Rahmani Samani Marzieh, D'Urso Gilda, Nazzaro Filomena, Fratianni Florinda, Masullo Milena, Piacente Sonia
Department of Pharmacy, University of Salerno, Via Giovanni II n. 132, 84084 Fisciano, Italy.
PhD Program in Drug Discovery and Development, University of Salerno, via Giovanni Paolo II n. 132, 84084 Fisciano, Italy.
Plants (Basel). 2023 Dec 25;13(1):67. doi: 10.3390/plants13010067.
is an endemic plant from the Lamiaceae family, growing in the Zagros mountain range in Iran. Even if is reported to possess many biological activities, little is known about its chemical composition. For this reason, in the present research, a phytochemical investigation of this species was carried out. To have a preliminary metabolite profile of , the -BuOH extract was analyzed using LC-ESI/LTQOrbitrap/MS/MS in negative ion mode, allowing the identification of specialized metabolites belonging to flavonoid, monoterpene, indol, phenylpropanoid, phenolic, lignan, coumarin, biphenyl, and triterpene classes. The LC-MS/MS analysis guided the isolation of compounds, and their structures were characterized using spectroscopic methods including 1D- and 2D-NMR experiments and HRMS analysis. In this way, a compound never reported before belonging to the biphenyl class was identified. Total flavonoid content of the extract along with the antioxidant activity were assessed. Based on the traditional uses of suggesting potential antibacterial properties, an evaluation of the biofilm inhibitory activity of the extract and isolated compounds against mature biofilms of , , , , and , as well as their influence on the metabolism of sessile bacterial cells, was conducted. The results evidenced that some compounds including parmentin B, biphenyls, and 1-(1H-indole-3-carboxylate)-β-D-glucopyranoside might inhibit some changes occurring in the bacterial cells, which increases their virulence. In particular, biphenyl derivatives at a concentration of 80 μg/mL were capable of limiting remarkably the mature biofilms of and remarkably at a percentage ranging between 52.76% and 75.02%, and they reached an inhibition percentage of 69.28 % against . Biphenyl derivatives were also effective in exerting an inhibitory action against the mature biofilm of (inhibition ranging from 59.38% to 81.08%) and (inhibition percentage reached 82.94%). Of note, the biphenyl derivatives resulted in being capable of acting on the metabolism of the cells within the biofilm of all five pathogens.
是一种唇形科的本土植物,生长在伊朗的扎格罗斯山脉。尽管据报道它具有多种生物活性,但其化学成分却鲜为人知。因此,在本研究中,对该物种进行了植物化学研究。为了初步了解其代谢物概况,使用LC-ESI/LTQ Orbitrap/MS/MS在负离子模式下分析了正丁醇提取物,从而鉴定出属于黄酮类、单萜类、吲哚类、苯丙素类、酚类、木脂素类、香豆素类、联苯类和三萜类的特殊代谢物。LC-MS/MS分析指导了化合物的分离,并使用包括一维和二维核磁共振实验以及高分辨质谱分析在内的光谱方法对其结构进行了表征。通过这种方式,鉴定出了一种从未报道过的属于联苯类的化合物。评估了提取物的总黄酮含量以及抗氧化活性。基于其传统用途表明具有潜在抗菌特性,对提取物和分离出的化合物针对金黄色葡萄球菌、表皮葡萄球菌、大肠杆菌、肺炎克雷伯菌和铜绿假单胞菌成熟生物膜的生物膜抑制活性及其对固着细菌细胞代谢的影响进行了评估。结果表明,包括帕门汀B、联苯类和1-(1H-吲哚-3-羧酸酯)-β-D-吡喃葡萄糖苷在内的一些化合物可能会抑制细菌细胞中发生增加其毒力的某些变化。特别是,浓度为80μg/mL的联苯衍生物能够显著限制金黄色葡萄球菌和表皮葡萄球菌的成熟生物膜,限制率在52.76%至75.02%之间,对铜绿假单胞菌的抑制率达到69.28%。联苯衍生物对肺炎克雷伯菌的成熟生物膜(抑制率在59.38%至81.08%之间)和大肠杆菌(抑制率达到82.94%)也有有效的抑制作用。值得注意的是,联苯衍生物能够作用于所有五种病原体生物膜内细胞的代谢。