STRUCTURE ELUCIDATION OF ANNOHEPTOCINS, 2 NEW HEPTAHYDROXYLATED C-37 ACETOGENINS BY HIGH-ENERGY COLLISION-INDUCED DISSOCIATION TANDEM MASS-SPECTROMETRY

Authors
DASILVA ELM ROBLOT F HOCQUEMILLER R SERANI L LAPREVOTE O
Citation
Elm. Dasilva et al., STRUCTURE ELUCIDATION OF ANNOHEPTOCINS, 2 NEW HEPTAHYDROXYLATED C-37 ACETOGENINS BY HIGH-ENERGY COLLISION-INDUCED DISSOCIATION TANDEM MASS-SPECTROMETRY, Rapid communications in mass spectrometry, 12(23), 1998, pp. 1936-1944
Citations number
24
Categorie Soggetti
Spectroscopy,"Chemistry Analytical
Journal title
Rapid communications in mass spectrometry → ACNP
ISSN journal
09514198
Volume
12
Issue
23
Year of publication
1998
Pages
1936 - 1944
Database
ISI
SICI code
0951-4198(1998)12:23<1936:SEOA2N>2.0.ZU;2-E
Abstract
Collision-induced dissociation (CID) of lithiated molecules generated by liquid SIMS (LSIMS) from two new natural compounds, annoheptocin A and B, led to their structural elucidation. Mass spectrometry (MS) and tandem mass spectrometry (MS/MS) investigations of their acetonide de rivatives displayed obvious differences of reactivity of the lithiated dioxane and dioxolane rings towards CID, The 1,3-dioxane (six-membere d) ring could be the target of hydrogen rearrangement processes, leadi ng to the formation of a tetrahydrofuran ring through the loss of a mo lecule of acetone. (C) 1998 John Wiley & Sons, Ltd.