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. 2014 Apr:100:126-31.
doi: 10.1016/j.phytochem.2014.01.012. Epub 2014 Feb 14.

Iteamine, the first alkaloid isolated from Itea virginica L. inflorescence

Benjamin J Ayers  1 , Jacqueline Hollinshead  2 , Alexander W Saville  3 , Shinpei Nakagawa  4 , Isao Adachi  4 , Atsushi Kato  4 , Ken Izumori  5 , Barbara Bartholomew  2 , George W J Fleet  3 , Robert J Nash  6
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Iteamine, the first alkaloid isolated from Itea virginica L. inflorescence

Benjamin J Ayers et al. Phytochemistry. 2014 Apr.

Abstract

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.

Keywords: Grossulariaceae; Itea virginica; Iteamine; d-Psicose; α-N-acetylgalactosaminidase.

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