Department of Occupational Health and Safety, Laboratory of Natural Product Research, Faculty of Health Sciences, Bingöl University, Bingöl, Turkey.
Department of Physical Therapy and Rehabilitation, Faculty of Health Sciences, Bingöl University, Bingöl, Turkey.
Food Chem. 2021 Apr 16;342:128378. doi: 10.1016/j.foodchem.2020.128378. Epub 2020 Oct 15.
Rheum ribes L. (Rhubarb) is one of the most important edible medicinal plants in the Eastern Anatolia region and is called "Işkın" by local people. Resveratrol and 6-O-methylalaternin were isolated from the Rhubarb for the first time in addition to well-known secondary metabolites including emodin, aloe-emodin, β-sitosterol and rutin. The new semi-synthetic anthraquinone derivatives with the NFmoc-l-Lys and ethynyl group were synthesized from the isolated anthraquinones emodin and aloe-emodin of Rhubarb to increase the bioactivities. Aloe-emodin derivative with NFmoc-l-Lys shows the highest inhibition values by 94.11 ± 0.12 and 82.38 ± 0.00% against HT-29 and HeLa cell lines, respectively, at 25 µg/mL. Further, modification of the aloe-emodin with both the ethynyl and the NFmoc-l-Lys groups showed an antioxidant activity-enhancing effect. From molecular docking studies, the relative binding energies of the emodin and aloe-emodin derivatives to human serum albumin ranged from -7.30 and -10.62 kcal/mol.
大黄（Rheum ribes L.）是东安那托利亚地区最重要的药用食用植物之一，当地人称之为“Işkın”。除了大黄中已知的大黄素、大黄酸、β-谷甾醇和芦丁等次生代谢产物外，首次从大黄中分离出白藜芦醇和 6-O-甲基大黄素。从大黄中分离出的蒽醌大黄素和大黄酸合成了新的半合成蒽醌衍生物，带有 NFmoc-l-Lys 和乙炔基，以提高生物活性。带有 NFmoc-l-Lys 的大黄酸衍生物在 25μg/mL 时对 HT-29 和 HeLa 细胞系的抑制率分别达到 94.11±0.12%和 82.38±0.00%，表现出最高的抑制活性。此外，大黄酸的乙炔基和 NFmoc-l-Lys 双修饰增强了抗氧化活性。从分子对接研究来看，大黄素和大黄酸衍生物与人血清白蛋白的相对结合能范围分别为-7.30 和-10.62 kcal/mol。
