Department of Food Chemistry and Nutrition, Faculty of Pharmacy, Medical College, Jagiellonian University, Medyczna 9, 30-688 Kraków, Poland.
Department of Medicinal Chemistry, Faculty of Pharmacy, Jagiellonian University Medical College, 9 Medyczna Str., 30-688 Cracow, Poland.
Molecules. 2023 Feb 22;28(5):2062. doi: 10.3390/molecules28052062.
Due to problems with selenium deficiency in humans, the search for new organic molecules containing this element in plant biofortification process is highly required. Selenium organic esters evaluated in this study (E-NS-4, E-NS-17, E-NS-71, EDA-11, and EDA-117) are based mostly on benzoselenoate scaffolds, with some additional halogen atoms and various functional groups in the aliphatic side chain of different length, while one compound contains a phenylpiperazine moiety (WA-4b). In our previous study, the biofortification of kale sprouts with organoselenium compounds (at the concentrations of 15 mg/L in the culture fluid) strongly enhanced the synthesis of glucosinolates and isothiocyanates. Thus, the study aimed to discover the relationships between molecular characteristics of the organoselenium compounds used and the amount of sulfur phytochemicals in kale sprouts. The statistical partial least square model with eigenvalues equaled 3.98 and 1.03 for the first and second latent components, respectively, which explained 83.5% of variance in the predictive parameters, and 78.6% of response parameter variance was applied to reveal the existence of the correlation structure between molecular descriptors of selenium compounds as predictive parameters and biochemical features of studied sprouts as response parameters (correlation coefficients for parameters in PLS model in the range-0.521 ÷ 1.000). This study supported the conclusion that future biofortifiers composed of organic compounds should simultaneously contain nitryl groups, which may facilitate the production of plant-based sulfur compounds, as well as organoselenium moieties, which may influence the production of low molecular weight selenium metabolites. In the case of the new chemical compounds, environmental aspects should also be evaluated.
由于人类硒缺乏问题,在植物生物强化过程中,急需寻找新的含有这种元素的有机分子。本研究评估的硒有机酯(E-NS-4、E-NS-17、E-NS-71、EDA-11 和 EDA-117)主要基于苯硒酸盐支架,在不同长度的脂肪侧链中具有一些额外的卤素原子和各种官能团,而一种化合物含有苯哌嗪部分(WA-4b)。在我们之前的研究中,用有机硒化合物(培养液中浓度为 15mg/L)对羽衣甘蓝芽进行生物强化,强烈促进了硫代葡萄糖苷和异硫氰酸酯的合成。因此,本研究旨在发现所用有机硒化合物的分子特征与羽衣甘蓝芽中硫植物化学物质的量之间的关系。应用特征值分别为 3.98 和 1.03 的统计偏最小二乘模型(PLS)的第一和第二潜在成分,分别解释了预测参数 83.5%的方差,以及响应参数方差的 78.6%,用于揭示作为预测参数的硒化合物的分子描述符与作为响应参数的研究芽的生化特征之间的相关结构的存在(PLS 模型中参数的相关系数在-0.521 到 1.000 之间)。本研究支持这样的结论,即未来由有机化合物组成的生物强化剂应同时含有硝酰基,这可能有助于产生基于植物的硫化合物,以及有机硒部分,这可能影响低分子量硒代谢物的产生。对于新的化合物,还应评估环境方面。