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Mass spectroscopy of natural products. II —allogibberic acid—A model for the skeletal fragmentation of the molecular ions of GA 3 type gibberellins
Author(s) -
Voigt D.,
Adam G.,
Schmidt J.,
Franke P.
Publication year - 1978
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210131009
Subject(s) - fragmentation (computing) , chemistry , mass spectrum , gibberellin , ion , polyatomic ion , mass spectrometry , aromatization , metastability , molecule , spectroscopy , analytical chemistry (journal) , organic chemistry , chromatography , botany , biology , physics , ecology , quantum mechanics , catalysis
The positive ion mass spectrum of allogibberic acid was examined and fragmentation routes involving the carbon skeleton are proposed on the basis of mass measurements and metastable ion observations. The results are compared with the mass spectra of 3‐hydroxy‐epiallogibberic acid, as well as gibberellin A 3 (GA 3 ), 3‐epi‐GA 3 , 3‐dehydro‐GA 3 and iso‐GA 3 , the latter compounds all being capable of undergoing aromatization of ring A giving a key ion corresponding to the molecular ions of the allogibberic acid and 3‐hydroxy‐epiallogibberic acid models, respectively. All the gibberellin derivatives investigated show the same fragmentation of the skeleton. Thus, the behaviour under electron impact of the GA 3 type gibberellins follows a general pattern.