Pyranocoumarins from Root Extracts of Peucedanum praeruptorum Dunn with Multidrug Resistance Reversal and Anti-Inflammatory Activities

Abstract

Abstract:In the search for novel herbal-based anticancer agents, we isolated a new angular-type pyranocoumarin, (+)-cis-(3 1 S,4 1 S)-3 1 -angeloyl-4 1 -tigloylkhellactone (1) along with 12 pyranocoumarins (2-13), two furanocoumarins (14, 15), and a polyacetylene (16) were isolated from the roots of Peucedanum praeruptorum using chromatographic separation methods. The structures of the compounds were determined using spectroscopic analysis with nuclear magnetic resonance (NMR) and high-resolution-electrospray ionization-mass spectrometry (HR-ESI-MS). The multidrug-resistance (MDR) reversal and anti-inflammatory effects of all the isolated compounds were evaluated in human sarcoma MES-SA/Dx5 and lipopolysaccharide (LPS)-induced RAW 264.7 cells. Among the 16 tested compounds, two (2 and 16) downregulated nitric oxide (NO) production and five (1, 7, 8, 11, and 13) inhibited the efflux of drugs by MDR protein, indicating the reversal of MDR. Therefore, these compounds may be potential candidates for the development of effective agents against MDR forms of cancer.

Evaluation of anti-tumorigenic activity of BP3B against colon cancer with patient-derived tumor xenograft model

“…Several reports including our previous study identified that the seeds of D. sophia contained several cytotoxic and anti-inflammatory substances to induce the death of various cancer cell lines in vitro [19–21]. We also showed that pyranocoumarins from P. praeruptorum possessed considerably significant multidrug-resistant reversal activity in multidrug resistant MES-SA/Dx5 cancer cells [22]. A. japonica as well contained anti-proliferative and pro-apoptotic compounds that kill some cancer cells such as human leukemia and prostate cancer [23, 24].…”

In vivo and in vitro anti-obesity activities of dihydropyranocoumarins derivatives from Peucedanum japonicum Thunb

“…SKD, which is isolated from the fruit of Lomatium suksdorfii, and its derivatives are notable because of their inhibitory activities against the replication of human immunodeficiency virus (HIV) Xie, Takeuchi, Cosentino, & Lee, 1999). Lee et al recently reported regarding the anti-inflammatory activities of PTX and SKD isolated from the roots of P. praeruptorum (Lee et al, 2015). We here evaluated and compared the anti-obesity effects of the dihydropyranocoumarins of PJT using differentiated 3T3-L1 adipocytes.…”

“…Some types of pyranocoumarins, which are structurally analogous to PTX, possessed similar bioactivities but different potencies (Chen et al, 2008;Lee, Lee, Kim, & Bang, 2015;Thastrup et al, 1983). Although Choi et al recently reported the anti-adipogenic and anti-diabetic effects of cis-3 0 ,4 0 -diisovalerylkhellactone (cDIVK, PubChem CID: 44584701) isolated from PJT (Choi et al, 2016), only a few studies has reported the anti-obesity effects of any coumarins.…”

Angular dihydropyranocoumarins from Peucedanum japonicum roots

“…In addition, enantiomers and diastereomers could occur (Sarkhail 2014). Angular dihydropyranocoumarins were isolated mainly from the genera Peucedanum, Angelica, and Seseli, which belong to the Umbelliferae family (Lee et al 2015;Chun et al 2016;Jung et al 2012). It was reported that the khellactone esters showed antiinflammatory effect (Yu et al 2012), antibacterial activity (Lu et al 2001), tracheal relaxant activity (Zhao et al 1999), monoamine oxidase inhibitory activity (Huong et al 1999), antiplatelet aggregation activity (Jong et al 1992), and anti-tumor activity (Duh et al 1991).…”