251. Die Struktur des Spermin-Alkaloides Aphelandrin aus Aphelandra squarrosa NEES 170. Mitteilung uber organische Naturstoffe

Tipo de material: Texto

TextoSeries ; Helvetica Chimica Acta, 61(7), p.2646-2671, 1978Trabajos contenidos:

Von Peter Datwyler
Bosshardt, H
Bernhard, H.O
Und Manfred Hesse
Und Siegfried Johne

Recursos en línea:

Para ver el documento ingresa a Google con tu cuenta: @cicy.edu.mx

Resumen: The new spermine alkaloid aphelandrine (2)has been isolated from Aphelandra squarrosa NEES. By oxidation of 2 with KMn04 followed by methylation (CH2N2)12 and 14 could be prepared (Scheme 2). Fusion of 2 with KOH yielded spermine (1)whereas hydrolysis of 2 in hot hydrochloric acid results in lacton 17, the structure of which could be elucidated by comparison with a synthetically prepared model compound (Scheme 3). The benzylic bonds N (lo), C (1 1)as well as 0 (16), C (17)of 2 could be cleaved by hydrogenolysis (compare 23 and 26; Scheme 4). The elucidation of the correct linkage of the spermine moiety with the aromatic dicarboxylic acid is based mainly on chemical and spectroscopic evidence of the tetrahydro derivative 26, the Hofmann-degradation products 28,30 and 31 (Scheme 6)as well as the ester 35, prepared by partial hydrolysis of 2 (Scheme 7).

Tags from this library: No tags from this library for this title. Log in to add tags.

Average rating: 0.0 (0 votes)

Holdings
Item type	Current library	Collection	Call number	Status	Date due	Barcode
Documentos solicitados	CICY Documento préstamo interbibliotecario	Ref1	B-12639 (Browse shelf(Opens below))	Available

Browsing CICY shelves, Shelving location: Documento préstamo interbibliotecario, Collection: Ref1 Close shelf browser (Hides shelf browser)

Previous	No cover image available	No cover image available	No cover image available	No cover image available	No cover image available	No cover image available	No cover image available	Next
Previous	B-12636 Terpenoids from the seeds of Artemisia annua	B-12637 Interaction of embryonic cortical neurons on nanofibrous scaffolds for neural tissue engineering	B-12638 New chromosome counts in neotropical Albiria, Harrardia and Pithecellobiurn, and a new combination for Albiria (Leguminosae- Mimosoideaehgeae)	B-12639 251. Die Struktur des Spermin-Alkaloides Aphelandrin aus Aphelandra squarrosa NEES 170. Mitteilung uber organische Naturstoffe	B-1264 Production of Homodeoxyharringtonine and other Cephalotaxine Esters by Tissue Culture	B-12640 23. New Spermine Alkaloids from Aphelandra tetragona (VAHLN)NEES	B-12641 Lipases: Interfacial Enzymes with Attractive Applications	Next

The new spermine alkaloid aphelandrine (2)has been isolated from Aphelandra squarrosa NEES. By oxidation of 2 with KMn04 followed by methylation (CH2N2)12 and 14 could be prepared (Scheme 2). Fusion of 2 with KOH yielded spermine (1)whereas hydrolysis of 2 in hot hydrochloric acid results in lacton 17, the structure of which could be elucidated by comparison with a synthetically prepared model compound (Scheme 3). The benzylic bonds N (lo), C (1 1)as well as 0 (16), C (17)of 2 could be cleaved by hydrogenolysis (compare 23 and 26; Scheme 4). The elucidation of the correct linkage of the spermine moiety with the aromatic dicarboxylic acid is based mainly on chemical and spectroscopic evidence of the tetrahydro derivative 26, the Hofmann-degradation products 28,30 and 31 (Scheme 6)as well as the ester 35, prepared by partial hydrolysis of 2 (Scheme 7).

There are no comments on this title.

to post a comment.