Abstract
As a continuation of searching for phytoconstituents that act as promising agents for antimicrobial therapy, rare coumarins were isolated from fruits of Peucedanum luxurians and tested. In a first step, the content of major compounds in the aerial parts and fruits of P. luxurians were compared. The results clearly showed that the fruits with dichloromethane as a solvent yielded, in most cases, higher concentrations of almost all the analyzed coumarins than the aerial parts, with peucedanin detected as the most abundant compound with a concentration of 4563.94 ± 3.35 mg/100 g. Under this perspective, the dichloromethane extract from the fruits of P. luxurians was further submitted to high performance countercurrent chromatography with a mixture of n-hexane, ethyl acetate, methanol, and water 6:5:6:5 (v/v). Combination of HPCCC and prep-HPLC yielded 6′,7′-dihydroxybergamottin (1), officinalin (2), stenocarpin isobutyrate (3), officinalin isobutyrate (4), 8-methoxypeucedanin (5), and peucedanin (6). Isolated compounds were tested against several Gram-positive and Gram-negative bacteria strains. 6′,7′-Dihydroxybergamottin, peucedanin, and officinalin isobutyrate appeared to be the most active against all tested bacteria strains with minimum inhibitory concentration (MIC) values between 1.20 and 4.80 mg/mL. To the best of our knowledge, this is the first report about countercurrent isolation of mentioned coumarins, as well as the first information about their antimicrobial activity.
Highlights
As stated in the WHO report, in the last few decades, the incidence of microbial infections has increased dramatically together with emergence of antimicrobial resistant strains [1]
Few coumarins have been isolated from aerial parts of the P. luxurians, such as stenocarpin; stenocarpin isobutyrate; officinalin; officinalin isobutyrate; and 8-methoxypeucedanin together with xanthotoxin, isoimperatorin, bergaptene, peucedanin, and cnidilin [14] where few steps of column chromatography were applied
An efficient strategy based on elaboration of optimal extraction parameters as well as one step HPCCC for the rapid separation, and purification of rare coumarins from the nonpolar extract of P. luxurians, was presented
Summary
As stated in the WHO report, in the last few decades, the incidence of microbial infections has increased dramatically together with emergence of antimicrobial resistant strains [1]. Discovering some alternatives that can potentially be effective in the treatment of these infectious diseases is a major challenging issue worldwide and phytoconstituents are considered as promising agents for antimicrobial therapy [1]. Plants have been well-known sources of inspiration for developing novel drug compounds since antiquity [1]. Naturally plant-derived compounds with benzopyrone moiety, possess a wide variety of biological activities. Series of coumarin analogues are being extensively studied due to their broad spectrum, low toxicity, and lower drug resistance properties [2]. Novobiocin, an aminocoumarin antibiotic produced by the actinomycete Streptomyces niveus, was launched onto the market in the mid-1950s as an effective antistaphylococcal agent used in the treatment of MRSA [3]
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