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(3,3″)-Linked Biflavanones from Ouratea spectabilis and Their Effects on the Release of Proinflammatory Cytokines in THP-1 Cells.
Journal of Natural Products ( IF 3.3 ) Pub Date : 2020-06-02 , DOI: 10.1021/acs.jnatprod.0c00074 Marina P Rocha 1 , Priscilla R V Campana 1 , Rodrigo M Pádua 1 , José D Souza Filho 2 , Daneel Ferreira 3 , Fernão C Braga 1
Journal of Natural Products ( IF 3.3 ) Pub Date : 2020-06-02 , DOI: 10.1021/acs.jnatprod.0c00074 Marina P Rocha 1 , Priscilla R V Campana 1 , Rodrigo M Pádua 1 , José D Souza Filho 2 , Daneel Ferreira 3 , Fernão C Braga 1
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Ouratea spectabilis is an arborous species traditionally used in Brazil as an anti-inflammatory agent. Four new (3,3″)-linked biflavanone O-methyl ethers, named ouratein A (1), B (2), C (3), and D (4), were isolated from the bark extract of the species. Ouratein A (1) is an enantiomer of neochamagesmine A, which has never been described before. The structures were elucidated by extensive spectroscopic data analyses, whereas their absolute configurations were defined by electronic circular dichroism data. Ouratein D (4) inhibited in vitro the release of the pro-inflammatory cytokine CCL2 by lipopolysaccharide-stimulated THP-1 cells (IC50 of 3.1 ± 1.1 μM), whereas TNF and IL-1β release were not reduced by any of the biflavanones. These findings show ouratein D (4) as a selective CCL2 inhibitor, which may have potential for the development of new anti-inflammatory agents to prevent or treat cardiovascular diseases.
中文翻译：
来自 Ouratea spectabilis 的 (3,3")-连接的双黄烷酮及其对 THP-1 细胞中促炎细胞因子释放的影响。
Ouratea spectabilis是巴西传统上用作抗炎剂的乔木树种。从该物种的树皮提取物中分离出四种新的 (3,3")-连接的双黄烷酮O-甲基醚，命名为ouratein A ( 1 )、B ( 2 )、C ( 3 ) 和 D ( 4 )。Ouratein A ( 1 ) 是新香槟金 A的对映异构体，其以前从未被描述过。通过广泛的光谱数据分析阐明了这些结构，而它们的绝对构型由电子圆二色性数据定义。Ouratein D ( 4 ) 在体外抑制脂多糖刺激的 THP-1 细胞 (IC) 释放促炎细胞因子 CCL250 of 3.1 ± 1.1 μM)，而任何双黄烷酮都没有减少 TNF 和 IL-1β 的释放。这些发现表明，ouratein D ( 4 ) 作为一种选择性 CCL2 抑制剂，可能具有开发新的抗炎剂以预防或治疗心血管疾病的潜力。
更新日期：2020-06-26
中文翻译：
来自 Ouratea spectabilis 的 (3,3")-连接的双黄烷酮及其对 THP-1 细胞中促炎细胞因子释放的影响。
Ouratea spectabilis是巴西传统上用作抗炎剂的乔木树种。从该物种的树皮提取物中分离出四种新的 (3,3")-连接的双黄烷酮O-甲基醚，命名为ouratein A ( 1 )、B ( 2 )、C ( 3 ) 和 D ( 4 )。Ouratein A ( 1 ) 是新香槟金 A的对映异构体，其以前从未被描述过。通过广泛的光谱数据分析阐明了这些结构，而它们的绝对构型由电子圆二色性数据定义。Ouratein D ( 4 ) 在体外抑制脂多糖刺激的 THP-1 细胞 (IC) 释放促炎细胞因子 CCL250 of 3.1 ± 1.1 μM)，而任何双黄烷酮都没有减少 TNF 和 IL-1β 的释放。这些发现表明，ouratein D ( 4 ) 作为一种选择性 CCL2 抑制剂，可能具有开发新的抗炎剂以预防或治疗心血管疾病的潜力。
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