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Collisional activation of metal cationized and deprotonated triterpenoids: Charge remote fragmentations
Author(s) -
Madhusudanan K. P.,
Singh Chandan
Publication year - 1992
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.1210271131
Subject(s) - deprotonation , chemistry , ring (chemistry) , cleavage (geology) , molecule , metal , photochemistry , charge (physics) , hederagenin , stereochemistry , medicinal chemistry , ion , organic chemistry , materials science , triterpene , fracture (geology) , medicine , physics , alternative medicine , pathology , quantum mechanics , composite material
The collisional activation spectra of lithiated and bariated cations and deprotonated anions of the triterpenoic acids hederagenin and oleanoic acid and their acctyl derivatives were examined. On collisional activation these precursors undergo similar charge‐remote fragmentations including ring cleavage reactions and loss of substituents from the ring furthest from the site of charge. The presence of a double bond in ring C induces charge‐remote retro‐Diels–Alder reaction in these molecules.