Mn silica gel 60 m

A Jasco P-2000 polarimeter was used to measure the optical rotation. 1D and 2D NMR spectra were recorded on Bruker Avance DMX 600 or 700 NMR spectrometers. Chemical shifts were referenced to the solvent residual peaks. Mass spectra were recorded with a LC-MS HP1100 Agilent Finnigan LCQ Deca XP Thermoquest and HRESIMS were measured with a UHR-QTOF maXis 4G (Bruker Daltonics) mass spectrometer. HPLC analysis was performed on a Dionex 3000 RS system coupled with an Ultimate 3000 pump and a photodiode array detector (DAD 300RS). The analytical column (125 × 4 mm) was prefilled with Eurosphere-10 C₁₈ (Knauer, Germany), and the following gradient solvent system was used: 0 min (10% MeOH), 5 min (10% MeOH), 35 min (100% MeOH), and 45 min (100% MeOH). Semi-preparative HPLC was performed using a Merck Hitachi HPLC System (UV detector L-7400; pump L-7100; Eurosphere-100 C₁₈, 300 × 8 mm, Knauer) with MeOH–H₂O as mobile phase and a flow rate of 5.0 mL min⁻¹. Column chromatography was carried out using Merck MN silica gel 60 M (0.04–0.063 mm). TLC plates with silica gel F₂₅₄ (Merck) were used to monitor and collect fractions under detection at 254 and 366 nm. Distilled and spectral-grade solvents were used for column chromatography and spectroscopic measurements, respectively.

Optical rotations were measured using a PerkinElmer-241 MC polarimeter (Waltham, MA, USA). Bruker AVANCE DMX 300 or 600 NMR spectrometers (Karlsruhe, Germany) were employed to record ¹H, ¹³C and 2D NMR spectra. A Thermo Finnigan LCQ Deca LC-MS system (San Jose, CA, USA) was used to analysis the crude extract. ESI-HRMS data were obtained by a FT-HRMS-Orbitrap (Thermo Finnigan, San Jose, CA, USA) mass spectrometer. A Dionex P580 system (Germering, Germany) coupled to a photodiode array detector (UVD340S) was used to perform HPLC analysis. A Europhere 10 C₁₈ (125 × 4 mm, L × ID, Knauer, Germany) was used for analytical separation. HPLC separation was carried out with a Lachrom-Merck Hitachi semi-preparative HPLC system (Darmstadt, Germany) (Pump L7100; UV detector L7400; column: Europhere 100 C₁₈, 300 × 8 mm, Knauer, Germany). Merck MN silica gel 60 M (0.04–0.063 mm, Dueren, Germany) or Sephadex LH-20 (Darmstadt, Germany) were applied for column chromatography as stationary phases. Pre-coated silica gel 60 F₂₅₄ plates (Merck) were used for TLC (Thin layer chromatography) analysis under detection at 254 and 366 nm and/or using anisaldehyde as spray-reagent. Spectral grade solvents were used for spectroscopic measurements while distilled solvents were used for column chromatographic separations. ECD spectra were recorded on a J-810 spectropolarimeter.

Optical rotations were measured with a Jasco P-2000 polarimeter (JASCO, Tokyo, Japan). Analytical HPLC was performed with a Dionex UltiMate-3400SD system coupled to an LPG-3400SD pump and a DAD300RS photodiode array detector (Dionex Softron, Germering, Germany). The analytical column (125 × 4 mm) was prefilled with Eurosphere-10 C18 (Knauer, Berlin, Germany), following the program: 0 min (10% MeOH); 5 min (10% MeOH); 35 min (100% MeOH); 45 min (100% MeOH). NMR spectra were recorded with Bruker ARX 300 or 600 NMR spectrometers (Bruker, Karlsruhe, Germany). Chemical shifts were referenced to the solvent residual peaks. HRESIMS were recorded on a UHR-QTOF maXis 4G mass spectrometer (Bruker Daltonics, Bremen, Germany). Column chromatography was conducted with Merck MN silica gel 60M (0.04–0.063 mm). TLC plates precoated with silica gel F₂₅₄ (Merck) were used with detection under 254 and 366 nm. Distilled and spectral grade solvents were used for column chromatography and spectroscopic measurements, respectively. Semipreparative HPLC was performed using a Merck Hitachi HPLC System (UV detector L-5410; pump L-5100; Eurosphere-100 C18, 300 × 8 mm), with a mixture of MeOH-H₂O or MeCN-H₂O as mobile phase.