Casimiroa edulis

Imidazole-containing alkaloids related to the amino acid histidine include histamine (imidazole-4-ethanamine) (C3N2) (from numerous plant sources) and casimiroedine (an jV-glycoside), jV-methylhistamine and jV jjV -dimethylhistamine from Casimiroa edulis (Rutaceae) that are hypotensive through interaction with histamine receptors. 

Synephrine acetonide (aryl amine) Non-plant reference Casimiroa edulis (Rutaceae) [seed] (3A-R agonist (olA-R) [hypertensive] 5.3Cn... 

Acronychia laurifolia, Casimiroa edulis, Evodia merrillii,... 

The seed (21) of the Mexican tree Casimiroa edulis Llave et Lex. contains eduline (IV) (mp 187°-188°), identified by synthesis (22), the... 

Identical with edulein from Casimiroa edulis bark (25). 

Casimiroa edulis Llave et Lex. Rutaceae Mex leaves -KMES +PTZ aqueous ext. 78... 

The alkaloid edulitine from Casimiroa edulis Llave and Lex was assigned structure 5 on the basis of spectroscopic studies (17), and this was confirmed by several syntheses (18-20). For example, Piozzi and coworkers cyclized the anilide 4, obtained from o-methoxyaniline and... 

The alkaloid edulinine was first obtained from Casimiroa edulis Llave and Lex., and it was assigned the diol structure 54 on the basis of NMR and mass spectra (17). An optical rotation was not recorded, but the alkaloid from this source was later described as being optically active, [a]D-15° (47). The constitution was confirmed by comparison with ( )-edulinine obtained from synthetic Af-methylplatydesminium iodide by treatment with aqueous ammonia at 20° (37) and with (-)-edulinine, [a]D-20° (CHC13), resulting from a similar reaction on (+)-7V-methylplatydesminium salt (37). The alkaloid has been obtained from a number of other sources ... 

Edulinine from Casimiroa edulis may be formed from (+)-N-methylplatydesminium salt during isolation. (+)-Edulinine from Pelea barbigera is certainly an artifact, and was obtained only when base was employed during isolation the precursor, presumably (—)-JV-methyl-platydesminium salt, could not be detected (43). ( )-Edulinine is conveniently prepared by reaction of 4-methoxy-l-methyl-3-(3-methylbut-2-enyl)-2-quinolone with m-chloroperbenzoic acid and then with aqueous base, without isolating intermediates (2). 

Carex brevicoUis DC.-262 Carludovka divergent Ducke-217,270 Camera gigantea (Engl.) B. et R,-lo8,422 Casimiroa edulis Llave et Lex.-246,403 Catha edulis (Wil) Forskal-256 Cavanillesia hylogeiton Ulbrich—217,269 Cavanillesia umbellata R. et R-217,269 Cecropia mexicana—ap ... 

Zaal, Amsterdam narcotics chief—41 Zaparo Indians of S. America—199,213,373 Zapotec Indians of Mexico—125-6,307,314 zapote borracho Casimiroa edulis)— zapote dormildn Casimiroa edulisy-z zar (also hart)— ... 

The total synthesis of casimiroedine (17), isolated from Casimiroa edulis, has been achieved. The synthesis also establishes the trans-cinnamamide stereochemistry, a point which had remained unresolved in the original structural elucidation study. The reaction of the keto-lactone (18) with the imidazolyl-lithium (19) generated in situ yields a number of products,the major ones being the pilocarpine-related (20) and the ditetrahydrofuran (21). Treatment... 

Q Casimiroa edulis° Extracts used in Mexican traditional medicine as sedative, antihypertensive. Controlled studies demonstrated effective anti-seizure activity comparable to phenobarbital and phenytoin, and eliminated seizure-related mortality in pre-treated animals... 

Casimiroine 1-Me, 4-OMe, 7-OCH2O-8 Casimiroa edulis [42], C. pubescena [39], Dictyoloma vandellianum [23]... 

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