Identification of the configuration of neosartorin by long-range nuclear Overhauser effect measurements.

Chirality

Slovak University of Technology, Faculty of Chemical Technology, Central Laboratories, Bratislava, Slovakia.

Published: December 2001

The relative configuration of the two xanthene units of neosartorin, a new ergochrome biosynthesised by the soil mould Neosartorya fischeri, was determined using a 1D double-pulsed field gradient spin-echo NOESY experiment. It was found that both units have the same relative stereochemistry. Long-range nonbonding interactions between the substituents of different xanthene units stabilise the nonplanar configuration of the two aromatic rings A and A' connecting both monomer units of neosartorin.

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http://dx.doi.org/10.1002/chir.1175DOI Listing

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