STEREOCHEMISTRY OF CERCOSPORIN

Article abstract of DOI:10.1016/0040-4020(82)85005-9

The absolute configuration of the asymmetric carbons and the axial chirality of the natural mold metabolite cercosporin (from Cercospora sp.) have been established on the basis of X-ray analysis and chemical reactions.The results confirm the inherent dissymetry of the perylenequinone ring, the twisting of which gives rise to the diastereoisomer isocercosporin.The energy barrier for the conversion of cercosporin into isocercosporin has been evaluated.