Department of Pharmacognosy & Chemistry of Natural Products, School of Pharmacy, National and Kapodistrian University of Athens, Panepistimiopolis, Zografou, 15771 Athens, Greece.
Department of Chemistry, Section of Organic Chemistry and Biochemistry, University of Ioannina, 45110 Ioannina, Greece.
Molecules. 2021 May 25;26(11):3151. doi: 10.3390/molecules26113151.
In recent years, the use of species as bioactive agents is increasing exponentially. The present study aimed to investigate the chemical constituents, as well as the anti-ageing potential of the cultivated Heldr. The chemical fingerprinting of the ethyl acetate residue of this plant was studied using 1D and 2D-NMR spectra. Isomeric compounds belonging to acylated flavone derivatives and phenylethanoid glycosides were detected in the early stage of the experimental process through 2D-NMR techniques. Overall, thirty-three known compounds were isolated and identified. Some of them are reported for the first time not only in , but also in genus . The anti-ageing effect of the ethyl acetate residue and the isolated specialized products was assessed as anti-hyaluronidase activity. In silico docking simulation revealed the interactions of the isolated compounds with hyaluronidase. Furthermore, the in vitro study on the inhibition of hyaluronidase unveiled the potent inhibitory properties of ethyl acetate residue and apigenin 7---d-glucopyranoside. Though, the isomers of apigenin 7--p-coumaroyl-glucosides and also the 4'-methyl-hypolaetin 7--[6'''--acetyl--d-allopyranosyl]-(1→2)--d-glucopyranoside exerted moderate hyaluronidase inhibition. This research represents the first study to report on the anti-hyaluronidase activity of species, confirming its anti-inflammatory, cytotoxic and anti-ageing effects and its importance as an agent for cosmetic formulations as also anticancer potential.
近年来，作为生物活性物质的 物种的使用呈指数级增长。本研究旨在探讨栽培 （Heldr）的化学成分以及其抗衰老潜力。采用 1D 和 2D-NMR 谱研究了该植物乙酸乙酯残留物的化学指纹图谱。通过 2D-NMR 技术，在实验早期阶段检测到属于酰化黄酮衍生物和苯乙醇苷类的同系物化合物。总体而言，分离并鉴定了三十三种已知化合物。其中一些不仅在 中，而且在属中也首次报道。通过透明质酸酶活性评估乙酸乙酯残留物和分离的特殊产品的抗衰老作用。计算机对接模拟揭示了分离化合物与透明质酸酶的相互作用。此外，对透明质酸酶抑制作用的体外研究揭示了乙酸乙酯残留物和芹菜素 7---d-吡喃葡萄糖苷的强抑制作用。然而，芹菜素 7--p-咖啡酰基葡萄糖苷的异构体以及 4'-甲基-高车前素 7--[6'''--乙酰--d-吡喃葡萄糖基]-(1→2)--d-吡喃葡萄糖苷也表现出适度的透明质酸酶抑制作用。本研究首次报道了 物种的透明质酸酶抑制活性，证实了其抗炎、细胞毒性和抗衰老作用，以及其作为化妆品制剂和抗癌潜力的重要性。
