Dimethylchromene rotenoids from Tephrosia candida

• Published in: Phytochemistry (Oxford) Vol. 46; no. 6; pp. 1081 - 1085
• Main Authors: Andrei, Cesar C., Vieira, Paulo C., Fernandes, João B., da Silva, M.Fátima das G.F., Rodrigues^Fo, Edson
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier Ltd 01-11-1997; Elsevier
• Subjects: Biological and medical sciences; Chemical constitution; Fundamental and applied biological sciences. Psychology; Plant physiology and development; rotenoids; Tephrosia candida; roots; dimethylchromene rotenoids; Fabaceae; Chroman derivatives; Leguminosae; Root; Molecular structure; Dicotyledones; Angiospermae; Polycyclic compound; Isolation; Spermatophyta; Oxygen heterocycle
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/S0031-9422(97)00405-6

The hexane and ethyl acetate extracts of roots of
Tephrosia candida afforded a new rotenoid, 12a-hydroxy-β-toxicarol, together with a series of known ones, identified as: deguelin, α-toxicarol, tephrosin, 6a,12a-dehydrodeguelin, 12a-hydroxy-α-toxicarol, 6a,12a-dehydro-α-toxicarol and 6a,12a-dehydro-β-toxicarol. The possibility of four of these rotenoids to be linear or angular is discussed on the basis of HMBC experiments. Angular rotenoids are very common, however the linear are restricted, and to the best of our knowledge only two linear dimethylchromene rotenoids are described in the literature.