Londero Vinicius S, Costa-Silva Thais A, Antar Guilherme M, Baitello João B, de Oliveira Larissa V F, Camilo Fernanda F, Batista Andrea N L, Batista Joao M, Tempone Andre G, Lago Joao Henrique G
Institute of Environmental, Chemical and Pharmaceutical Sciences, Federal University of São Paulo, São Paulo 05508-000, Brazil.
Center for Natural and Human Sciences, Federal University of ABC, São Paulo 09210-170, Brazil.
J Nat Prod. 2021 May 28;84(5):1489-1497. doi: 10.1021/acs.jnatprod.0c01303. Epub 2021 Apr 15.
Twigs of were extracted using a solution of the ionic liquid 1-butyl-3-methylimidazolium bromide (BMImBr) in HO, assisted by microwave (MAE). After successive chromatographic steps, one sesquiterpene, costic acid, and three new related lactones, 3(7)--3-hexadec-21-enylidene-5-(hydroxymethyl)tetrahydrofuran-2-one (), 3(7)--3-hexadecylidene-5-(hydroxymethyl)tetrahydrofuran-2-one (), and 3(7)--3-docosylidene-5-(hydroxymethyl)tetrahydrofuran-2-one (), were isolated. After structural elucidation using IR, UV, HRESIMS, NMR, ECD, and VCD, compounds were tested against trypomastigote forms of . The mechanism of action of bioactive isolated compounds was studied using different fluorescent-based approaches to investigate alterations of the plasma membrane, permeability/electric potential (ΔΨ), reactive oxygen species levels, mitochondria (electric membrane potential, ΔΨ/ATP levels), Ca levels, and pH of the acidocalcisomes. In addition, in silico studies predicted no resemblance to pan assay interference compounds (PAINS).
使用离子液体1-丁基-3-甲基咪唑溴化物（BMImBr）在水中的溶液，借助微波（MAE）提取[植物名称]的嫩枝。经过连续的色谱步骤，分离出一种倍半萜，肋柱花酸，以及三种新的相关内酯，3(7)-[十六碳-21-烯基亚基]-3-5-(羟甲基)四氢呋喃-2-酮（[化合物1名称]），3(7)-[十六基亚基]-3-5-(羟甲基)四氢呋喃-2-酮（[化合物2名称]），和3(7)-[二十二基亚基]-3-5-(羟甲基)四氢呋喃-2-酮（[化合物3名称]）。使用红外光谱（IR）、紫外光谱（UV）、高分辨电喷雾电离质谱（HRESIMS）、核磁共振（NMR）、电子圆二色光谱（ECD）和振动圆二色光谱（VCD）对结构进行解析后，测试了化合物[化合物编号]对[寄生虫名称]无鞭毛体形式的活性。使用不同的基于荧光的方法研究了生物活性分离化合物的作用机制，以研究质膜、通透性/电势（ΔΨ）、活性氧水平、线粒体（膜电势、ΔΨ/ATP水平）、钙水平和酸性钙小体pH值的变化。此外，计算机模拟研究预测其与泛分析干扰化合物（PAINS）没有相似性。
