Biological activities and chemical characterization of the Lebanese endemic plant Origanum ehrenbergii Boiss. (23rd December 2020)

• Record Type: Journal Article
• Authors: Dawra, Michella; El Rayess, Youssef; El Beyrouthy, Marc; Nehme, Nancy; El Hage, Rima; Taillandier, Patricia; Bouajila, Jalloul
• Is Part Of: Flavour and fragrance journal. Volume 36:Number 3(2021)
• Page Start: 339
• Page End: 351
• Publication Date: 2020-12-23
• Subjects: biological activities -- chemical composition -- GC‐MS -- HPLC‐DAD -- Origanum ehrenbergii extracts; Flavor -- Periodicals; Odors -- Periodicals; Smell -- Periodicals; 668.54
• DOI: 10.1002/ffj.3646
• Languages: English
• ISSNs: 0882-5734

Abstract

Abstract: Origanum ehrenbergii Boiss, endemic to Lebanon, is widely used in culinary preparations. The aim of this study is to assess the chemical composition and biological activities of four extracts obtained by consecutive extractions with four different solvents presenting an increasing polarity (cyclohexane, dichloromethane, ethyl acetate, and methanol). HPLC‐DAD analysis revealed nine compounds with 8 phenolics, while GC‐MS analysis allowed to detect 96 volatile compounds. Among the latter, some compounds were identified for the first time in plant extracts such as 2‐allyl‐phenyl tiglate (26); 2‐furylmethyl octanoate (28); 1H‐cycloprop[e]azulen‐7‐ol, decahydro‐1, 1, 7‐trimethyl‐4‐methylene‐, [1ar‐(1aα, 4aα, 7β, 7aβ, 7bα)] (30); 2‐(Z)‐propenylphenyl tiglate (32); 6‐hydroxy‐4, 4, 7a‐trimethyl‐5, 6, 7, 7a‐tetrahydrobenzofuran‐2(4H)‐one (33); ent‐beyerane (37); and (E)‐2‐tridecenyl angelate (40). The methanol extract had the highest antioxidant activity with an IC50 of 37.5 μg/mL. It also had the highest phenolic content with 207.2 mg of gallic acid equivalents (GAE)/g of dry weight. The inhibition percentage of the acetylcholinesterase by the methanol extract (56.9%), the ethyl acetate extract (58.6%), and the cyclohexane extract (60.0%) was almost the same at 50 µg/mL. Furthermore, the dichloromethane extract inhibited both the growth of the MCF‐7 cell line by 67.0% and HCT‐116 cell line by 35.7% at 50 μg/mL. The MIC of the dichloromethane extract against Listeria monocytogenes ATCC 19 115 and Listeria monocytogenes isolated from "fish filet" was 4 and 15 μg/mL, respectively, and that of the cyclohexane extract against Staphylococcus aureus was 19.5 μg/mL. Abstract : After cold maceration of Origanum ehrenbergii aerial part by four solvents with croissant polarity, the methanol extract had a good antioxidant activity with IC50 of 37.5 μg/mL. The Cyclo, the EtOAc and the MeOH extract were actives against AChE (58‐60%) at 50 μg/mL. The dcm extract exhibited the lowest MIC value of 4 μg/mL against Listeria monocytogenes and it also showed the best inhibition against MCF‐7 (50%) and HCT‐116 (67%). Chemically wise, seven molecules were detected in the plant species for the first time.