𝔖 Bobbio Scriptorium
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Synthesis of unsymmetrical spermine alkaloids of the homalium group

✍ Scribed by Leslie Crombie; Raymond C.F. Jones; David Haigh

Book ID
104219235
Publisher
Elsevier Science
Year
1986
Tongue
French
Weight
217 KB
Volume
27
Category
Article
ISSN
0040-4039

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✦ Synopsis

Spermine alkaloids homaline, hopromalinol, hopromine, and hoprominol are prepared by sequential coupling of 4-substituted 5-methyl-1,5-diazacyclooctan-2-ones, available by transamidation from 4-substituted azetidin-2-ones, to 1,4-dichlorobut-2-ene. Homalium alkaloids (1 a-d), isolated from the leaves of Homalium pronyense (Flacourtiaceae), have unique bis-eight-membered lactam structures.' They are based biogenetically on combination of two residues (fatty or cinnamic acid)

with the'polyamine spermine.

We report here an approach leading to the first

πŸ“œ SIMILAR VOLUMES

Enantioselective Entry to the Homalium A
Enantioselective Entry to the Homalium Alkaloid Hoprominol: Synthesis of an (R,R,R)-Hoprominol Derivative
✍ Corinne Ensch; Manfred Hesse πŸ“‚ Article πŸ“… 2003 πŸ› John Wiley and Sons 🌐 German βš– 153 KB πŸ‘ 1 views

## Abstract The diastereoselective synthesis of the __N__‐ and __O__‐protected hoprominol derivative (__R__,__R__,__R__)‐**6** is described. The building up of the bicyclic __O__‐silylated and di(__N__‐tosylated) asymmetric scaffold **6** succeeded by convergent preparation of the two basic chiral

Biosynthesis of the Spermine Alkaloid Ap
Biosynthesis of the Spermine Alkaloid Aphelandrine
✍ Georgios Papazoglou; Jorge Sierra; Katharina Homberger; Armin Guggisberg; Wolf-D πŸ“‚ Article πŸ“… 1991 πŸ› John Wiley and Sons 🌐 German βš– 331 KB

Aphelandrine (1) is shown to be biosynthesized in the root cells of Aphelundra tetragonu (VAHL) NEES from labelled putrescine (4), spermidine (5), and cinnamic acid (3). Whether spermine (6) and the @-hydroxycinna-moy1)spermidine 8 are precursors of 1 is uncertain, since the latter is hydrolysed to