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The teamStaffChris Miles    January 23, 2018
Christopher O. Miles, Ph.D.
 


Section for Chemistry and Toxicology
Norwegian Veterinary Institute
Ullevålsveien 68
0454 Oslo/Norway

Tel.: +47/2321 6226
Fax: +47/2321 6201
E-mail:
chris.miles@vetinst.no
 
 
Research interest
Biotoxin chemistry in general; special interest in isolation, purification and structure determination of marine toxins, fungal and plant metabolites, their semi-synthesis and derivatisation, and development of immunoassays.
 
Background
Background in organic chemistry from the University of Waikato/New Zealand; has been involved as lead chemist in numerous projects on fungal and plant toxin chemistry/toxicology at AgResearch Hamilton/New Zealand. Senior Scientist at the NVI Oslo on full-time basis since 2009.
 
Original publications: 2006-present
 
     Puddick, J.; Miles, C.O.; Prinsep, M.R. Adaptation of microcystin thiol derivatization for matrix-assisted laser desorption/ionization-time of flight (MALDI-TOF) mass spectrometry analysis. Toxicon 2015, 109, 13–17.
     Kilcoyne, J.; Twiner, M.J.; McCarron, P.; Crain, S.; Giddings, S.D.; Foley, B.; Rise, F.; Hess, P.; Wilkins, A. L.; Miles, C.O. Structure elucidation, relative LC-MS response and in vitro toxicity of azaspiracids 7−10 isolated from blue mussels (Mytilus edulis). Journal of Agricultural and Food Chemistry 2015, 63, 5083–5091.
     Frizzell, C.; Uhlig, S.; Miles, C.O.; Verhaegen, S.; Elliott, C.T.; Eriksen, G.S.; Sørlie, M.; Ropstad, E.; Connolly, L. Biotransformation of zearalenone and zearalenols to their major glucuronide metabolites reduces estrogenic activity, Toxicology In Vitro 2015, 29, 575-581.
     Stanic, A.; Uhlig, S.; Solhaug, A.; Rise, F.; Wilkins, A.; Miles, C.O. Nucleophilic addition of thiols to deoxynivalenol, Journal of Agricultural and Food Chemistry 2015, 63, 7556-7566.      
     Samdal, I.A.; Løvberg, K.E.; Briggs, L.R.; Kilcoyne, J.; Xu, J.; Forsyth, C.J.; Miles, C.O.; Development of an ELISA for the detection of azaspiracids. Journal of Agricultural and Food Chemistry 2015, 63, 7855−7861.
     Samdal, I.A.; Ballot, A.; Løvberg, K.E.; Miles, C.O. Multihapten approach leading to a sensitive ELISA with broad cross-reactivity to microcystins and nodularin. Environmental Science & Technology 2014, 48, 8035-8043.
     Ballot, A.; Sandvik, M.; Rundberget, T.; Botha, C.J.; Miles, C.O. Diversity of cyanobacteria and cyanotoxins in Hartebeespoort Dam, South Africa. Marine and Freshwater Research 2014, 65, 175–189.
     Kilcoyne, J.; McCarron, P.; Twiner, M.J.; Nulty, C.; Crain, S.; Quilliam, M.A.; Rise, F.; Wilkins, A.L.; Miles, C.O. Epimers of Azaspiracids: Isolation, Structural Elucidation, Relative LC-MS Response, and in Vitro Toxicity of 37-epi-Azaspiracid-1. Chemical Research in Toxicology 2014, 27, 587-600.
 
     Kilcoyne, J.; Nulty, C.; Jauffrais, T.; McCarron, P.; Herve, F.; Foley, B.; Rise, F.; Crain, S.; Wilkins, A.L.; Twiner, M.J.; Hess, P.; Miles, C.O. Isolation, Structure Elucidation, Relative LC-MS Response, and in Vitro Toxicity of Azaspiracids from the Dinoflagellate Azadinium spinosum. Journal of Natural Products 2014, 77, 2465-2474. 
     Miles, C.O.; Melanson, J.E.; Ballot, A. Sulfide Oxidations for LC-MS Analysis of Methionine-Containing Microcystins in Dolichospermum flos-aquae NIVA-CYA 656. Environmental Science & Technology 2014, 48, 13307-13315.
     Jauffrais, T.; Kilcoyne, J.; Herrenknecht, C.; Truquet, P.; Séchet, V.; Miles, C. O.; Hess, P. Dissolved azaspiracids are absorbed and metabolized by blue mussels (Mytilus edulis). Toxicon 2013, 65, 81–89.
     Miles, C. O.; Sandvik, M.; Nonga, H. E.; Rundberget, T.; Wilkins, A. L.; Rise, F.; Ballot, A. Identification of microcystins in a Lake Victoria cyanobacterial bloom using LC-MS with thiol derivatization. Toxicon 2013, 70, 21–31.
     Miles, C. O.; Sandvik, M.; Haande, S.; Nonga, H. E.; Ballot, A. LC-MS analysis with thiol derivatization to differentiate [Dhb7]- from [Mdha7]-microcystins: analysis of cyanobacterial blooms, Planktothrix cultures and European crayfish from Lake Steinsfjorden, Norway. Environmental Science and Technology 2013, 47 (9), 4080–4087.
     Leighfield, T. A.; Muha, N.; Miles, C. O.; Ramsdell, J. S. Semisynthesis of radiolabeled amino acid and lipid brevetoxin metabolites and their blood elimination kinetics in C57BL/6 mice. Chemical Research in Toxicology 2013, 26 (6), 868–877.
     Puddick, J.; Prinsep, M. R.; Wood, S. A.; Miles, C. O.; Rise, F.; Cary, S. C.; Hamilton, D. P.; Wilkins, A. L. Structural characterization of new microcystins containing tryptophan and oxidized tryptophan residues. Marine Drugs 2013, 11 (8), 3025–3045.
     Korsnes, M. S.; Espenes, A.; Hermansen, L. C.; Loader, J. I.; Miles, C. O. Cytotoxic responses in BC3H1 myoblast cell lines exposed to 1-desulfoyessotoxin. Toxicology In Vitro 2013, 27 (6), 1962–1969.
     Ballot, A.; Sandvik, M.; Rundberget, T.; Botha, C. J.; Miles, C. O. Diversity of cyanobacteria and cyanotoxins in Hartbeespoort Dam, South Africa. Marine and Freshwater Research, in press
     Aasen, J.A.B.; Espenes, A.; Miles, C.O.; Samdal, I.A.; Hess, P.Aune, T., Combined oral toxicity of azaspiracid-1 and yessotoxin in female NMRI mice. Toxicon 2011, 57, 909-917.
     Rundberget, T.; Aasen, J.A.B.; Selwood, A.I.Miles, C.O., Pinnatoxins and spirolides in Norwegian blue mussels and sea water. Toxicon 2011, submitted.
     McCarron, P.; Emteborg, H.; Nulty, C.; Rundberget, T.; Loader, J.I.; Miles, C.O.; Emons, H.; Quilliam, M.A.Hess, P., A mussel tissue certified reference material for multiple phycotoxins. Part 1: design and preparation. Analytical and Bioanalytical Chemistry 2011, 400, 821-833.
     Selwood, A.I.; Miles, C.O.; Wilkins, A.L.; van Ginkel, R.; Munday, R.; Rise, F.McNabb, P., Isolation, structural determination, and acute toxicity of novel pinnatoxins E, F and G. Journal of Agricultural and Food Chemistry 2010, 58 (10), 65326542.
     Miles, C.O.; Rundberget, T.; Sandvik, M.; Aasen, J.A.B.Selwood, A.I., The presence of pinnatoxins in Norwegian mussels, in National Veterinary Institute's Report Series. 2010, National Veterinary Institute: Oslo, Norway, p10.
     Bottein, M.-Y.D.; Fuquay, J.M.; Munday, R.; Selwood, A.I.; van Ginkel, R.; Miles, C.O.; Loader, J.I.; Wilkins, A.L.Ramsdell, J.S., Bioassay methods for detection of N-palmitoylbrevetoxin-B2 (BTX-B4). Toxicon 2010, 55 (2-3), 497-506.
     Uhlig, S.; Botha, C.J.; Vrålstad, T.; Rolén, E.Miles, C.O., Indole–diterpenes and ergot alkaloids in Cynodon dactylon (Bermuda grass) infected with Claviceps cynodontis from an outbreak of tremors in cattle. Journal of Agricultural and Food Chemistry 2009, 57 (23), 11112–11119.
     Rundberget, T.; Gustad, E.; Samdal, I.A.; Sandvik, M.Miles, C.O., A convenient and cost-effective method for monitoring marine algal toxins with passive samplers. Toxicon 2009, 53 (5), 543–550.
     McCarron, P.; Kilcoyne, J.; Miles, C.O.Hess, P., Formation of azaspiracids-3, -4, -6, and -9 via decarboxylation of carboxyazaspiracid metabolites from shellfish. Journal of Agricultural and Food Chemistry 2009, 57 (1), 160–169.
     Huhn, J.; Jeffrey, P.D.; Larsen, K.; Rundberget, T.; Rise, F.; Cox, N.R.; Arcus, V.; Shi, Y.Miles, C.O., A structural basis for the reduced toxicity of dinophysistoxin-2. Chemical Research in Toxicology 2009, 22 (11), 1782-1786.
     di Menna, M.E.; Smith, B.L.Miles, C.O., A history of facial eczema (pithomycotoxicosis) research. New Zealand Journal of Agricultural Research 2009, 52 (4), 345-376.
     Torgersen, T.; Miles, C.O.; Rundberget, T.Wilkins, A.L., New esters of okadaic acid in seawater and blue mussels (Mytilus edulis). Journal of Agricultural and Food Chemistry 2008, 56 (20), 9628–9635.
     Stevenson, D.E.; Hansen, R.P.; Loader, J.I.; Jensen, D.J.; Cooney, J.M.; Wilkins, A.L.Miles, C.O., Preparative enzymatic synthesis of glucuronides of zearalenone and five of its metabolites. Journal of Agricultural and Food Chemistry 2008, 56 (11), 4032–4038.
     Selwood, A.I.; van Ginkel, R.; Wilkins, A.L.; Munday, R.; Ramsdell, J.S.; Jensen, D.J.; Cooney, J.M.Miles, C.O., Semisynthesis of S-desoxybrevetoxin-B2 and brevetoxin-B2, and assessment of their acute toxicities. Chemical Research in Toxicology 2008, 21 (4), 944–950.
     Munday, J.S.; Thompson, D.; Finch, S.C.; Babu, J.V.; Wilkins, A.L.; Di Menna, M.E.Miles, C.O., Presumptive tremorgenic mycotoxicosis in a dog in New Zealand, after eating mouldy walnuts. New Zealand Veterinary Journal 2008, 56 (3), 145–147.
     Espiña, B.; Louzao, M.C.; Ares, I.R.; Cagide, E.; Vieytes, M.R.; Vega, F.V.; Rubiolo, J.A.; Miles, C.O.; Suzuki, T.; Yasumoto, T.Botana, L.M., Cytoskeletal toxicity of pectenotoxins in hepatic cells. British Journal of Pharmacology 2008, 155 (6), 934–944.
     Aune, T.; Aasen, J.A.B.; Miles, C.O.Larsen, S., Effect of mouse strain and gender on LD50 of yessotoxin. Toxicon 2008, 52 (4), 535-540.
     Rundberget, T.; Sandvik, M.; Larsen, K.; Pizarro, G.M.; Reguera, B.; Castberg, T.; Gustad, E.; Loader, J.I.; Rise, F.; Wilkins, A.L.Miles, C.O., Extraction of microalgal toxins by large-scale pumping of sea water in Spain and Norway, and isolation of okadaic acid and dinophysistoxin-2. Toxicon 2007, 50 (7), 960–970.
     Miles, C.O., Pectenotoxins, in Phycotoxins: Chemistry and Biochemistry, L.M. Botana, Editor. 2007, Blackwell Publishing Ltd: Oxford. pp. 159–186.
     Loader, J.I.; Hawkes, A.D.; Beuzenberg, V.; Jensen, D.J.; Cooney, J.M.; Wilkins, A.L.; Fitzgerald, J.M.; Briggs, L.R.Miles, C.O., Convenient large-scale purification of yessotoxin from Protoceratium reticulatum culture, and isolation of a novel furanoyessotoxin. Journal of Agricultural and Food Chemistry 2007, 55 (26), 11093–11100.
     Larsen, K.; Petersen, D.; Wilkins, A.L.; Samdal, I.A.; Sandvik, M.; Rundberget, T.; Goldstone, D.; Arcus, V.; Hovgaard, P.; Rise, F.; Rehmann, N.; Hess, P.Miles, C.O., Clarification of the C-35 stereochemistries of dinophysistoxin-1 and dinophysistoxin-2 and its consequences for binding to protein phosphatase. Chemical Research in Toxicology 2007, 20 (12), 2020.
     Larsen, K.; Petersen, D.; Wilkins, A.L.; Samdal, I.A.; Sandvik, M.; Rundberget, T.; Goldstone, D.; Arcus, V.; Hovgaard, P.; Rise, F.; Rehmann, N.; Hess, P.Miles, C.O., Clarification of the C-35 stereochemistries of dinophysistoxin-1 and dinophysistoxin-2 and its consequences for binding to protein phosphatase. Chemical Research in Toxicology 2007, 20 (6), 868–875.
     Ares, I.R.; Louzao, M.C.; Espiña, B.; Vieytes, M.R.; Miles, C.O.; Yasumoto, T.M., B.L., Lactone ring of pectenotoxins: a key factor for their activity on cytoskeleton dynamics. Cellular Physiology and Biochemistry 2007, 19, 283–292.
     Allingham, J.S.; Miles, C.O.Rayment, I., A structural basis for regulation of actin polymerization by pectenotoxins. Journal of Molecular Biology 2007, 371 (4), 959–970.
     Wilkins, A.L.; Rehmann, N.; Torgersen, T.; Rundberget, T.; Keogh, M.; Petersen, D.; Hess, P.; Rise, F.Miles, C.O., Identification of fatty acid esters of pectenotoxin-2 seco acid in blue mussels (Mytilus edulis) from Ireland. Journal of Agricultural and Food Chemistry 2006, 54 (15), 5672–5678.
     Wilkins, A.L.Miles, C.O., Structure determination of new algal toxins using NMR methods. Chemistry in New Zealand 2006, 70 (3), 70–74.
     Suzuki, T.; Walter, J.A.; LeBlanc, P.; MacKinnon, S.; Miles, C.O.; Wilkins, A.L.; Munday, R.; Beuzenberg, V.; MacKenzie, A.L.; Jensen, D.J.; Cooney, J.M.Quilliam, M.A., Identification of pectenotoxin-11 as 34S-hydroxypectenotoxin-2, a new pectenotoxin analogue in the toxic dinoflagellate Dinophysis acuta from New Zealand. Chemical Research in Toxicology 2006, 19 (2), 310–318.
     Samdal, I.A.; Olseng, C.D.; Sandvik, M.; Miles, C.O.; Briggs, L.R.; Torgersen, T.Jensen, D.J., Profile of yessotoxin analogues in a Norwegian strain of Protoceratium reticulatum, in Molluscan Shellfish Safety. Proceedings of the 5th International Conference on Molluscan Shellfish Safety, Galway, Ireland, June 14th–18th, 2004, K. Henshilwood, et al., Editors. 2006, The Marine Institute, Rinville, Oranmore: Galway, Ireland. pp. 242–247.
     Miles, C.O.; Wilkins, A.L.; Selwood, A.I.; Hawkes, A.D.; Jensen, D.J.; Cooney, J.M.; Beuzenberg, V.MacKenzie, A.L., Isolation of yessotoxin 32-O-[β-L-arabinofuranosyl-(5'→1")-β-L-arabinofuranoside] from Protoceratium reticulatum. Toxicon 2006, 47 (5), 510–516.
     Miles, C.O.; Wilkins, A.L.; Munday, J.S.; Munday, R.; Hawkes, A.D.; Jensen, D.J.; Cooney, J.M.Beuzenberg, V., Production of 7-epi-pectenotoxin-2 seco acid and assessment of its acute toxicity to mice. Journal of Agricultural and Food Chemistry 2006, 54 (4), 1530–1534.
     Miles, C.O.; Wilkins, A.L.; Hawkes, A.D.; Jensen, D.J.; Selwood, A.I.; Beuzenberg, V.; MacKenzie, A.L.; Cooney, J.M.Holland, P.T., Isolation and identification of pectenotoxins-13 and -14 from Dinophysis acuta in New Zealand. Toxicon 2006, 48 (2), 152–159.
     Miles, C.O.; Wilkins, A.L.; Hawkes, A.D.; Jensen, D.J.; Cooney, J.M.; Larsen, K.; Petersen, D.; Rise, F.; Beuzenberg, V.MacKenzie, A.L., Isolation and identification of a cis-C8-diol-ester of okadaic acid from Dinophysis acuta in New Zealand. Toxicon 2006, 48 (2), 195–203.
     Miles, C.O.; Wilkins, A.L.; Hawkes, A. D.; Selwood, A.I.; Jensen, D.J.; Cooney, J.M.; Beuzenberg, V.MacKenzie, A.L., Identification of 45-hydroxy-46,47-dinoryessotoxin, 44-oxo-45,46,47-trinoryessotoxin, and 9-methyl-42,43,44,45,46,47,55-heptanor-38-en-41-oxoyessotoxin, and partial characterization of some minor yessotoxins, from Protoceratium reticulatum. Toxicon 2006, 47 (2), 229–240.
     Forsyth, C.J.; Xu, J.; Nguyen, S.T.; Samdal, I.A.; Briggs, L.R.; Rundberget, T.; Sandvik, M.Miles, C.O., Antibodies with broad specificity to azaspiracids by use of synthetic haptens. Journal of the American Chemical Society 2006, 128 (47), 15114–15116.

 
 
Original publications: 2000-2005 Maximize
 
 
 
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