Archive for the '2009 Publications' Category

1. Feature article in the Journal of Organic Chemistry:

Hydrolysis and Photolysis of 4-Acetoxy-4-(benzothiazol-2-yl)-2,5-cyclohexadien-1-one, a Model Anti-Tumor Quinol Ester.
Y.-T. Wang, K. J. Jin, L. R. Myers, S. A. Glover and M. Novak, J. Org. Chem., 2009, 74, 4463-4471.

2. Invited paper in the Organic08, the Australian Journal of Chemistry’s Special Edition on the 23 rd conference of the Organic Division in Hobart, December 2008:

SN2 Substitution Reactions at the Amide Nitrogen in the Anomeric Mutagens, N-Acyloxy-N-alkoxyamides.
K. L. Cavanagh, S. A. Glover, H. L. Price and R. R. Schumacher, Aust. J. Chem., 2009, 62, 700-710.

A recent collaboration between University of New England’s Professor Steve Glover and Prof Mike Novak at Miami University in the US recently implicated highly unusual reactive intermediates, called aryloxenium ions, in the anticancer activity of a new type of antitumour drug. The drug (a 4-(benzothiazol-2-yl)-substituted quinol ester II) has demonstrated strong activity against a range human colon and breast cancer cell lines. Experimental detection and trapping of the ions at Miami University has been supported by quantum mechanical computations carried out at University of New England and which accurately predicted the structure and reactivity of the 4-(benzothiazol-2-yl)phenyl oxenium ion I .

Their research has shown that the ions may well be formed from the drug under physiological conditions and could be the responsible for their anticancer activity. Similar aryloxenium ions were first generated chemically by Professor Novak and modelled computationally by Steve Glover, while Mike Novak was on sabbatical at UNE in 2003. Since then the collaboration has produced six publications in J.A.C.S. and J. Org. Chem., high impact journals of the American Chemical Society, as well as a theoretical paper in the Canadian Journal of Chemistry. The latest work will be published in the ACS Journal of Organic Chemistry as a special Feature Article in recognition of quality and importance of the work.

Professor Glover has recently published an extensive book chapter on his group’s research at UNE. The work appears in the iconic series started by Patai on Chemistry of Functional groups and which appears in most university libraries around the world. The 84 page contribution entitled “N-Heteroatom-substituted hydroxamic esters” summarises much of the research carried out over 15 years on unusual anomeric amides, a class of previously unstudied compounds, the properties of which have been uncovered at UNE.

For more information and excerpts, please visit:

http://www.wiley.com/WileyCDA/WileyTitle/productCd-047051261X.html