Instituto Superior de Tecnologías Y Ciencias Aplicadas (InSTEC), Universidad de La Habana, La Habana, 10600, Havana, CP, Cuba.
Department of Chemistry, KU Leuven Chem&Tech, Celestijnenlaan 200F, Bus 2404, 3001, Louvain, Belgium.
J Mol Model. 2022 Aug 20;28(9):266. doi: 10.1007/s00894-022-05260-2.
Mangiferin is a glycosylated xanthone widely distributed in nature, which exhibits wide pharmacological activities, highlighting its anti-cancer properties. Mangiferin interferes with inflammation, lipid, and calcium signaling, which selectively inhibits multiple NFkB target genes as interleukin-6, tumor necrosis factor, plasminogen, and matrix metalloproteinase, among others. In this work, the interactions of this polyphenol with MMP-9 and NF-κβ are characterized by using computational chemistry methods. The results show MMP-9 inhibition by mangiferina is characterized for the interact with the catalytic Zn atom through a penta-coordinate structure. It is also demonstrated through a strong charge transfer established between mangiferin and Zn in the QM/MM study. Concerning the mangiferin/NF-κβ system, the 92.3% of interactions between p50 sub-unity and DNA are maintained with a binding energy of - 8.04 kcal/mol. These findings indicate that mangiferin blocks the p50-p65/DNA interaction resulting in the loss of the functions of this hetero-dimeric member and suggesting inhibition of the cancer progression. Experimental results concerning the anti-cancer properties of mangiferin show that this natural compound can inhibit selectively MMP-9 and NF-ƙβ. Although the anti-tumor properties of mangiferin are well defined, its molecular mechanisms of actions are not described. In this work, a computational study is carried out to characterize the interactions of mangiferin with these molecular targets. The results obtained corroborate the anti-proliferative and anti-apoptotic activity of mangiferin and provide a depiction of its mechanisms of action.
芒果苷是一种广泛存在于自然界中的糖基化黄烷酮,具有广泛的药理活性,突出表现在其抗癌特性上。芒果苷干扰炎症、脂质和钙信号,选择性抑制多种 NFkB 靶基因,如白细胞介素 6、肿瘤坏死因子、纤溶酶原和基质金属蛋白酶等。在这项工作中,使用计算化学方法对这种多酚与 MMP-9 和 NF-κβ 的相互作用进行了表征。结果表明,芒果苷通过五配位结构与催化 Zn 原子相互作用,从而抑制 MMP-9。在 QM/MM 研究中,也证明了芒果苷与 Zn 之间建立了强烈的电荷转移。关于芒果苷/NF-κβ 系统,p50 亚基与 DNA 之间的 92.3%相互作用得以维持,结合能为-8.04 kcal/mol。这些发现表明,芒果苷阻断了 p50-p65/DNA 的相互作用,导致这个异二聚体成员失去功能,并提示抑制癌症的进展。关于芒果苷抗癌特性的实验结果表明,这种天然化合物可以选择性抑制 MMP-9 和 NF-ƙβ。尽管芒果苷的抗肿瘤特性已经得到很好的定义,但它的作用机制尚不清楚。在这项工作中,进行了一项计算研究,以表征芒果苷与这些分子靶标的相互作用。所得结果证实了芒果苷的抗增殖和抗细胞凋亡活性,并提供了其作用机制的描述。