Publication Details (including relevant citation information):
Martin Lang, Andrea Mühlbauer, Erhard Jägers, Wolfgang Steglich
Eur. J. Org. Chem. 2008, 3544-51
The initial step in the biosynthesis of suillin, boviquinone-4, and bovilactone-4,4 in Suillus species is the geranylgeranylation of 3,4-dihydroxybenzoic acid at the 2-position.
Feeding experiments with advanced precursors have identified boviquinone-4 and deacetylsuillin as building blocks for the dilactone and catechol moieties, respectively, of bovilactone-4,4. In order to explain the failure of boviquinone-4 to incorporate side-chain-labelled deacetylsuillin, an alternative sequence for the formation of boviquinone-4 is proposed. During these experiments an interesting change in metabolism was noticed: after administration of larger quantities of aromatic carboxylic acids, the boviquinone-4 present in the fruit bodies disappeared and de novo synthesis of bovilactone-4,4 occurred.
Address (URL): http://dx.doi.org/10.1002/ejoc.200800232