Agilent dd2 500 mhz

Optical rotations were obtained on a P-1020 digital polarimeter (JASCO, Tokyo, Japan) using MeOH as the solvent at 25 °C. HRESIMS spectra were measured on a Micromass EI-4000 (Autospec-Ultima-TOF, Waters, Shanghai, China). NMR spectra was performed on BRUKER AVANCE NEO 400 MHz (Bruker, Beijing, China) and Agilent 500 MHz DD2 (Agilent, Beijing, China) and JEOL JNM-ECP600 spectrometers (JEOL, Beijing, China), and the 1D and 2D spectra were referenced to the residual deuterated solvent peaks at δ_C 39.52 and δ_H 2.50 (DMSO-d₆). UV data were measured on a Beckman DU 640 spectrophotometer (Beckman Ltd., Shanghai, China). IR spectra were recorded on a Nicolet NEXUS 470 spectrophotometer (Thermo Scientific, Beijing, China) in KBr disks. A JASCO J-715 spectropolarimeter (JASCO, Tokyo, Japan) was used to obtain ECD spectra. X-ray crystal data were measured on an Agilent Gemini Ultra diffractometer with Cu Kα radiation. Silica gel (100–200 and 200–300 mesh, Qingdao Marine Chemical Factory, Qingdao, China), reversed-phase Silica gel (50 μm; Silicycle, Shanghai, China), and Sephadex LH-20 gel (GE Healthcare, Bio-Sciences Corp, Piscataway, NJ, USA) were used for column chromatography (CC). An ODS column (YMC-Pack ODS-A, 10 × 250mm, 5 μm) was used for semi-preparative HPLC.

Optical rotations were obtained on a JASCO P-1020 digital polarimeter (JASCO Corporation, Tokyo, Japan). UV spectra were recorded on a Thermo Scientific Dionex Ultimate 3000 DAD detector, and IR spectra were taken on a Nicolet NEXUS 470 spectrophotometer as KBr disks (Thermo Fisher Scientific, Waltham, MA, USA). ¹H and ¹³C NMR, DEPT, and 2D NMR spectra were recorded on an Agilent 500 MHz DD2 (Agilent Technologies Inc., Santa Clara, CA, USA) using TMS as an internal standard. HRESIMS spectra were measured on a Bruker Impact HD microTOF Q III mass spectrometer (Bruker, Rheinstetten, Germany) using the standard ESI source. UHPLC-MS was operated using a Thermo Scientific Dionex Ultimate 3000 system coupled with the Bruker amazon SL Ion Trap mass spectrometry, controlled by Hystar v3.2 and Chromeleon Xpress software. A Thermo Scientific™ Acclaim™ C₁₈ column (2.1 × 100 mm, 2.2 μm) was used. The mobile phase consisted of H₂O and acetonitrile (ACN), both containing 0.1% formic acid. Semipreparative HPLC (Agilent Technologies Inc., Santa Clara, CA, USA) was performed using an ODS column (Bruker ZORBAX SB-C₁₈, 9.4 × 250 mm, 5 μm, 3 mL min⁻¹). Vacuum-liquid chromatography (VLC) was carried out over silica gel H (Qingdao Marine Chemical Factory, Qingdao, China).