Isolation and Antimicrobial Activity of Coumarin Derivatives from Fruits of Peucedanum luxurians Tamamsch

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.

Exhaustive extraction of cyclopeptides from Amanita phalloides: Guidelines for working with complex mixtures of secondary metabolites

“…The results of our work add to a growing body of literature demonstrating the use of ASE for the extraction of many classes of secondary metabolites (Borges et al, 2019; Ligor et al, 2018; Widelski et al, 2018). To the best of our knowledge, this is the first report on exhaustive extraction of cyclopeptides and other metabolites from Amanita samples.…”

“…Furthermore, the extraction is a fully controlled process, which eliminates the problem of batch to batch variability caused by changing extraction conditions. Thus, ASE is a fast, efficient, and more environmentally friendly approach and has been proven to be a reliable and reproducible extraction technique for numerous types of natural matrices (Borges et al, 2019; Ligor, Ratiu, Kielbasa, Al‐Suod, & Buszewski, 2018; Widelski et al, 2018).…”

An Overview of Coumarin as a Versatile and Readily Accessible Scaffold with Broad-Ranging Biological Activities

“…In 2018, Widelsky and co-workers isolated some similar linear furanocoumarins from the fruits of Peucedanum luxurians Tamamsch, with more encouraging results. Plants of the Peucedanum genus have been used for centuries as antibacterial agents and, for some of them, the activity was confirmed by biological and pharmacological studies on plant extracts and on a few isolated compounds [86]. All the six isolated compounds showed a broad growth-inhibitor activity against several bacteria strains but three of them ( Figure 20) resulted particularly interesting.…”

Role of Herbs and Medicinal Spices as Modulators of Gut Microbiota

“…Another in vitro study where they isolated 6′,7′-dihydroxybergamottin, officinalin, stenocarpin isobutyrate, officinalin isobutyrate, 8-methoxypeucedanin, and peucedanin from Peucedanum luxurians fruits found a positive response by reducing all challenged Gram-negative pathogenic bacteria, such as E. coli and Salmonella spp. [67]. At present, the synthesis of some phytochemical compounds from plants and fungi is one of the very novel forms of use.…”