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Investigation of Dalea parryi (Fabaceae) metabolites for anthelmintic activity against the human pathogenic hookworm Ancylostoma ceylanicum
Phytochemistry ( IF 3.2 ) Pub Date : 2020-09-01 , DOI: 10.1016/j.phytochem.2020.112423
Gil Belofsky 1 , Lindsay Engels 2 , Victoria McPherson 2 , Katherine Nash 1 , Kiah Sullivan 2 , Brendon Torrey 2 , Cassandra Ripley 2 , Angel Coria 2 , Teresa Bicchieri 2 , Blaise Dondji 2
Affiliation  

The US Southwest plant Dalea parryi (Fabaceae) was investigated as part of an ongoing study of the potential of plant compounds for anthelmintic activity to the human pathogenic hookworm Ancylostoma ceylanicum. This has resulted in the isolation of three previously undescribed isoflavonoid metabolites, denoted parryans A-C, a chalcone, six pterocarpans, and three known compounds from the roots of D. parryi. Parryans A and B express a rarely-seen O-prenyl substituent. Structures of the previously undescribed compounds were established using 1D and 2D NMR spectroscopy and mass spectrometry. The relative and absolute configurations of the undescribed stereoisomers were assigned using chemical shift and coupling constant data and comparisons of specific rotations to published data. The most active of the isolated compounds only expressed a 17% reduction in survival of A. ceylanicum adult hookworm in an ex vivo assay at 50 μg/mL after 5 days exposure. Toxicity, ranging from 47 to 93% reduction in survival of mammalian splenocytes was expressed by four of the compounds.

中文翻译:


Dalea parryi(豆科)代谢物对人类致病性钩虫锡兰钩虫的驱虫活性研究



美国西南部植物 Dalea parryi(豆科)的研究是一项正在进行的研究的一部分,该研究旨在了解植物化合物对人类致病性钩虫锡兰钩虫具有驱虫活性的潜力。这导致从 D. parryi 根中分离出三种以前未描述的异黄酮类代谢物,表示为 parryans AC、一种查尔酮、六种紫檀素和三种已知化合物。 Parryans A 和 B 表达罕见的 O-异戊二烯基取代基。使用一维和二维核磁共振波谱和质谱确定了先前未描述的化合物的结构。使用化学位移和偶联常数数据以及比旋光度与已发表数据的比较来指定未描述的立体异构体的相对和绝对构型。在离体试验中,50 μg/mL 的分离化合物暴露 5 天后,活性最强的化合物仅使锡兰曲霉成虫钩虫的存活率降低 17%。其中四种化合物具有毒性,使哺乳动物脾细胞的存活率降低 47% 至 93%。
更新日期:2020-09-01
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