Phytochemical study of fagraea spp. Uncovers a new terpene alkaloid with anti-inflammatory properties1
Suciati, Lambert, LK, Ross, BP, Deseo, MA & Garson, MJ 2011, 'Phytochemical study of fagraea spp. Uncovers a new terpene alkaloid with anti-inflammatory properties', Australian Journal of Chemistry, vol. 64, no. 4, pp. 489-94.
The publisher's version of this article is available at
Phytochemical investigation of the stem bark of F. racemosa JACK ex WALL (Loganiaceae) from East Java, Indonesia, has resulted in the isolation of a new alkaloid fagraeoside along with the iridoid glycoside secologanoside. Fagraeoside may be derived from the condensation of secologanin with L-asparagine, and represents a rare example of a terpene alkaloid in which the amino acid component is non-aromatic. Investigation of three additional species ofFagraea provided known lignans, iridoid or secoiridoid glycosides, and flavanol-6-C-glucosides, thus it is likely that iridoid and secoiridoid glucosides are chemotaxonomic markers for the Fagraea genus. Fagraeoside inhibited the production of prostaglandin E2 in 3T3 murine fibroblasts (IC50 ~5.1 µM), and was not cytotoxic to this cell line or to a P388 murine leukaemia cell line. Selected isolated compounds, including fagraeoside, showed low to moderate activity in anti-acetylcholinesterase screening.