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Title

Bioactive saponins from Microsechium helleri and Sicyos bulbosus

AuthorsHernández-Carlos, Beatriz; González-Coloma, Azucena ; Orozco-Valencia, Ángel Ulises; Ramírez-Mares, Marco Vinicio; Andrés, Mª Fé ; Joseph-Nathan, Pedro
KeywordsMicrosechium helleri
Sicyos bulbosus
Cucurbitaceae
Oleanane type saponins
Bayogenin
Polygalacic acid
Antifeedantan
Nematicidal and phytotoxic activities
Issue Date23-Mar-2011
PublisherElsevier
CitationPhytochemistry 72: 743–751 (2011)
AbstractEleven oleanane-type saponins (1–11) have been isolated from Microsechium helleri and Sicyos bulbosus roots and were evaluated for their antifeedant, nematicidal and phytotoxic activities. Saponins {3-O-b- D-glucopyranosyl (1?3)-b-D-glucopyranosyl-2b,3b,16a,23-tetrahydroxyolean-12-en-28-oic acid 28-O- a-L-rhamnopyranosyl-(1 ?3)-b-D-xylopyranosyl-(1 ?4)-[b-D-xylopyranosyl-(1?3)]-a-L-rhamnopyr- anosyl-(1?2)-a-L-arabinopyranoside} (1), and {3-O-b-D-glucopyranosyl-2b,3b,16a,23-tetrahydroxyole- an-12-en-28-oic acid 28-O-a-L-rhamnopyranosyl-(1 ?3)-b-D-xylopyranosyl-(1 ?4)-[b-D-xylopyrano- syl-(1?3)]-a-L-rhamnopyranosyl-(1 ?2)-a-L-arabinopyranoside} (2) were also isolated from M. helleri roots together with the two known compounds 3 and 4. Seven known structurally related saponins (5–11) were isolated from S. bulbosus roots. The structures of these compounds were established as bay- ogenin and polygalacic glycosides using one- and two-dimensional NMR spectroscopy and mass spec- trometry. Compounds 7, 10, bayogenin (12) and polygalacic acid (13) showed significant (p < 0.05) postingestive effects on Spodoptera littoralis larvae, compounds 5–11 and 12 showed variable nematicidal effects on Meloydogyne javanica and all tested saponins had variable phytotoxic effects on several plant species (Lycopersicum esculentum, Lolium perenne and Lactuca sativa). These are promising results in the search for natural pesticides from the Cucurbitaceae family.
Description9 páginas, 7 figuras y 3 tablas estadísticas
Publisher version (URL)http://dx.doi.org/ doi:10.1016/j.phytochem.2011.02.022
URIhttp://hdl.handle.net/10261/82446
DOI10.1016/j.phytochem.2011.02.022
ISSN0031-9422
E-ISSN1873-3700
Appears in Collections:(ICA) Artículos
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