Magalhães Aderbal Farias, Tozzi Ana Maria Goulart de Azevedo, Santos Celira Caparica, Serrano Deborah Regina, Zanotti-Magalhães Eliana Maria, Magalhães Eva Gonçalves, Magalhães Luiz Augusto
Departamento de Química Orgânica, Instituto de Química, Universidade Estadual de Campinas, Brasil.
Mem Inst Oswaldo Cruz. 2003 Jul;98(5):713-8. doi: 10.1590/s0074-02762003000500022. Epub 2003 Sep 8.
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.
对豆科植物朗氏黑黄檀（Swartzia langsdorffii Raddi）根、叶、种子和果实中的皂苷及其对光滑双脐螺成虫和卵的杀螺活性进行了研究。将根、种子和果实用95%乙醇浸渍。这些提取物对光滑双脐螺具有显著的杀螺活性，稀释至100 mg/l时仍有效果。从种子和果实提取物中通过色谱法分离出四种三萜齐墩果烷型皂苷混合物（A2、B2、C和D）。鉴定出两种已知皂苷（1和2），分别为β-D-吡喃葡萄糖基-[α-L-吡喃鼠李糖基-(1->3)-β-D-吡喃葡萄糖醛酸基-(1->3)]-3β-羟基齐墩果-12-烯-28-酸酯和β-D-吡喃葡萄糖基-(1->3)-β-D-吡喃葡萄糖醛酸基-(1->3)]-3β-羟基齐墩果-12-烯-28-酸酯。这两种皂苷存在于所有混合物中，与其他三萜齐墩果烷型皂苷一起，通过反相高效液相色谱法显示其极性较小。皂苷的鉴定基于光谱证据，包括氢-氢二维相关光谱、核Overhauser和交换光谱、异核多量子相干以及异核多键连接实验。通过卤虫致死试验对朗氏黑黄檀皂苷对非靶标生物的毒性进行了初步筛选。
