Synthesis and antifungal activity of medicagenic acid saponins on plant pathogens: modification of the saccharide moiety and the 23α substitution
The study of structure-antifungal activity relationships of medicagenic acid saponins was widened to include synthetic glycosides of mannose, galactose, cellobiose, and lactose as well as a 23α-hydroxymethyl analog of medicagenic acid, namely, methyl 2β,3β-dihydroxy-23α-hydroxymethyl-Δ 12-oleanene-2...
Gespeichert in:
Veröffentlicht in: | Carbohydrate research 1993-05, Vol.244 (1), p.161-169 |
---|---|
Hauptverfasser: | , , , , , |
Format: | Artikel |
Sprache: | eng |
Schlagworte: | |
Online-Zugang: | Volltext |
Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
Zusammenfassung: | The study of structure-antifungal activity relationships of medicagenic acid saponins was widened to include synthetic glycosides of mannose, galactose, cellobiose, and lactose as well as a 23α-hydroxymethyl analog of medicagenic acid, namely, methyl 2β,3β-dihydroxy-23α-hydroxymethyl-Δ
12-oleanene-28β-carboxylate, against
Sclerothium rolfsii, Rhizoctonia solani, Trichoderma viride, Aspergillus niger, and
Fusarium oxysporum. The native glucose-containing saponin was a more effective antifungal agent than the aforementioned saponins, except in the case of the cellobiose-containing derivative and
F. oxysporum. A carboxyl substituent at the 23α position of the sapogenin brought about higher fungistatic activity than a methyl carboxylate which, in turn, was more effective than an hydroxymethyl group at the same position. |
---|---|
ISSN: | 0008-6215 1873-426X |
DOI: | 10.1016/0008-6215(93)80012-4 |