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Three isoflavones from Derris scandens (Roxb.) Benth and their cancer chemopreventive activity and in vitro antiproliferative effects
Phytochemistry ( IF 3.2 ) Pub Date : 2020-07-01 , DOI: 10.1016/j.phytochem.2020.112376
Chihiro Ito 1 , Takuya Matsui 2 , Kikuko Miyabe 1 , Choudhury M Hasan 3 , Mohammad A Rashid 3 , Harukuni Tokuda 4 , Masataka Itoigawa 5
Affiliation  

Three undescribed isoflavones, derriscandenon A, B, and C, together with seven known isoflavones were isolated and structurally characterized during a study of the chemical constituents in the leaves of Derris scandens (Roxb.) Benth (Leguminosae, Fabaceae) collected in Bangladesh. The inhibitory activity of the compounds against activation of Epstein-Barr virus antigen (EBV-EA) by 12-O-tetradecanoylphorbo-13-acetate (TPA) was measured to identify possible chemopreventive agents. Mild inhibitory effects (IC50 278-290 mol ratio/32 pmol TPA) against EBV-EA induction compared with curcumin (IC50 341 mol ratio/32 pmol TPA) were observed for four known compounds (lupalbigenin, isopalbigenin, glyurallin, and isangustone A). Next, we focused on antitumor effects and investigated cell viability, cell proliferation, and mitochondria membrane potential by using an MTT assay, a live cell monitoring system, and fluorescence staining. Of the seven isoflavones tested for cell viability, a dose-dependent decrease in cell viability was observed for four isoflavones (derriscandenon B and C, derrubone, and glyurallin) in KB cells and two compounds (derriscandenon B and isochandaisone) in NALM6-MSH+ cells. In addition, the proliferation of KB cells was significantly inhibited by these four compounds at a concentration of 5 μM. The mitochondria membrane potentials of KB cells treated with derriscandenon C, derrubone, and glyurallin at the IC50 concentration were decreased by about 55%, whereas undescribed compound derriscandenon B had no effect. Our results show that some of the compounds isolated from D. scandens may be suitable as seed compounds for cancer prevention and therapy.

中文翻译:

来自 Derris scandens (Roxb.) Benth 的三种异黄酮及其癌症化学预防活性和体外抗增殖作用

三种未描述的异黄酮、derrisscandenon A、B 和 C 以及七种已知的异黄酮在对孟加拉国收集的 Derris scandens (Roxb.) Benth (豆科、豆科) 叶子中的化学成分进行研究期间被分离出来并进行了结构表征。测量化合物对 12-O-十四烷酰佛波-13-乙酸酯 (TPA) 激活 Epstein-Barr 病毒抗原 (EBV-EA) 的抑制活性,以鉴定可能的化学预防剂。与姜黄素(IC50 341 mol 比/32 pmol TPA)相比,对四种已知化合物(羽扇豆甙元、异羽扇豆甙元、glyurallin 和 isangustone A)观察到对 EBV-EA 诱导的轻度抑制作用(IC50 278-290 mol 比/32 pmol TPA) . 接下来,我们专注于抗肿瘤作用并研究了细胞活力、细胞增殖、通过使用 MTT 测定、活细胞监测系统和荧光染色来检测线粒体膜电位。在测试细胞活力的七种异黄酮中,观察到 KB 细胞中的四种异黄酮(derriscandenon B 和 C、derrubone 和 glyurallin)和 NALM6-MSH+ 细胞中的两种化合物(derriscandenon B 和异香豆素)的细胞活力呈剂量依赖性降低. 此外,浓度为 5 μM 的这四种化合物显着抑制了 KB 细胞的增殖。用IC50 浓度的derriscandenon C、derrubone 和glyurallin 处理的KB 细胞的线粒体膜电位降低了约55%,而未描述的化合物derriscandenon B 没有影响。我们的结果表明,一些化合物从 D.
更新日期:2020-07-01
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