Gel ods c18 column

The NMR data were recorded on a Bruker 500 and 600 MHz spectrometer (Bruker, Germany). IR spectra were recorded with KBr disks by a Bruker vertex-70 spectrometer (Bruker, Germany). A high-resolution mass spectrum was acquired via Shimadzu LC-IT-TOF (Shimadzu, Japan). MPLC separation was performed on a Büchi sepacore (Buchi Labortechnik AG, Flawil, Swizerland) with YMC gel ODS C₁₈ column (45–60 μm, YMC Co., Ltd., Kyoto, Japan). Column chromatography (CC) was carried out using silica gel (200–300 mesh, Qingdao Marine Chemical Co., Ltd., Qingdao, China) and Sephadex LH-20 (GE Healthcare Bio-Sciences AB, Uppsala, Sweden). Thin-layer chromatography (TLC) was undertaken on HSGF254 plates (Qingdao Marine Chemical Co., Ltd., China). Semi-preparative HPLC was conducted on an LC-3000 semi-preparation gradient HPLC system (Chuangxintongheng, Beijing, China), equipped with a UV–vis detector and a semipreparative RP-HPLC column (Shiseido CAPCELL PAK C₁₈ column, 250 × 20 mm, 5 μm, Japan). ACN (HPLC grade) (CINC High Purity Solvents, Shanghai, China). Methanol, acetone, petroleum ether (60–90), ethyl acetate (AR) (Sinopharm Co., Ltd., Shanghai, China), ultrapure water was produced by a Milli-Q water purification system (Milford, MA, USA).

The NMR spectra were performed on a Bruker AVANCE DRX-500 spectrometer, operating at 500 MHz for ¹H, and 125 MHz for ¹³C (Bruker, Germany). The Fourier transform infrared (FTIR) spectra were recorded with KBr disks on a Bruker vertex-70 spectrometer (Bruker, Germany). The HRESIMS spectrum was obtained on a Shimadzu LC-TOFMS (Shimadzu, Japan). MPLC separation was performed on a Buchi sepacore (Buchi Labortechnik AG, Flawil, Switzerland) with a YMC gel ODS C₁₈ column (45–60 μm, YMC Co., Ltd., Kyoto, Japan). Column chromatography (CC) was carried out on silica gel (200–300 mesh, Qingdao Marine Chemical Co., Ltd., Qingdao, China) and Sephadex LH-20 (GE Healthcare Bio-Sciences AB, Uppsala, Sweden). HSGF254 thin-layer plates were used (Qingdao Marine Chemical Co. Ltd., China). Preparative HPLC separation was conducted on an LC-3000 semi-preparation gradient HPLC system (Chuangxintongheng, Beijing, China) using a UV–vis detector and analysis with a RP-HPLC column (Shiseido CAPCELL PAK C₁₈ column, 250 mm × 20 mm, 5 μm, Tokyo, Japan). CH₃CN (HPLC grade) was obtained from CINC High Purity Solvents, Shanghai, China. Methanol, ethyl acetate were obtained from (AR) (Sinopharm Co., Ltd., Shanghai, China). Ultrapure water was obtained from a Milli-Q system (Milford, MA, USA).