Chemistry of Natural Compounds p. 630 - 634 (1988)
Update date:2022-07-30
Topics:
Pankrushina, N. A.
Tkachev, A. V.
Druganov, A. G.
It has been shown by the methods of 1H NMR and high-performance liquid chromatography with recording of UV spectra that in aqueous solutions of gibberellin A3, via gibberellenic acid, an unstable conjugated triene having λmax 326 nm is formed which is readily converted into allogibberic acid and is isolated as a mixture (1:2) with this acid.In the 1H NMR spectrum of the triene, confirming its structure, spin-spin coupling both of the H-5 proton and of the protons of the methyl group with all the H-1, H-2, and the H-3 protons is observed.The precursor of allogibberic acid has been ascribed the structure of (-)-13-hydroxy-19,20-dinorgibberella-1,3,9,16-tetraen-7-oic acid with a conjugated 1,3,9-trienic system.
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