Novel Quaternary Ammonium Salt-Containing Polyamines from Agelenopsis aperta Funnel-Web Spider

Article abstract of DOI:10.1021/jo00032a039

Two novel hydroxylamine-containing acylpolyamines, Agel 489a and Agel 505a, each bearing a terminal quaternary ammonium salt, were isolated from the venom of Agelenopsis aperta, a funnel-web spider found throughout the western United States.Published structures for these compounds were not consistent with our spectral data.On the basis of fast-atom bombardment (FAB) mass spectrometry and 1H and 13C NMR spectra, novel structures for Agel 489a and 505a are proposed.These structural assignments are confirmed by the total synthesis of Agel 489a.