Structural investigations of 3-acylpyrrolidine-2,4-diones by nuclear magnetic resonance spectroscopy and X-ray crystallography
- 1 January 1980
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 5,p. 1057-1065
- https://doi.org/10.1039/p19800001057
Abstract
The 3-acylpyrrolidine-2,4-diones (tetramic acids) can exist in solution as pairs of internal tautomers and as a pair of external tautomers. The tautomer constitution of a number of bioactive 3-acylpyrrolidine-2,4-diones, e.g. α-cyclopiazonic acid (1) and tenuazonic acid (3), has been studied. The study was facilitated by 1H and 13C n.m.r. spectroscopy and single crystal X-ray crystallography. From these results the structures of a number of natural products containing the 3-acylpyrrolidine-2,4-dione unit have been revised.This publication has 4 references indexed in Scilit:
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- The isolation and structure of cyclopiazonic acid, a toxic metabolite of penicillium cyclopium westlingTetrahedron, 1968
- The Synthesis of Tenuazonic and Congeneric Tetramic AcidsJournal of Medicinal Chemistry, 1965
- Studies in the biochemistry of micro-organisms. 106. Metabolites of Alternaria tenuis auct.: the structure of tenuazonic acidBiochemical Journal, 1959