., Gilbert, J., Harman, D., Baker, M., Li, F., McCluskey, A., Clegg, J., Sakoff, J., Aldrich-Wright, J. and Gordon, C. (2017), 'Cytotoxicity of a series of norcantharidin-inspired tetrahydroepoxyisoindole carboxamides', ChemMedChem, vol 12, no 2 , pp 130 - 145.
  • Gordon, C., Moore, B. and Letnic, M. (2017), 'Temporal and spatial trends in the abundances of an apex predator, introduced mesopredator and ground-nesting bird are consistent with the mesopredator release hypothesis', Biodiversity and Conservation, vol 26, no 6 , pp 1445 - 1462.
  • Trinh, T., McLaughlin, E., Gordon, C., Bernstein, I., Pye, V., Redgrove, K. and McCluskey, A. (2017), 'Small molecule Hedgehog pathway antagonists', Organic and Biomolecular Chemistry, vol 15, no 14 , pp 3046 - 3059.
  • Tran, U., Hock, K., Gordon, C., Koenigs, R. and Nguyen, T. (2017), 'Efficient phosphine-mediated formal C(sp3)-C(sp3) coupling reactions of alkyl halides in batch and flow', Chemical Communications, vol 36 , pp 4950 - 4953.
  • Cossar, P., Abdel-Hamid, M., Ma, C., Sakoff, J., Trinh, T., Gordon, C., Lewis, P. and McCluskey, A. (2017), 'Small-molecule inhibitors of the NusB-NusE protein-protein interaction with antibiotic activity', ACS Omega, vol 2, no 7 , pp 3839 - 3857.
  • Cossar, P., Ma, C., Gordon, C., Ambrus, J., Lewis, P. and McCluskey, A. (2017), 'Identification and validation of small molecule modulators of the NusB-NusE interaction', Bioorganic and Medicinal Chemistry Letters, vol 27, no 2 , pp 162 - 167.
  • Gordon, C. and Letnic, M. (2016), 'Functional extinction of a desert rodent : implications for seed fate and vegetation dynamics', Ecography, vol 39, no 9 , pp 815 - 824.
  • Trinh, T., McLaughlin, E., Abdel-Hamid, M., Gordon, C., Bernstein, I., Pye, V., Cossar, P., Sakoff, J. and McCluskey, A. (2016), 'Quinolone-1-(2H)-ones as hedgehog signalling pathway inhibitors', Organic and Biomolecular Chemistry, vol 14, no 26 , pp 6304 - 6315.
  • Gordon, C., Olson, S., Lister, J., Kavanaugh, J. and Horswill, A. (2016), 'Truncated auto-inducing peptides as antagonists of Staphylococcus lugdunensis quorum sensing', Journal of Medicinal Chemistry, vol 59, no 19 , pp 8879 - 8888.
  • Deo, K., Pages, B., Ang, D., Gordon, C. and Aldrich-Wright, J. (2016), 'Transition metal intercalators as anticancer agents : recent advances', International Journal of Molecular Sciences, vol 17, no 11 .
  • Baker, M., Weinberg, A., Hetherington, L., Villaverde, A., Velkov, T., Baell, J. and Gordon, C. (2015), 'Defining the mechanisms by which the reactive oxygen species by-product, 4-hydroxynonenal, affects human sperm cell function', Biology of Reproduction, vol 92, no 4 , pp 1 - 10.
  • Gordon, C., Feit, A., Gruber, J. and Letnic, M. (2015), 'Mesopredator suppression by an apex predator alleviates the risk of predation perceived by small prey', Proceedings of the Royal Society B: Biological Sciences, vol 282, no 1802 .
  • Cossar, P., Hizartzidis, L., Simone, M., McCluskey, A. and Gordon, C. (2015), 'The expanding utility of continuous flow hydrogenation', Organic and Biomolecular Chemistry, vol 13, no 26 , pp 7119 - 7130.
  • Morris, T., Gordon, C. and Letnic, M. (2015), 'Divergent foraging behaviour of a desert rodent, Notomys fuscus, in covered and open microhabitats revealed using giving up densities and video analysis', Australian Mammalogy, vol 37, no 1 , pp 46 - 50.
  • Colman, N., Gordon, C., Crowther, M. and Letnic, M. (2014), 'Lethal control of an apex predator has unintended cascading effects on forest mammal assemblages', Proceedings of the Royal Society B: Biological Sciences, vol 281, no 1782 .
  • Trinh, T., McLaughlin, E., Gordon, C. and McCluskey, A. (2014), 'Hedgehog signalling pathway inhibitors as cancer suppressing agents', MedChemComm, vol 5, no 2 , pp 117 - 133.
  • Gordon, C., Hizartzidis, L., Tarleton, M., Sakoff, J., Gilbert, J., Campbell, B., Gasser, R. and McCluskey, A. (2014), 'Discovery of acrylonitrile-based small molecules active against Haemonchus contortus', MedChemComm, vol 5, no 2 , pp 159 - 164.
  • Trinh, T., Hizartzidis, L., Lin, A., Harman, D., McCluskey, A. and Gordon, C. (2014), 'An efficient continuous flow approach to furnish furan-based biaryls', Organic and Biomolecular Chemistry, vol 12, no 47 , pp 9562 - 9571.
  • Hizartzidis, L., Cossar, P., Robertson, M., Simone, M., Young, K., McCluskey, A. and Gordon, C. (2014), 'Expanding the utility of flow hydrogenation : a robust protocol restricting hydrodehalogenation', RSC Advances: An International Journal to Further the Chemical Sciences, vol 4, no 100 , pp 56743 - 56748.
  • Letnic, M., Tischler, M. and Gordon, C. (2013), 'Desert small mammal responses to wildfire and predation in the aftermath of a La Nina driven resource pulse', Austral Ecology, vol 38, no 7 , pp 841 - 849.
  • Gordon, C., Williams, P. and Chan, W. (2013), 'Attenuating Staphylococcus aureus virulence gene regulation : a medicinal chemistry perspective', Journal of Medicinal Chemistry, vol 56, no 4 , pp 1389 - 1404.
  • Gordon, C., Venn-Brown, B., Robertson, M., Young, K., Chau, N., Mariana, A., Whiting, A., Chircop, M., Robinson, P. and McCluskey, A. (2013), 'Development of second-generation indole-based dynamin GTPase inhibitors', Journal of Medicinal Chemistry, vol 56, no 1 , pp 46 - 59.
  • Letnic, M., Greenville, A., Denny, E., Dickman, C., Tischler, M., Gordon, C. and Koch, F. (2011), 'Does a top predator suppress the abundance of an invasive mesopredator at a continental scale?', Global Ecology and Biogeography, vol 20, no 2 , pp 343 - 353.
  • Gordon, C., Young, K., Robertson, M., Hill, T. and McCluskey, A. (2011), 'An Ugi-intramolecular Diels-Alder route to highly substituted tetrahydroepoxyisoindole carboxamides', Tetrahedron, vol 67, no 2 , pp 554 - 561.
  • Campbell, B., Tarleton, M., Gordon, C., Sakoff, J., Gilbert, J., McCluskey, A. and Gasser, R. (2011), 'Norcantharidin analogues with nematocidal activity in Haemonchus contortus', Bioorganic and Medicinal Chemistry Letters, vol 21, no 11 , pp 3277 - 3281.
  • Wright, A., McCluskey, A., Robertson, M., MacGregor, K., Gordon, C. and Guenther, J. (2011), 'Anti-malarial, anti-algal, anti-tubercular, anti-bacterial, anti-photosynthetic, and anti-fouling activity of diterpene and diterpene isonitriles from the tropical marine sponge Cymbastela hooperi', Organic and Biomolecular Chemistry, vol 9, no 2 , pp 400 - 407.
  • Gordon, C., Young, K., Hizartzidis, L., Deane, F. and McCluskey, A. (2011), 'Investigation of the one-pot synthesis of quinolin-2-(1H)-ones and the discovery of a variation of the three-component Ugi reaction', Organic and Biomolecular Chemistry, vol 9, no 5 , pp 1419 - 1428.
  • Tarleton, M., Young, K., Unicomb, E., McCluskey, S., Robertson, M., Gordon, C. and McCluskey, A. (2011), 'A flow chemistry approach to norcantharidin analogues', Letters in Drug Design and Discovery, vol 8, no 6 , pp 568 - 574.
  • Chircop, M., Perera, S., Mariana, A., Lau, H., Ma, M., Gilbert, J., Jones, N., Gordon, C., Young, K., Morokoff, A., Sakoff, J., O'Brien, T., McCluskey, A. and Robinson, P. (2011), 'Inhibition of dynamin by dynole 34-2 induces cell death following cytokinesis failure in cancer cells', Molecular Cancer Therapeutics, vol 10, no 9 , pp 1553 - 1562.
  • Robertson, M., Gordon, C., Gilbert, J., McCluskey, A. and Sakoff, J. (2011), 'Norcantharimide analogues possessing terminal phosphate esters and their anti-cancer activity', Bioorganic and Medicinal Chemistry, vol 19, no 18 , pp 5734 - 5741.
  • Joshi, S., Perera, S., Gilbert, J., Smith, C., Mariana, A., Gordon, C., Sakoff, J., McCluskey, A., Robinson, P., Braithwaite, A. and Chircop, M. (2010), 'The dynamin inhibitors MiTMAB and OcTMAB induce cytokinesis failure and inhibit cell proliferation in human cancer cells', Molecular Cancer Therapeutics, vol 9, no 7 , pp 1995 - 2006.
  • Chircop, M., Malladi, C., Lian, A., Page, S., Zavortink, M., Gordon, C., McCluskey, A. and Robinson, P. (2010), 'Calcineurin activity is required for the completion of cytokinesis', Cellular and Molecular Life Sciences, vol 67, no 21 , pp 3725 - 3737.
  • Odell, L., Howan, D., Gordon, C., Robertson, M., Chau, N., Mariana, A., Whiting, A., Abagyan, R., Daniel, J., Gorgani, N., Robinson, P. and McCluskey, A. (2010), 'The pthaladyns : GTP competitive inhibitors of dynamin I and II GTPase derived from virtual screening', Journal of Medicinal Chemistry, vol 53, no 14 , pp 5267 - 5280.
  • Bajsa, J., McCluskey, A., Gordon, C., Stewart, S., Hill, T., Sahu, R., Duke, S. and Tekwani, B. (2010), 'The antiplasmodial activity of norcantharidin analogs', Bioorganic and Medicinal Chemistry Letters, vol 20, no 22 , pp 6688 - 6695.
  • Gordon, C., Byrne, N. and McCluskey, A. (2010), 'A facile, protic ionic liquid route to N-substituted 5-hydroxy-4-methyl-3- oxoisoindoline-1-carboxamides and N-substituted 3-oxoisoindoline-4-carboxylic acids', Green Chemistry, vol 12, no 6 , pp 1000 - 1006.
  • Hill, T., Mariana, A., Gordon, C., Odell, L., Robertson, M., McGeachie, A., Chau, N., Daniel, J., Gorgani, N., Robinson, P. and McCluskey, A. (2010), 'Iminochromene inhibitors of dynamins I and II GTPase activity and endocytosis', Journal of Medicinal Chemistry, vol 53, no 10 , pp 4094 - 4102.
  • Zayas, H., Bowyer, M., Gordon, C., Holdsworth, C. and McCluskey, A. (2009), 'Synthesis of biaryl-styrene monomers by microwave-assisted Suzuki coupling', Tetrahedron Letters, vol 50, no 43 , pp 5894 - 5895.
  • Hill, T., Gordon, C., McGeachie, A., Venn-Brown, B., Odell, L., Chau, N., Quan, A., Mariana, A., Sakoff, J., Chircop, M., Robinson, P. and McCluskey, A. (2009), 'Inhibition of dynamin mediated endocytosis by the dynoles : synthesis and functional activity of a family of indoles', Journal of Medicinal Chemistry, vol 52, no 12 , pp 3762 - 3773.
  • Hill, T., Stewart, S., Gordon, C., Ackland, S., Gilbert, J., Sauer, B., Sakoff, J. and McCluskey, A. (2008), 'Norcantharidin analogues : synthesis, anticancer activity and protein phosphatase 1 and 2A inhibition', ChemMedChem, vol 3, no 12 , pp 1878 - 1892.

<a href="https://orcid.org/0000-0001-7583-5609" target="orcid.widget" rel="noopener noreferrer" style="vertical-align:top;"><img src="https://orcid.org/sites/default/files/images/orcid_16x16.png" style="width:1em;margin-right:.5em;" alt="ORCID iD icon">orcid.org/0000-0001-7583-5609</a>

This information has been contributed by Doctor Gordon.

Previous Projects

Title: Advancing flow chemistry: towards total flow synthesis
Funder:
  • Australian Research Council (ACRG)
Western Researchers: Christopher Gordon
Years: 2014-07-14 - 2016-07-13
ID: P00022289
Title: Izumo1 and its role in male infertility and male contraception [via Uni of Newcastle - no funding to UWS]
Funder:
  • National Health and Medical Research Council (ACRG)
Western Researchers: Christopher Gordon
Years: 2015-01-01 - 2017-12-31
ID: P00022547

Supervision

Current Supervision

Thesis Title: Structural Requirements for Selective Quadruplex DNA Binding
Field of Research:
Thesis Title: Designing Conjugated Platinum (IV) Complexes
Field of Research:
Thesis Title: Synthesizing Biologically Active Tetradentate Ligands
Field of Research:
Thesis Title: Conjugated Design Strategies for Pt(IV) Complexes
Field of Research:
Thesis Title: Developing Total Flow Synthetic Protocols to Produce [18F]-fluorine Labelled Pharmaceuticals and Biological Probes
Field of Research:

Previous Supervision

Thesis Title: The Synthesis and Characterisation of Novel Platinum (II) and Platinum (IV) Complexes with Anticancer Activity
Field of Research: Natural And Physical Sciences
Thesis Title: The Synthesis of Staphylococcal Quorum Sensing-Inhibiting Cyclic Peptides via Continuous-Flow Solid Phase Peptide Synthesis
Field of Research: Natural And Physical Sciences
Thesis Title: Flow Chemistry Approaches to Access Norcantharidin Inspired Cytotoxic Agents
Field of Research: Natural And Physical Sciences Not Elsewhere Classified
Thesis Title: Synthesis of Platinum(II) Based G-Quadruplex Stabilisers
Field of Research: Chemical Sciences

Western Sydney University

Locked Bag 1797
Penrith NSW 2751

Tel: +61 2 9852 5222

ABN 53 014 069 881
CRICOS Provider No: 00917k

Visit our mobile site