Laboratory of Pharmacognosy and Natural Products Chemistry, School of Pharmacy, University of Athens, Panepistimioupoli Zografou, 15771 Athens, Greece.
Laboratory of Pharmacognosy and Natural Products Chemistry, School of Pharmacy, University of Athens, Panepistimioupoli Zografou, 15771 Athens, Greece; PharmaGnose S.A., Papathansiou 24, 34100 Chalkida, Euboea, Greece.
Fitoterapia. 2020 Jun;143:104602. doi: 10.1016/j.fitote.2020.104602. Epub 2020 Apr 27.
Olea europaea L. is historically one of the most important trees of the Mediterranean countries. Increasing scientific interest regarding its fruits, leaves and olive oil has led to the elucidation of several phytochemical and biological characteristics. However, the phytochemical and biological studies regarding olive flowers remain limited. The aim of the present study was the phytochemical characterization of olive flowers' hydroalcoholic extract from Greek variety Lianolia, the effective isolation of the major secondary metabolites and evaluation of their inhibition activity against tyrosinase, elastase and collagenase. UPLC-HRMS/MS analysis was used to investigate the chemical composition of hydroalcoholic extract resulting in the identification of sixty-three secondary metabolites witch mainly belong to phenilethanoids, triterpenoids, flavonoids and secoiridoids. The orthogonial combination of Centrifugal Partition Chromatography and preparative HPLC in the same purification process led to the isolation of nine major compounds of the extract including two triterpenic acids, two flavonoid glycosides and five secoiridoid derivatives. From them, oleofloside A and oleofloside B are new natural products. Although, the hydroalcoholic extract and isolated secoiridoids exhibited weak or no inhibition activity towards tyrosinase and elastase, they exhibit remarkable anti-collagenase activity with 2΄-ethoxyoleuropein being the most active compound.
油橄榄(Olea europaea L.)是历史上地中海国家最重要的树种之一。人们对其果实、叶子和橄榄油越来越感兴趣,这促使人们阐明了几种植物化学和生物学特性。然而,关于油橄榄花的植物化学和生物学研究仍然有限。本研究的目的是对希腊品种 Lianolia 的油橄榄花水醇提取物进行植物化学表征,有效分离主要次生代谢物,并评估其对酪氨酸酶、弹性蛋白酶和胶原蛋白酶的抑制活性。UPLC-HRMS/MS 分析用于研究水醇提取物的化学成分,鉴定出 63 种次生代谢物,主要属于苯乙醇类、三萜类、黄酮类和裂环烯醚萜类。在同一纯化过程中,离心分配色谱和制备 HPLC 的正交组合导致从提取物中分离出 9 种主要化合物,包括两种三萜酸、两种黄酮糖苷和五种裂环烯醚萜衍生物。其中,橄榄苦苷 A 和橄榄苦苷 B 是新的天然产物。尽管水醇提取物和分离出的裂环烯醚萜对酪氨酸酶和弹性蛋白酶的抑制活性较弱或没有,但它们对胶原蛋白酶表现出显著的抑制活性,其中 2′-乙氧基橄榄苦苷是最活跃的化合物。