Xanthoxylum rhetsa

There are several alkaloids in the structure of which are both quinazoline and indole nuclei. Evodiamine (1001 R = H) and rutaecarpine (1002) were both isolated from the seeds of Evodia rutaecarpa about 1916 and synthesized in 1927. They were found subsequently to occur also in Xanthoxylum rhetsa, which in addition yielded rhetsinine (1001 R = OH) (59T(7)257). The plant Hortia arborea afforded two more related alkaloids, hor-tiacine and hortiamine, each characterized by a methoxy group in the benzene ring of the indole portion (60JA5187). 

Evodiamine (67) was isolated from the dried, unripe fruits of Evodia rutaecarpa and is one of the few optically active indole alkaloids possessing only a single chiral center. The racemate of evodiamine, (752), has also been isolated from Xanthoxylum rhetsa DC., and was apparently given the name rhetsine (59). Ir 1640 and 3475 cm. Uv 268, 273, 283 and 292 nm. 

Rhetsinine , isolated from Xanthoxylum rhetsa DC. (59, 70,152) and a few other species 54 a, 65 a, 209, 217a was recognized as being identical with a substance obtained by mild permanganate oxidation of (67) called hydroxyevodiamine. Pachter and Sued (752) have demonstrated that hydroxyevodiamine is, in fact, the dicarbonyl compound (80). 

Chatterjee, a., S. Bose, and C. Ghosh Rhetsine and Rhetsinine The Quinazoline Alkaloids of Xanthoxylum rhetsa. Tetrahedron 7, 257 (1959). 

Cineoles are monoterpenes present in the essential oils of many aromatic plants (e.g. Laurus nobilis L., Salvia spp., Eucalyptus spp., Xanthoxylum rhetsa D. C., and Artemisia spp). Many classes of volatile monoterpenes inhibit plant growth (e.g. [36]). Growth inhibition of grasses by volatile monoterpenes released by Salvia leucophylla is most effective during seedling development and establishment [6]. 

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See also in sourсe #XX -- [ , ]

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