Sesbania Sesbanimides

Sesbanimide is a novel cytotoxic compound isolated from Sesbania puni-cea seeds [84JCS(P1)1311]. According to high-field H- and C-NMR spectroscopy, in solution a solvent-dependent equilibrium exists between the... 

Sesbanimide A (34), together with its two stereoisomers sesbanimide B-l(35), sesbanimide B-2 (36) and sesbanimide C (37) all occur in Sesbania drunmondli, the structures rest on spectral and X-ray diffraction analyses. Each compound is strongly cytotoxic (R.C. Powell et al.,... 

Senecio vernalis (senecivernine), 244 Sesbania drummodii seeds (sesbanimide A and sesbanimide B), 182 Sesbania punicea (sesbanimide A and sesbanimide B), 182 sponge Discodermia calyx (calyculin),... 

A number of unusual alkaloids have been isolated from the seeds of Sesbania drummondii (Fabaceae, coffee bean, rattle bush, or rattle box), a plant of the southeastern United States (Fig. 37.13) (Powell and Smith, 1981 Powell et al., 1976, 1984 Suffness and Cordell, 1985). Other species of this genus also appear to contain alkaloids. The seeds are poisonous to cattle, goats, and sheep. Although the alkaloid sesban-ine (43) occurred in small amounts and was isolated as a part of antitumor screens, the actual activity resided with an even more minor compound, sesbanimide (44), that was finally isolated in 5 X 10 % yield. Sesbanimide is the major cytotoxic and antileukemic compound in the plant. Two additional antitumor compounds have been isolated, sesbanimide B (45) and C (46) (Powell et al., 1984). 

Powell, R. G., C. R. Smith, Jr., and D. Weisleder, Sesbanimide A and related tumor inhibitors from Sesbania drummondii Structure and chemistry. Phytochemistry, 23. 2789-2796... 

---