22628-20-2Relevant academic research and scientific papers
Synthesis of Grevillins, Novel Pyrandione Pigments of Fungi. Biogenetic Interrelationships between Grevillins, Pulvinic Acids, Terphenylquinones and Xylerythrins
Pattenden, Gerald,Pegg, Neil A.,Kenyon, Ronald W.
, p. 2363 - 2372 (2007/10/02)
A synthesis of the grevillin group of pyrandione pigments, e.g. 3, 23 and 24 present in fungi is described.The synthesis, which is based on a biogenetic model, uses bis-benzylacyloins 9 and their corresponding oxalate derivatives as key intermediates (Scheme 3).Treatment of the grevillins 25a-c with sodium ethoxide in ethanol effects their quantitative isomerisation into the corresponding terphenylquinone pigments 4a-c.Perkin-type condensations between the terphenylquinones 4 and arylacetic acids in the presence of sodium acetate-acetic anhydride then produces the xylerythrin pigments 29a-e, whereas rearrangements of 4 in the presence of dimethyl sulphoxide leads to pulvinic acid derivative, e.g. 31, 32 and 5.These synthetic studies interrelate the biosynthetic origins of the pigment types 3, 4, 5 and 8 together with the related pulvinones 6 and furanone 7 fungal pigments.
ONE POT ONE STEP PHOTOCONVERSION OF PULVINIC ACID DILASCTONE TO p-METHOXYVULPINIC ACID
Chawla, H.M.,Chakrabarty, Kakoli,Niwas, Shri,Chibber, S.S.
, p. 507 - 512 (2007/10/02)
The utility of singlet oxygen-methanol as a reagent for nuclear methoxylation of complex organic natural products is illustrated by a one pot one step photoconversion of pulvinic acid dilactone to p-methoxyvulpinic acid.The study is important from biogenetic considerations.
