2401a spectrophotometer

A Shimadzu 2401A spectrophotometer was utilized to record the Ultraviolet (UV) spectra. A Horiba SEPA-300 polarimeter was employed for measuring the optical rotations. Applied Photophysics V100 (Agilent, USA) was employed for measuring the Condactivity detector (CD) data. On Bruker Avance III-500 MHz spectrometers, utilizing SiMe4 as an internal standard, 1D and 2D NMR spectra were obtained. A Shimadzu UPLC-IT-TOF was employed for obtaining the Mass spectrometry (MS) data. On either RP-18 silica gel (20–80 mm, YMC, Japan) or silica gel (100–300 mesh, LiangChen Chemical Co., Ltd., Luan, China), column chromatography (CC) was performed. TLC was used to monitor fractions on silica gel plates (GF254, LiangChen Chemical Co., Ltd., Luan, China). For the visualization of spots, silica gel plates that had spraying of 10% sulphuric acid in ethanol were heated. RUIHE (China) equipped with RP- 18 silica gel columns (15 × 230, 15 × 460 and 26 × 460 mm, respectively) were employed for Medium pressure liquid chromatography (MPLC). Waters 1525 pumps equipped with analytical and preparative xbrig C18 columns (4.6 × 150 and 19 × 250 mm, respectively) was employed for HPLC. A Waters 2996 photodiode array detector and a Waters fraction collector III were applied in the HPLC system.

Optical rotations were carried out using a Horiba SEPA-300 polarimeter and JASCO DIP-370 digital polarimeter. UV spectra were recorded on Shimadzu 2401Aspectrophotometer. IR Spectra were obtained on Brucker Tensor 27 infrared spectrophotometer with KBr pellets. ¹H, ¹³C and 2D NMR spectral data were measured on a Bruker Avance III-600, DRX-500, and AM-400 MHz spectrometers with SiMe₄ as an internal standard. HRESIMS data were recorded on an Agilent G6230 TOF MS. Column chromatography (CC) was performed with silica gel (200–300 mesh, Qing-dao Haiyang Chemical Co., Ltd., Qingdao, China). RP-18 silica gel (20–45 μm, Fuji Silysia Chemical Ltd., Japan). Fractions were monitored by TLC on silica gel plates (GF254, Qingdao Haiyang Chemical Co., Ltd.) and spots visualized with Dragendorff’s reagent spray. MPLC was employed using a Buchi pump system coupled with RP-18 silica gel packed glass columns(15 × 230 and 26 × 460 mm, respectively). HPLC system was carried out on a Waters HPLC system (Waters 1525E pumps, Waters 2996 photodiode array detector, Waters fraction collector II) using a analytical semi-preparative or preparative Sunfire C₁₈ column (4.6 × 150, 10 × 150, and 19 × 250 mm, respectively).