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Career Summary

Qualifications

  • PhD (Organic Chemistry), University of Oxford - UK, 06/07/2006
  • Master of Chemistry (Honours), University of Manchester - England, 25/06/2002

Research

Research keywords

  • carbohydrate chemistry
  • glycobiology
  • medicinal chemistry

Research expertise

Michela joined the School of Environmental and Life Sciences, in the Discipline of Chemistry in January 2014. She received her BSc/Masters degree from the Victoria University of Manchester, UK. She went on to obtain her D.Phil. from the University of Oxford under the supervision of Professor George Fleet in 2006.

Michela’s research interests lie under the broad umbrella of Medicinal Chemistry with a Glycobiological spin! She is interested in the synthesis and evaluation of novel classes of glycosidase inhibitors from carbohydrate starting materials to molecular recognition and supramolecular chemistry. Recently she has also moved into the area of bioinorganic chemistry primarily as relating to cancer research.

Carbohydrates are found ubiquitously in Nature where they represent a unique family of polyfunctional compounds which Nature extensively manipulates and finely tunes to serve a multitude of biological purposes. Carbohydrate building blocks provide a rich chiral pool of cheap, readily available and highly versatile starting materials for the enantiospecific synthesis of highly functionalised homochiral targets. They are utilised in the synthesis of many classes of compounds, including iminosugars.

Iminosugars represent an important category of glycosidase inhibitors and proven to possess therapeutic potential in the management and treatment of many medical conditions, including diabetes, lysosomal storage diseases, viral infections and cancer. The amazing diversity of biological roles found within this class of small molecules is evidence of a remarkable economy of structural information in nature, which in molecular weight terms completely surpasses anything achieved by the amino acids. The Simone group is working in this burgeoning field of glycomimetics and undertaken the synthesis and evaluation of novel classes of iminosugars as anti-viral agents.

Another area of active research in the group is the fluorescent tagging of proteins. It is vital to biomedicine efforts to understand the spatial and temporal underpinnings of life inside cells in vivo versus in fixed cells. Current protein fluorescent tags are plagued by many draw-backs including excessive bulk, high toxicity, the need for extensive genetic engineering and the use of covalent bonds to link the sensor to the protein under investigation. These result in their limited use in vivo. We are undertaking the fluorescent tagging of proteins via innovative strategies, namely by the use of small fluorescent supramolecular entities which are engineered to transiently and selectively bind to the protein surfaces of interest.

The Simone group has also more recently delved into the area of bioinorganic chemistry. The group is currently contributing to the synthesis of novel classes of platinum- and cobalt-based compounds for evaluation as chemotherapeutics and novel 99mTc-based compounds which will be evaluated as cancer imaging agents.

Fields of Research

CodeDescriptionPercentage
030401Biologically Active Molecules50
030400Medicinal And Biomolecular Chemistry50

Teaching

Teaching expertise

CHEM3310 (Molecular Organic Synthesis, S1)

CHEM2310 (Organic Chemistry, S1)

CHEM3590 (Chemistry Project, S1 and S2)

CHEM4410 (Hons, S1 and S2)

CHEM3550 (Medicinal Chemistry, S2)

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Publications

For publications that are currently unpublished or in-press, details are shown in italics.

Click on a category title below to expand the list of citations for that specific category.

Journal article (31 outputs)

YearCitationAltmetricsLink
2014Moyes AJ, Khambata RS, Villar I, Bubb KJ, Baliga RS, Lumsden NG, et al., 'Endothelial C-type natriuretic peptide maintains vascular homeostasis', Journal of Clinical Investigation, 1 (2014)
2013Reed JH, Turner P, Kato A, Houston TA, Simone M, '1-O-Benzyl-2,3-O-isopropylidene-6-O-tosyl-a-L-sorbofuranose', Acta Crystallographica Section E: Structure Reports Online, 69 o1069-o1070 (2013) [C1]
2013Risseeuw M, Overhand M, Fleet GWJ, Simone MI, 'A compendium of cyclic sugar amino acids and their carbocyclic and heterocyclic nitrogen analogues', Amino Acids, 45 613-689 (2013) [C1]
2012Jenkinson SF, Thompson AL, Simone MI, 'Methyl 2-(5,5-dimethyl-1,3,2-dioxa-borinan-2-yl)-4-nitro-benzoate', Acta Crystallographica Section E: Structure Reports Online, 68 (2012) [C1]
2012Dube H, Selwood D, Malouitre S, Capano M, Simone MI, Crompton M, 'A mitochondrial-targeted cyclosporin A with high binding affinity for cyclophilin D yields improved cytoprotection of cardiomyocytes', BIOCHEMICAL JOURNAL, 441 901-907 (2012) [C1]
2012Simone MI, Soengas RG, Jenkinson SF, Evinson EL, Nash RJ, Fleet GWJ, 'Synthesis of three branched iminosugars [(3R,4R,5S)-3-(hydroxymethyl)piperidine-3,4,5-triol, (3R,4R,5R)-3-(hydroxymethyl)piperidine-3,4,5-triol and (3S,4R,5R)-3-(hydroxymethyl)piperidine-3.4,5-triol] and a branched trihydroxynipecotic acid [(3R,4R,5R)-3,4,5-trihydroxypiperidine-3-carboxylic acid] from sugar lactones with a carbon substituent at C-2', TETRAHEDRON-ASYMMETRY, 23 401-408 (2012) [C1]
2012Soengas RG, Simone MI, Hunter S, Nash RJ, Evinson EL, Fleet GWJ, 'Hydroxymethyl-Branched Piperidines from Hydroxymethyl-Branched Lactones: Synthesis and Biological Evaluation of 1,5-Dideoxy-2-C-hydroxymethyl-1,5-imino-D-mannitol, 1,5-Dideoxy-2-C-hydroxymethyl-1,5-imino-L-gulitol and 1,5-Dideoxy-2-C-hydroxymethyl-1,5-imino-D-talitol', EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2394-2402 (2012) [C1]
2012Gooding M, Tudzarova S, Worthington RJ, Kingsbury SR, Rebstock A-S, Dube H, et al., 'Exploring the Interaction Between siRNA and the SMoC Biomolecule Transporters: Implications for Small Molecule-Mediated Delivery of siRNA', CHEMICAL BIOLOGY & DRUG DESIGN, 79 9-21 (2012)
2011Simone MI, Edwards AA, Tranter GE, Fleet GWJ, 'C-3 branched delta-3,5-cis- and trans-THF sugar amino acids: synthesis of the first generation of branched homooligomers', AMINO ACIDS, 41 643-661 (2011) [E1]
2010Simone MI, Edwards AA, Cowley AR, Fleet GWJ, Watkin DJ, '(3R,4R,5R)-5-(Acetamidomethyl)-N-benzyl-3,4-dihydroxytetrahydrofuran-3-carboxamide', ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 66 O2750-U2003 (2010) [C1]
2010Simone MI, Edwards AA, Parker SG, Tranter GE, Fleet GWJ, Watkin DJ, 'Pentafluorophenyl (3R,4R,5S)-5-{[(3R,4R,5S)-5-azidomethyl-3,4-dimethoxy-2,3,4,5-tetrahydrofuran-3-carboxamido] methyl}-3,4-dimethoxy-2,3,4,5-tetrahydrofuran-3-carboxylate', ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 66 O2699-U1584 (2010) [C1]
2010Newton CR, Simone MI, Fleet GWJ, Bleriot Y, Watkin DJ, '2-C-Hydroxymethyl-2,3-O-isopropyl-idene-D-ribono-1,5-lactam (vol E60, pg o909, 2004)', ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 66 E30-E30 (2010) [C1]
2009Hobbs AJ, Gane P, Lumsden N, Nobles M, Rebstock A-S, Simone M, et al., 'Design and development of novel non-peptide agonists at natriuretic peptide receptor-C', FASEB JOURNAL, 23 (2009) [E3]
2008Simone MI, Edwards AA, Tranter GE, Fleet GWJ, 'Carbon-branched delta-tetrahydrofuran sugar amino acids (SAAs) as dipeptide isostere scaffolds', TETRAHEDRON-ASYMMETRY, 19 2887-2894 (2008) [C1]
2007Simone M, Fleet GWJ, Bream R, Watkin DJ, '5-Amino-5-deoxy-2-C-hydroxymethyl-2,3-O-iso-propylidene-(L)-lyxono-1,5-lactam', ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 63 o1409-o1411 (2007)
2007Simone M, Fleet GWJ, Watkin DJ, '3,3': 5,6-Di-O-isopropylidene-3-C-hydroxy-methyl-(D)-allono-1,4-lactone: an organic structure containing large unoccupied voids', ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 63 O799-O801 (2007)
2007Risseeuw MDP, Overhand M, Fleet GWJ, Simone MI, 'A compendium of sugar amino acids (SAA): scaffolds, peptide- and glyco-mimetics', TETRAHEDRON-ASYMMETRY, 18 2001-2010 (2007)
2007Simone M, Fleet GWJ, Watkin DJ, '1,5-Anhydro-2,3-O-isopropylidene-L-lyxo-furanose [(1S,4S,5S,6R)-5,6-O-isopropylidene-2,7-dioxabicyclo[2.2.1]heptane-5,6-diol]', ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 63 O896-O897 (2007)
2007Simone M, Fleet GWJ, Watkin DJ, '5-O-tert-butyldiphenylsilyl-2-C-hydroxymethyl-2,3-O-isopropylidene-2 ' O-trifluoromethanesulfonyl-D-ribono-1,4-lactone', ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 63 o1088-o1090 (2007)
2006Punzo F, Cowley AR, Watkin DJ, Simone MI, Edwards AA, Tranter GE, Fleet GWJ, 'Pentafluorophenyl (3R,4R,5R)-5-{[(3R,4R,5R)-5-azidomethyl-3,4-dimethoxy-2,3,4,5-tetrahydro-furan-3-carbonylamino]methyl}-3,4-dimethoxy-2,3,4,5-tetrahydrofuran-3-carboxylate', ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 62 O473-O475 (2006)
2006Bleriot Y, Simone MI, Wormald MR, Dwek RA, Watkin DJ, Fleet GWJ, 'Sugar amino acids at the anomeric position of carbohydrates: synthesis of spirocyclic amino acids of 6-deoxy-L-lyxofuranose', TETRAHEDRON-ASYMMETRY, 17 2276-2286 (2006)
2006Parker SG, Watkin DJ, Simone MI, Fleet GWJ, '3,4 : 5,6-di-O-isopropylidene-3-C-hydroxy-methyl-D-altrono-1,3 '-lactone', ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 62 O3961-O3963 (2006)
2006Jockusch RA, Talbot FO, Rogers PS, Simone MI, Fleet GWJ, Simons JP, 'Carbohydrate amino acids: The intrinsic conformational preference for a beta-turn-type structure in a carbopeptoid building block', JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 128 16771-16777 (2006)
2005Punzo F, Watkin DJ, Simone MI, Fleet GWJ, '(3R,4R,5S)-5-(acetamidomethyl)-N-benzyl-3,4-dihydroxytetrahydrofuran-3-carboxamide', ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 61 O513-O515 (2005)
2005Simone MI, Soengas R, Newton CR, Watkin DJ, Fleet GWJ, 'Branched tetrahydrofuran alpha,alpha-disubstituted-delta-sugar amino acid scaffolds from branched sugar lactones: a new family of foldamers?', TETRAHEDRON LETTERS, 46 5761-5765 (2005)
2005Soengas R, Izumori K, Simone MI, Watkin DJ, Skytte UP, Soetaert W, Fleet GWJ, 'Kiliani reactions on ketoses: branched carbohydrate building blocks from D-tagatose and D-psicose', TETRAHEDRON LETTERS, 46 5755-5759 (2005)
2004Hotchkiss D, Soengas R, Simone MI, van Ameijde J, Hunter S, Cowley AR, Fleet GWJ, 'Kiliani on ketoses: branched carbohydrate building blocks from D-fructose and L-sorbose', TETRAHEDRON LETTERS, 45 9461-9464 (2004)
2004van Ameijde J, Cowley AR, Fleet GWJ, Nash RJ, Simone MI, Soengas R, '5-amino-5-deoxy-2-C-hydroxymethyl-2,3-O-isopropylidene-D-talono-1,5-lactam', ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 60 O2140-O2141 (2004)
2004Punzo F, Watkin DJ, Simone MI, Fleet GWJ, '(1R,5S,8R)-1,8-dihydroxy-6-oxa-3-azabicyclo[3.2.1]octan-2-one', ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 60 O2315-O2317 (2004)
2004Watkins DJ, Muller M, Bleriot Y, Simone MI, Fleet GWJ, '(2S,3R,4R,5S)-3,4-O-isopropylidene-2-methyl-1-oxa-6,9-diazaspiro[4.5]decane-7,10-dione', ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 60 O1820-O1822 (2004)
2004Cowley AR, Fleet GWJ, Simone MI, Soengas R, '3-O-tert-butyldimethylsilyl-2,2 ': 5,6-di-O-isopropylidene-2-C-hydroxymethyl-D-1,4-gluconolactone', ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 60 O2142-O2143 (2004)
Show 28 more

Conference (2 outputs)

YearCitationAltmetricsLink
2005Simone M, 'Branched sugar amino acids as foldamers', ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, Washington, DC (2005)
2005Edwards AA, Fleet GWJ, Mayes BA, Hunterz SJ, Soengas RG, Simone M, Tranter GE, 'Chiroptical spectroscopy and sugar amino acid systems', ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, Washington, DC (2005)
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Grants and Funding

No funding.

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Research Supervision

Number of current supervisions2
Total current UoN PhD EFTSL1.1

For supervisions undertaken at an institution other that the University of Newcastle, the institution name is listed below the program name.

Current Supervision

CommencedProposed
Completion
ProgramSupervisor TypeResearch Title
20142018PhD (Chemistry)Principal SupervisorNovel Classes of Iminosugars as Glycosidase Inhibitors via a Flow Chemistry Approach
20112015PhD (Chemistry)Co-SupervisorSynthesis of Bolinaquinone Analogues as Clathrin Mediated Endocytosis
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Dr Michela Simone

Work Phone(02) 4985 4037
Fax(02) 4921 5361
Email
PositionLecturer
School of Environmental and Life Sciences
Faculty of Science and Information Technology
The University of Newcastle, Australia
Office
C324,
Chemistry,
Callaghan
University Drive
Callaghan NSW 2308
Australia
URL:www.newcastle.edu.au/profile/michela-simone
Linkhttp://www.newcastle.edu.au/profile/michela-simone