title: Prenylated polyphenolic compounds from Glycyrrhiza iconica and their antimicrobial and antioxidant activities.
abstract: A new prenylated isoflavan, iconisoflavan (1), and a new prenylated isoflav-3-ene, iconisoflaven (2) were isolated from the roots of Glycyrrhiza iconica together with four known ones namely (3S)-licoricidin (3), licorisoflavan A (4), topazolin (5) and glycycoumarin (6). The structures were elucidated on the basis of extensive spectroscopic analysis including 1D and 2D NMR as well as HR-MS. Furthermore, the absolute configurations of compounds 1, 3 and 4 were established by electronic circular dichroism (ECD). All the isolated compounds (1-6) were evaluated for their in vitro antimicrobial activities against five pathogenic bacteria and one yeast (Candida albicans) using an in vitro microdilution method. Compounds 1 and 3-5 displayed significant activity against Salmonella typhimurium ATCC 13311 with MIC values ranging from 2 to 8 μg/mL. Additionally, all compounds were screened for their in vitro free radical scavenging activities using an in vitro microdilution DPPH assay spectrofotometrically. The tested compounds exhibited IC50 values in the range of 0.18-0.56 mg/mL, suggesting an activity comparable with that of ascorbic acid (IC50: 0.07 mg/mL). To the best of our knowledge, the present study constitutes the first phytochemical and bioactivity investigation on G. iconica.
authors.affiliation: Department of Pharmacognosy, Faculty of Pharmacy, Yeditepe University, TR-34755, Kayisdagi, İstanbul, Turkey. Electronic address: hasankbekmez@yahoo.com.
authors.forename: Hasan
authors.initials: H
authors.lastname: Kırmızıbekmez
authors.affiliation: Faculty of Pharmacy, Yeditepe University, TR-34755, Kayışdagi, Istanbul, Turkey.
authors.forename: Görkem Berk
authors.initials: GB
authors.lastname: Uysal
authors.affiliation: Department of Pharmacy, University of Salerno, Via Giovanni Paolo II n. 132, 84084, Fisciano, Salerno, Italy.
authors.forename: Milena
authors.initials: M
authors.lastname: Masullo
authors.affiliation: Department of Pharmacognosy, Faculty of Pharmacy, Anadolu University, 26470 Eskişehir, Turkey; Faculty of Health Sciences, Anadolu University, 26470 Eskişehir, Turkey.
authors.forename: Fatih
authors.initials: F
authors.lastname: Demirci
authors.affiliation: Department of Biology, Faculty of Science, Selçuk University, 42031 Konya, Turkey.
authors.forename: Yavuz
authors.initials: Y
authors.lastname: Bağcı
authors.affiliation: Department of Medicinal Plants, Faculty of Agriculture, Selçuk University, TR-42070 Konya, Turkey.
authors.forename: Yüksel
authors.initials: Y
authors.lastname: Kan
authors.affiliation: Department of Pharmacy, University of Salerno, Via Giovanni Paolo II n. 132, 84084, Fisciano, Salerno, Italy.
authors.forename: Sonia
authors.initials: S
authors.lastname: Piacente
mesh_terms: D000890:Anti-Infective Agents / Q000737:chemistry* / Q000302:isolation & purification; D000975:Antioxidants / Q000737:chemistry* / Q000302:isolation & purification; D002176:Candida albicans / Q000187:drug effects; D005419:Flavonoids / Q000737:chemistry / Q000302:isolation & purification; D006035:Glycyrrhiza / Q000737:chemistry*; D020128:Inhibitory Concentration 50; D007529:Isoflavones / Q000737:chemistry* / Q000302:isolation & purification; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D010936:Plant Extracts / Q000737:chemistry*; D018517:Plant Roots / Q000737:chemistry; D059808:Polyphenols / Q000737:chemistry / Q000302:isolation & purification; D054876:Prenylation; D012486:Salmonella typhimurium / Q000187:drug effects
chemical_list: D000890:Anti-Infective Agents; D000975:Antioxidants; D005419:Flavonoids; D007529:Isoflavones; D010936:Plant Extracts; D059808:Polyphenols; C000601291:iconisoflavan; C000601292:iconisoflaven
keywords: Antimicrobial and antioxidant activities; Fabaceae; Glycyrrhiza iconica; Isoflavonoids