Preparative Purification of Anti-Proliferative Diarylheptanoids from Betula platyphylla by High-Speed Counter-Current Chromatography

Abstract

Abstract:A simple and rapid method using high-speed counter-current chromatography (HSCCC), along with bioassay-guided fractionation based on the anti-proliferative activity against renal and colon cancer cells, has been developed for the preparative separation of aceroside VIII (1) and platyphylloside (2) from Betula platyphylla. A solvent system composed of ethyl acetate/acetonitrile/water (1:0.1:1, v/v/v) was optimized for the separation. The upper phase was used as the stationary phase, and the lower phase was used as the mobile phase. Among these isolated diarylheptanoids, platyphylloside (2) showed anti-proliferative activity in the COLO205 and KM12 colon cells and renal cancer cell lines A498, U031, as well as in MG63 and MG 63.3 osteosarcoma cells. In addition, it showed dose dependent inhibitory effects in the NCI 60 cell line assay. These results suggest that the diarylheptanoids isolated from B. platyphylla with an efficient HSCCC method could be potential multi-targeted therapeutic agents for cancer.

Comparative Study of the Antioxidant and Anti-Inflammatory Effects of Leaf Extracts from Four Different Morus alba Genotypes in High Fat Diet-Induced Obesity in Mice

“…Thus, peaks 1 and 13, sugar and fumaroprotocetraric acid isomer 1, respectively, were present in all MAEs, whereas fumaroprotocetraric acid isomer 2 (peak 16) was found in Italia and Filipina MAE. Moreover, aceroside VIII (peak 42) was tentatively identified for the first time in M. alba , which was found in plants from the same class [ 25 ]. Finally, peak 54 which showed a m / z at 555.2819 was only found in the Valenciana Temprana genotype and was also detected in botanicals from the same order [ 26 ].…”

Platyphylloside Isolated from Betula platyphylla is Antiproliferative and Induces Apoptosis in Colon Cancer and Leukemic Cells

“…In this study, we employed solid tumor and blood cancer cell lines to evaluate the potential of BPP as a multitarget therapeutic agent, in both colon cancer and leukemia. To evaluate the mechanism of BPP in vitro, a large amount of BPP (Figure 1A) was isolated from the CH 2 Cl 2 fraction of the B. platyphylla bark extract using high-speed counter-current chromatography, as previously described [20]. In terms of the structure–activity relationships, in vitro results from previous studies suggest that the structure of BPP, which consist of two aromatic rings joined by a seven carbon chain along with a glucosyl group at C-5 and a carbonyl group at C-3, positively correlated with anticancer activities [20,23].…”

“…Betula platyphylla bark was obtained from the afforested land of SK E & C (Seoul, Korea), and a voucher specimen (SNU-797) was deposited in the Herbarium of the Medicinal Plant Garden, College of Pharmacy, Seoul National University, Korea. High yield platyphylloside (5.0%) was isolated from the Betula platyphylla CH 2 Cl 2 fraction using high-speed counter-current chromatography, as previously descried [20].…”

“…These compounds exhibit a wide range of biological activities, including antioxidant, anti-inflammatory, and anticancer activities [10,11,12,13,14,15,16,17,18,19]. Two major B. platyphylla diarylheptanoids, previously isolated with an efficient high speed counter current chromatography (HSCCC) method, showed antiproliferative potential in 60 National Cancer Institute (NCI) cancer cell lines [20]. Our previous study reported that platyphylloside—one of the two major B. platyphylla bark diarylheptanoids [19]—showed potent cytotoxic activities against several cancer cell lines, with selectively towards colon cancer and leukemic cells [20].…”

“…Two major B. platyphylla diarylheptanoids, previously isolated with an efficient high speed counter current chromatography (HSCCC) method, showed antiproliferative potential in 60 National Cancer Institute (NCI) cancer cell lines [20]. Our previous study reported that platyphylloside—one of the two major B. platyphylla bark diarylheptanoids [19]—showed potent cytotoxic activities against several cancer cell lines, with selectively towards colon cancer and leukemic cells [20]. However, BPP’s mechanism of action in colon and leukemia cell lines has not been established to date.…”