H. Araya et al., STRUCTURAL ELUCIDATION OF TETRAHYDROFURAN IC ACETOGENINS BY MEANS OF PRECURSOR-ION SCANNING METHOD, Yuki Gosei Kagaku Kyokaishi, 52(9), 1994, pp. 765-777
Tetrahydrofuranic(annonaceous)acetogenins are a new class of bioactive
natural products isolated from several genera of Annonaceae plants. W
e have isolated nearly thirty these acetogenins from the seeds of Anno
na squamosa and A. reticulata. Their structures have been elucidated b
y the application of precursor-ion scanning method in mass spectrometr
y. Thus, these compounds were converted into lactam derivatives on tre
atment with amines such as N,N-dimethylethylenediamine. Precursor-ion
scanning spectra of the derivatives from a specific fragment ion due t
o C-N bond cleavage were measured. This newly developed method allowed
to establish unambiguously the planar structures of tetrahydrofuranic
acetogenins. Biological activity and stereochemical aspects of annona
ceous acetogenins are also reviewed.