Martin Lang - Studies on the Biosynthesis of Bovilactone-4,4 and Related Fungal Meroterpenoids

Version 1

      Publication Details (including relevant citation   information):

      Martin Lang, Andrea Mühlbauer, Erhard Jägers, Wolfgang Steglich

      Eur. J. Org. Chem. 2008, 3544-51

      Abstract:

      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