Bioassay-guided isolation, identification of compounds from Origanum rotundifolium and investigation of their antiproliferative and antioxidant activities. (1st January 2017)

• Record Type: Journal Article
• Authors: Erenler, Ramazan; Meral, Bilal; Sen, Ozkan; Elmastas, Mahfuz; Aydin, Ali; Eminagaoglu, Ozgur; Topcu, Gulacti
• Is Part Of: Pharmaceutical biology. Volume 55:Number 1(2017)
• Page Start: 1646
• Page End: 1653
• Publication Date: 2017-01-01
• Subjects: Secondary metabolites -- isolation -- chromatography -- spectroscopy; Pharmacognosy -- Periodicals; Materia medica, Vegetable -- Periodicals; 615.321
• DOI: 10.1080/13880209.2017.1310906
• Languages: English
• ISSNs: 1388-0209

Abstract

Abstract: Context: Origanum (Lamiaceae) has been used in food and pharmaceutical industries. Objective: Isolation and identification of bioactive compounds from Origanum rotundifolium Boiss. and investigation of their antiproliferative and antioxidant activities. Materials and methods: The aerial part of O. rotundifolium was dried and powdered (1.0 kg ±2.0 g) then extracted with hexane, ethyl acetate, methanol and water. Solvent (3 × 1 L) was used for each extraction for a week at room temperature. The aqueous extract was partitioned with ethyl acetate (3 × 1 L) to yield the water/EtOAc extract subjected to chromatography to isolate the active compounds. The structures of isolated compounds were elucidated by 1 D, 2 D NMR and LC-TOF/MS. Results: Apigenin (1 ), ferulic acid (2 ), vitexin (3 ), caprolactam (4 ), rosmarinic acid (5 ), and globoidnan A (6 ) were isolated and identified. Globoidnan A (6 ), vitexin (3 ), and rosmarinic acid (5 ) revealed the excellent DPPH scavenging effect with IC50 values of 22.4, 31.4, 47.2 μM, respectively. Vitexin (3 ) (IC50 3.6), globoidnan A (6 ) (IC50 4.6), apigenin (1 ) (IC50 8.9) and ferulic acid (2 ) exhibited more ABTS + activity than standard Trolox (IC50 13.8 μg/mL). Vitexin (3 ) revealed the most antiproliferative activity against HeLa, HT29, C6 and Vero cells lines with IC50 values of 35.6, 32.5, 41.6, 46.7 (μM), respectively. Discussion and conclusion: Globoidnan A (6 ) has the most antioxidant effects on all assays. This has to do with the chemical structure of the compound bearing the acidic protons. Vitexin (3 ) could be a promising anticancer agent.