Saponins from Swartzia langsdorffii: biological activities.
The presence of saponins and the molluscicidal activity of the roots, leaves, seeds and fruits of Swartzia langsdorffii Raddi (Leguminosae) against Biomphalaria glabrata adults and eggs were investigated. The roots, seeds and fruits were macerated in 95% ethanol. These extracts exerted a significant molluscicidal activity against B. glabrata, up to a dilution of 100 mg/l. Four mixtures (A2, B2, C and D) of triterpenoid oleanane type saponins were chromatographically isolated from the seed and fruit extracts. Two known saponins (1 and 2) were identified as beta-D-glucopyranosyl-[alpha-L-rhamnopyranosyl-(1->3)- beta-D-glucuronopyranosyl-(1->3)]-3beta-hydroxyolean-12-ene-28 -oate, and beta-D-glucopyranosyl-(1->3)-beta-D-glucuronopyranosyl-(1 ->3)]-3beta-hydroxyolean-12-ene-28-oate, respectively. These two saponins were present in all the mixtures, together with other triterpenoid oleane type saponins, which were shown to be less polar, by reversed-phase HPLC. The saponin identifications were based on spectral evidence, including  H- H two-dimensional correlation spectroscopy, nuclear Overhauser and exchange spectroscopy, heteronuclear multiple quantum coherence, and heteronuclear multiple-bond connectivity experiments. The toxicity of S. langsdorffii saponins to non-target organisms was prescreened by the brine shrimp lethality test.
Magalhães
Aderbal Farias
AF
Departamento de Química Orgânica, Instituto de Química, Universidade Estadual de Campinas, Brasil. aderbal@iqm.unicamp.br
Tozzi
Ana Maria Goulart de Azevedo
AM
Santos
Celira Caparica
CC
Serrano
Deborah Regina
DR
Zanotti-Magalhães
Eliana Maria
EM
Magalhães
Eva Gonçalves
EG
Magalhães
Luiz Augusto
LA
D000818:Animals; D001700:Biomphalaria / Q000187:drug effects*; D002855:Chromatography, Thin Layer; D007887:Fabaceae / Q000737:chemistry*; D007928:Lethal Dose 50; D008975:Molluscacides / Q000737:chemistry / Q000302:isolation & purification* / Q000633:toxicity; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification / Q000633:toxicity; D012503:Saponins / Q000737:chemistry / Q000302:isolation & purification* / Q000633:toxicity; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000633:toxicity
D008975:Molluscacides; D010936:Plant Extracts; D012503:Saponins; D014315:Triterpenes; C450739:oleanonic acid