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Acetogenins from the stems of Uvaria micrantha showing antiproliferative effects on HepG2 liver cancer cells
Phytochemistry ( IF 3.2 ) Pub Date : 2022-09-24 , DOI: 10.1016/j.phytochem.2022.113450
Sanit Thongnest 1 , Jutatip Boonsombat 1 , Siriporn Keeratichamroen 2 , Kriengsak Lirdprapamongkol 2 , Wirongrong Kaweetripob 3 , Surasak Kheawchaum 3 , Chulabhorn Mahidol 4 , Jisnuson Svasti 2 , Somsak Ruchirawat 5 , Hunsa Prawat 1
Affiliation  

Five mono-tetrahydrofuran acetogenins: uvamicranins A–E and three known mono-tetrahydrofuran acetogenins; reticulatacin, calamistrin A, and uvarigrin, were isolated from the stems of Uvaria micrantha (Annonaceae). Their structures were elucidated by 2D NMR and high-resolution mass spectral analysis. The absolute configurations of uvamicranins A and B were determined by modified Mosher's method. Evaluation of antiproliferative activity of the isolated compounds showed that they were more potent towards the human hepatocellular carcinoma cell line HepG2, compared to the five other tested cell lines. Among the tested compounds, uvamicranin B (UvB) and uvarigrin (Uv) possessed strong antiproliferative activity with IC50 values of 2.89 ± 0.71 μM and 0.37 ± 0.06 μM, respectively. The antiproliferative mechanism of UvB and Uv, was investigated in HepG2 cell line showing that both compounds marginally induced apoptotic cell death, but exhibited cytostatic effect through induction of cell cycle arrest at the G2/M phase.



中文翻译:

紫薇花茎中的 Acetogenins 对 HepG2 肝癌细胞具有抗增殖作用

5 种单四氢呋喃 acetogenins:uvamicranins A–E 和三种已知的单四氢呋喃 acetogenins;reticulatacin、calamistrin A 和 uvarigrin 是从紫薇(番荔枝科)的茎中分离出来的。通过二维核磁共振和高分辨率质谱分析阐明了它们的结构。uvamicranins A 和 B 的绝对构型通过改进的 Mosher 方法测定。对分离化合物的抗增殖活性的评估表明,与其他五种测试的细胞系相比,它们对人肝细胞癌细胞系 HepG2 更有效。在测试的化合物中,uvamicranin B (UvB) 和uvarigrin (Uv) 具有很强的抗增殖活性,IC 50值分别为2.89 ± 0.71 μM 和0.37 ± 0.06 μM。在 HepG2 细胞系中研究了 UvB 和 Uv 的抗增殖机制,结果表明这两种化合物均轻微诱导细胞凋亡,但通过诱导细胞周期停滞在 G2/M 期而表现出细胞抑制作用。

更新日期:2022-09-29
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