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Yuzurine-type alkaloids

Nine alkaloids belonging to the yuzurine group were isolated from D. macropodum and D. gracile distributed in New Guinea. The structure of yuzurine (27) was [Pg.544]

From the IR absorptions, daphnezomine A (37), G22H35NO3, was suggested to possess OH (3600 cm ), NH (3430 cm ), and carboxylate (1570 and 1390 cm ) functionalities. Detailed analysis of the H- H COSY, HOHAHA, HMQC-HOHAHA and HMBC correlations defined the gross structure of 37, consisting of an aza-adamantane core (N-1, C-1, and C-5-C-12) fused to a cyclohexane ring (C-l-C-5 and C-8) and another cyclohexane ring (C-9-C-11 and C-15-C-17), and three substituents at C-2, C-5, and C-8 [44]. [Pg.545]

In order to determine the absolute configurations of 37 and 38, a crystal of the hydrobromide of 38 generated from MeOH/acetone (1 9) was submitted to X-ray crystallographic analysis [44]. The crystal structure containing the absolute [Pg.548]

Daphnezomines C (39) and D (40), possess the secodaphniphylline-type skeleton with a nitrone functionality, while daphnezomine E (41) is the first N-oxide of a daphniphylline-type alkaloid, though the N-oxides of several yuzurimine-type alkaloids have been reported [45]. [Pg.549]

Spectral investigations of daphnezomines F (42) and G (43), whose molecular formulas are C27H35NO8 and C27H35NO7, respectively, revealed that they are structurally related and possess a l-azabicydo[5.2.2]undecane moiety. The conformation of the l-azabicyclo[5.2.2]undecane ring in 43 was elucidated by a low-temperature NMR study and computational analysis [46], [Pg.550]


See other pages where Yuzurine-type alkaloids is mentioned: [Pg.544]    [Pg.546]    [Pg.253]    [Pg.253]    [Pg.254]    [Pg.268]    [Pg.544]    [Pg.546]    [Pg.253]    [Pg.253]    [Pg.254]    [Pg.268]    [Pg.278]    [Pg.249]   


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Alkaloids types

Yuzurine

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