Isolation and synthesis of methyl bovinate, an unusual pulvinic acid derivative from Suillus bovinus (Basidiomycetes)

Besl, Helmut and Bresinsky, Andreas and Kilpert, Claus and Marschner, Wolfgang and Schmidt, Helga M. and Steglich, Wolfgang (2008) Isolation and synthesis of methyl bovinate, an unusual pulvinic acid derivative from Suillus bovinus (Basidiomycetes). ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 63 (7). pp. 887-893. ISSN 0932-0776, 1865-7117

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Abstract

Cultures and fruit bodies of Suillus bovinus produce the pulvinic acid derivative methyl bovinate (4), which contains an extra carbonyl group that bridges ring A of methyl variegatate with the hydroxy group at the central butenolide ring. This unprecedented structure was deduced from the spectroscopic data and confirmed by total synthesis via a grevillin intermediate. In this synthesis, the menthyl group was used for carboxyl protection.

Item Type: Article
Uncontrolled Keywords: SULFOXIDE-ACETIC ANHYDRIDE; FUNGAL PIGMENTS; TERPHENYLQUINONES; GREVILLINS; 2H-PYRAN-2,5(6H)-DIONES; XYLERYTHRINS; MODEL; NMR; Suillus; boletales; pulvinic acids; mushroom pigments; synthesis
Subjects: 500 Science > 580 Botanical sciences
Divisions: Biology, Preclinical Medicine > Institut für Pflanzenwissenschaften > Alumni or Retired > Prof. em. Dr. Andreas Bresinsky
Depositing User: Dr. Gernot Deinzer
Date Deposited: 29 Oct 2020 06:15
Last Modified: 29 Oct 2020 06:15
URI: https://pred.uni-regensburg.de/id/eprint/30718

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