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Synthesis of deuterium-labelled substrates for the study of oleuropein biosynthesis in Olea europaea callus cultures

Natural Product Research(2016)

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Abstract
We propose the cell culture approach to investigate oleuropein (1) biogenesis in Olea europaea L. We suggest employing olive callus cultures to identify the iridoidic precursor of oleuropein. In fact, we confirmed that callus cells from olive shoot explants are able to produce key secoiridoid as 1. To enable this approach, we synthesised and characterised deuterium-labelled iridoidic precursors belonging both to the loganin and the 8-epiloganin series. These iridoids are [7,8-2H2]-7-deoxy-8-epi-loganin (2D), [8,10-2H2]-8-epi-loganin (4D) and [7,8-2H2]-7-deoxy-loganin (3D).
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Key words
Iridoid,oleuropein,biogenesis,deuterium label,ESI-MS
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