Aristotelia alkaloids

Monoterpenoid Alkaloids.—Aristotelia Alkaloids. Fruticosonine is a novel alkaloid, containing an unrearranged monoterpene unit, which occurs48 in Aristotelia fruticosa Hook, f the structure (54) (relative stereochemistry only) was deduced by X-ray crystallography, and confirmed by the synthesis of ( )-fruticosonine 

46 (a) M. Beran, J. Krepelka, andM. Semonsky, Collect. Czech. Chem. Commun., 1979,44,3385 (b) J. Krepelka, J. Holubek, and M. Semonsky, ibid., 1980, 45, 755. 

Reagents i, Me2CHN02, EtONa ii, (CH2OH)2, TsOH iii, NaBH4, Pd/C, MeOH iv, indole /3-glyoxylyl chloride v, LiAlH4 vi, H,0+ 

Sorelline and hobartine are two new alkaloids of A. peduncularis (Labill.) Hook. f. which were isolated by chromatography after removal of the major alkaloid, peduncularine.50 Both alkaloids, whose structures were elucidated 

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Monoterpenoid Alkaloids.—Aristotelia Alkaloids. Details of the elucidation of the structure of aristone by the X-ray method have been published.39" Aristoserratine, a new, minor alkaloid of A. serrata and A. peduncularis39b is 15-oxoaristoteline (59). Since aristoserratine could not be reduced to aristoteline, the absolute configuration expressed in (59) was deduced from its c.d. spectrum. 

About forty Aristotelia alkaloids are now known, including examples from related species endemic in New Zealand and Chile [37. Fruticosonine (18), the simplest Aristotelia alkaloid... 

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