title: Bioactivity-guided isolation of antimicrobial coumarins from Heracleum mantegazzianum Sommier & Levier (Apiaceae) fruits by high-performance counter-current chromatography.
abstract: An efficient strategy, based on bioassay-guided fractionation, high-performance liquid chromatography (HPLC), and high-performance counter-current chromatography (HPCCC), was established to purify and evaluate the bioactive compounds from the dichloromethane extract of the fruits of Heracleum mantegazzianum Sommier & Levier (Apiaceae). The quaternary solvent system n-heptane-ethyl acetate-methanol-water (6:5:6:5 v/v) was used in the reversed phase mode. Using this method, in a single run, seven fractions were isolated, among them three were the pure furanocoumarins: pimpinellin, imperatorin, and phellopterin. In order to purify xanthotoxin a more polar system (1:1:1:1 v/v) was further applied. The antimicrobial activity of extract, chromatographic fractions, and single compounds were in the range of MIC = 0.03-1 mg mL(-1). Xanthotoxin may have priority as a compound of further interest based on its antimicrobial activity. For the first time, an extensive antimicrobial study was performed for pimpinellin and phellopterin.
authors.affiliation: Department of Pharmacognosy with Medicinal Plants Unit, Medical University of Lublin, 1 Chodzki Str, 20-093 Lublin, Poland.
authors.forename: Magdalena
authors.initials: M
authors.lastname: Walasek
authors.affiliation: Department of Pharmaceutical Microbiology, Medical University of Lublin, 1 Chodzki Str, 20-093 Lublin, Poland.
authors.forename: Agnieszka
authors.initials: A
authors.lastname: Grzegorczyk
authors.affiliation: Department of Pharmaceutical Microbiology, Medical University of Lublin, 1 Chodzki Str, 20-093 Lublin, Poland.
authors.forename: Anna
authors.initials: A
authors.lastname: Malm
authors.affiliation: Department of Pharmacognosy with Medicinal Plants Unit, Medical University of Lublin, 1 Chodzki Str, 20-093 Lublin, Poland. Electronic address: kskalicka@pharmacognosy.org.
authors.forename: Krystyna
authors.initials: K
authors.lastname: Skalicka-Woźniak
mesh_terms: D000890:Anti-Infective Agents / Q000032:analysis*; D002851:Chromatography, High Pressure Liquid; D003374:Coumarins / Q000032:analysis; D005638:Fruit / Q000737:chemistry*; D011564:Furocoumarins / Q000032:analysis*; D030002:Heracleum / Q000737:chemistry*; D008730:Methoxsalen / Q000031:analogs & derivatives / Q000032:analysis; D010936:Plant Extracts / Q000032:analysis; D012997:Solvents / Q000737:chemistry
chemical_list: D000890:Anti-Infective Agents; D003374:Coumarins; D011564:Furocoumarins; D010936:Plant Extracts; D012997:Solvents; C104601:phellopterin; C039409:pimpinellin; C031534:imperatorin; D008730:Methoxsalen
keywords: Antimicrobial activity; Furanocoumarins; Heracleum mantegazzianum; High-performance counter-current chromatography