Prc ods k column

Optical rotations were measured with Perkin Elmer/Model-343 digital polarimeter. IR spectra were recorded on a JASCO FT/IR-480 spectrophotometer and reported as wave number (cm⁻¹). ¹H, ¹³C NMR spectra and 2D NMR spectra were recorded on a Bruker Avance III 600 spectrometer. Chemical shifts were reported using TMS as the internal standard. HRESIMS data were obtained on a Bruker Apex IV FTMS spectrometer. Column chromatography (CC) was performed on silica gel (90 − 200 µm; Qingdao Marine Chemical Co. Ltd., Qingdao, People’s Republic of China), and MPLC was performed on a Lisui EZ Purify III System packed with RP-18 silica gel (40–63 μm, Merck, 71 Darmstadt, Germany) columns. Precoated silica gel GF254 plates (Qingdao Marine Chemical Co. Ltd., Qingdao, People’s Republic of China) were used for thin-layer chromatography (TLC). Preparative HPLC was performed on Shimadzu LC-8A equipped with a Shimadzu PRC-ODS(K) column and Agilent 1100 apparatus equipped with a Zorbax SB-C-1875 (Agilent, 9.4 mm × 25 cm) column, respectively. The reagents were purchased from Fisher Scientific at the highest quality and were used without further purification.

Optical rotations were measured with a JASCO P-1020 polarimeter. UV spectra were recorded with a Shimadzu UV-2401A spectrophotometer. IR spectra were recorded on Bruker Tensor 27 spectrometer with a KBr disk. 1D and 2D NMR spectra were recorded on a Bruker Avance III 600 spectrometer. Chemical shifts were reported using TMS as the internal standard. ESI–MS were recorded on Shimadzu UPLC-IT-TOF-MS instrument and HREIMS spectra were measured with a Waters AutoSpec Premier P776 mass spectrometer. Column chromatography (CC) was performed on silica gel (90–200 µm; Qingdao Haiyang Chemical Co. Ltd., Qingdao, China), and MPLC was performed on a Lisui EZ Purify III System packed with RP-18 silica gel (40–63 μm, Merck, 71 Darmstadt, Germany) columns. Precoated silica gel GF254 plates (Qingdao Haiyang Chemical Co. Ltd.) were used for thin-layer chromatography (TLC). Preparative and semipreparative HPLC was performed on Shimadzu LC-8A equipped with a Shimadzu PRC-ODS (K) column and Agilent 1100 apparatus equipped with a Zorbax SB-C-18 75 (Agilent, 9.4 mm × 25 cm) column, respectively. Fractions were monitored by TLC and spots were visualized by Dragendorff’s reagent.

Optical rotations were measured with Perkin Elmer/Model-343 digital polarimeter. IR spectra were recorded on a JASCO FT/IR-480 spectrophotometer and reported as wave number (cm⁻¹). ¹H, ¹³C NMR spectra and 2D NMR spectra were recorded on a Bruker Avance III 600 spectrometer. Chemical shifts were reported using TMS as the internal standard. HR-ESI–MS data were obtained on a Bruker Apex IV FT-MS spectrometer. Column chromatography (CC) was carried out using D-101 macroreticular resin (Tianjin Polymer Technology Co. Ltd.), MCI gel (75–150 μm, Mitsubishi Chemical Industries, Japan) and silica gel (90–200 µm; Qingdao Marine Chemical Co. Ltd., Qingdao, People’s Republic of China). MPLC was performed on a Lisui EZ Purify III System packed with RP-18 silica gel (40–63 μm, Merck, 71 Darmstadt, Germany) columns. Precoated silica gel GF254 plates (Qingdao Marine Chemical Co. Ltd, Qingdao, People’s Republic of China) were used for thin-layer chromatography (TLC). Preparative HPLC was performed on Shimadzu LC-8A equipped with a Shimadzu PRC-ODS(K) column and Agilent 1100 apparatus equipped with a Zorbax SB-C-1875 (Agilent, 9.4 mm × 25 cm) column, respectively.