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Paper | Special issue | Vol 30, No. 1, 1990, pp.537-542
Published online, 1st January, 1970
DOI: 10.3987/COM-89-S47
Tashiromine; a New Alkaloid from Maackia tashiroi

Shigeru Ohmiya,* Hajime Kubo, Hirotaka Otomasu, Kazuki Saito, and Isamu Murakoshi

*Institute of Medicinal Chemistry, Hoshi University, 2-4-41 Ebara, Shinagawa-ku, Tokyo 142-8501, Japan


A new alkaloids (1) containing an indolizidine ring, named tashiromine, was isolated from the stems of Maackia tashiroi (Leguminosae) together with seven lupin alkaliods and ammodendrine. The structure of 1 was determined as (5S,6R)-5-hydroxymethyl-trans-indolizidine or its enantiomer by comparison of the spectral data with those of the synthetic diastereomers of 5-hydroxymethly-trans-indolizidine.