Iteamine, the first alkaloid isolated from Itea virginica L. inflorescence
2014
Ayers, Benjamin J. | Hollinshead, Jacqueline | Saville, Alexander W. | Nakagawa, Shinpei | Adachi, Isao | Kato, Atsushi | Izumori, Ken | Bartholomew, Barbara | Fleet, George W.J. | Nash, Robert J.
Iteamine, o-aminobenzyl β-d-glucopyranoside, is the first alkaloid to be isolated from Itea virginica. Itea is the sole plant source of d-psicose, a rare sugar likely to be a major dietary supplement. The structure of iteamine was established by NMR and confirmed by total synthesis. Iteamine and its galacto-analog (which was not found in Itea plants) showed no strong inhibition of any of the 15 glycosidases tested; unnatural galacto-iteamine was a weak inhibitor of chicken liver α-N-acetylgalactosaminidase.
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