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

作者：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

来源：Phytochemistry, 2014, 100: 126-131.

DOI：10.1016/j.phytochem.2014.01.012

• Itea virginica
• Grossulariaceae
• Iteamine
• alpha-N-acetylgalactosaminidase
• D-Psicose

Iteamine, o-aminobenzyl beta-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 alpha-N-acetylgalactosaminidase.