Affiliations: Département de chimie et biochimie, Université de Moncton, Moncton, NB E1A 3E9, Canada | CEA Saclay, iBiTec-S, URA2096, Gif sur Yvette, F-91191, France | Environment Canada, Green Technologies Division, 335 River Road, Ottawa, ON K1A 0H3, Canada
Note: [] Corresponding author: C.K. Jankowski, Département de chimie et biochimie, Université de Moncton, Moncton, NB E1A 3E9, Canada. Tel.: +1 506 858 4331; Fax: +1 506 858 4541; E-mail: [email protected].
Abstract: The analogue of isoprene, 2-methyl-2-vinyloxirane, a versatile isoprene auxiliary, was reacted with some indolic and imidazolic bases, to add one or more isoprene unit(s), to these compounds. This prenylation was realised by using thermal and microwave assisted pathways, via the nucleophilic opening of the epoxide ring. The biological importance of the prenylated derivatives resides in their potential application as drugs. The aminoacids and small protein biomarkers are obtained from simple epoxide opening reactions. All new compounds were characterised by high resolution NMR, mass spectroscopy, GC-MS and LC-MS as well.
Journal: Spectroscopy, vol. 21, no. 5-6, pp. 293-303, 2007
