Behaviour of diastereoisomers of synthetic analogues of destruxin using high performance liquid chromatography and fast-atom bombardment mass spectrometry

The two synthetic diastereoisomers of propargyl-6-destruxin [Hpy-6-DTX] dif fering only in the configuration of the asymmetric carbon of the ol-hydroxy acid are shown to be metabolized into the corresponding ring-opened peptid es at quite different rates. The behaviours were followed using Past-Atom b ombardment mass spectrometry in negative-ion mode and C4 large-pore reverse -phase high performance liquid chromatography and correlated with the very different biological activities. Copyright (C), 1999 John Wiley & Sons, Ltd .