Incorporation studies on austdiol (1), a metabolite from Aspergillus ustus were carried out with [1,2-13C2]-acetate, [Me- 13C]-, and [Me-2H3]-methionine. Specific incorporation of 4,6-dihydroxy-3,5-dimethyl-2-(2-oxopropyl)benzaldehyde (2) into austdiol (1) was demonstrated using 2H n.m.r. spectroscopy. The total synthesis of the ketoaldehyde (2), allowing the specific insertion of a label, is described.
Biosynthesis of austdiol and synthesis of a deuterium labelled biogenetic precursor / L. Colombo, C.M.A. Gennari, G. Poli, C. Scolastico, F. Aragozzini, C. Merendi. - In: JOURNAL OF THE CHEMICAL SOCIETY. PERKIN TRANSACTIONS. I. - ISSN 0300-922X. - (1983), pp. 2745-2749.
Biosynthesis of austdiol and synthesis of a deuterium labelled biogenetic precursor
C.M.A. Gennari;C. Scolastico;
1983
Abstract
Incorporation studies on austdiol (1), a metabolite from Aspergillus ustus were carried out with [1,2-13C2]-acetate, [Me- 13C]-, and [Me-2H3]-methionine. Specific incorporation of 4,6-dihydroxy-3,5-dimethyl-2-(2-oxopropyl)benzaldehyde (2) into austdiol (1) was demonstrated using 2H n.m.r. spectroscopy. The total synthesis of the ketoaldehyde (2), allowing the specific insertion of a label, is described.
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