Mcp 200 polarimeter

Optical rotations were measured on an MCP 200 polarimeter (Anton Paar, China). Infrared spectroscopy was performed on a Fourier transformation infrared spectrometer coupled with infrared microscope EQUINOX 55 (Bruker, Germany). 1D and 2D NMR data were measured on Bruker Avance 400 or 600 MHz spectrometers (Bruker, Germany) using tetramethylsilane (TMS) as the internal standard. Electrospray mass spectrometry (ESIMS) was obtained on an ACQUITY QDA (Waters Corporation, USA). High resolution electrospray mass spectrometry (HR-ESIMS) was tested on an LTQ-Orbitrap LC–MS spectrometer (Thermo Corporation, USA). Column chromatography was carried out on silica gel with 200–300 mesh (Qingdao Marine Chemical Factory, China) and Sephadex LH-20 (GE Healthcare, UK). High performance liquid chromatography (HPLC) was performed on on Essentia LC-16 with an SPD-16 Detector (Shimadzu, China).

Optical rotations were measured with an Anton Paar MCP 200 polarimeter with a sodium lamp (589 nm) (Anton Paar GmbH, Graz, Austria). UV spectra were obtained on Genesys 10S UV-Vis spectrometer (Thermo Fisher Scientific Ltd, Waltham, MA, USA); IR spectra were recorded with a Nicolet IS5 FT-IR spectrometer (Thermo Fisher Scientific Ltd, Waltham, MA, USA); NMR spectra were recorded on Bruker AVANCE III 500 spectrometer (Bruker Inc., Karlsruhe, Germany). HPLC-MS were acquired on Agilent 1200HPLC/6520QTOFMS (Agilent Technologies Inc., Santa Clara, CA, USA). Semi-preparative HPLC isolation was performed on Agilent 1260 Infinity II (Agilent Technologies Inc., Santa Clara, USA) with an ODS column (YMC-Triart C18, 10 mm × 250 mm, YMC Co. Ltd., Tokyo, Japan). Silica gel (200–300 and 300–400 mesh) used in column chromatography (CC) and silica gel GF₂₅₄ (10–40 µm) used in thin layer chromatography (TLC) were supplied by Qingdao Marine Chemical Factory in China.

Optical rotations were measured on an MCP 200 polarimeter by using a Na lamp (Anton Paar). UV spectra were recorded using a Shimadzu UV-2501PC spectrometer (Shimadzu, Kyoto, Japan). To obtained ECD experiment data, Chirascan and Chirascan-Plus circular dichroism spectrometers (Applied Photophysics Ltd., Surrey, UK) were used. IR spectra were recorded using a Fourier transformation infra-red spectrometer coupled with infrared microscope EQUINOX 55 (Bruker, Rheinstetten, Germany). NMR spectra were obtained with a Bruker Avance 400 MHz spectrometer with tetramethylsilane as the internal standard (Bruker, Karlsruhe, Germany). HR-ESIMS data were determined by an LTQ-Orbitrap LC-MS spectrometer (Thermo Corporation, Waltham, MA, USA). ESIMS were acquired in an ACQUITY QDA (Waters Corporation, Milford, MA, USA). Silica gel 200–300 mesh (Qing dao Marine Chemical Factory, Qingdao, China) and Sephadex LH-20 (GF Healthcare, Littile Chalfont, UK) was used for column chromatography (CC). Semipreparative HPLC was performed on an Essentia LC-16 (Shimadzu, Shanghai, China). Thin layer chromatography was carried out on Pre-coated silica gel plates (Qingdao Huang Hai Chemical Group Co., G60, F-254, China).

Optical rotations were carried out on an MCP-200 polarimeter (Anton Paar, Graz, Austria) with MeOH as solvent at 25 °C. UV spectra were acquired on a Blue Star A spectrophotometer. IR data were performed on a Fourier transformation infrared spectrometer coupled with an EQUINOX 55 infrared microscope (Bruker, Fällanden, Switzerland). Here, 1D and 2D NMR spectra were tested on a Bruker Avance 400 MHz spectrometer (Bruker, Fällanden, Switzerland) using TMS as an internal standard. HRESIMS and ESIMS data were recorded on an LTQ-Orbitrap LC-MS spectrometer (Thermo Corporation, MA, USA) and an ACQUITY QDA (Waters Corporation, MA, USA), respectively. HPLC preparative separations were performed on a Shimadzu Essentia LC-16. The Welch-Ultimate XB-C18 column (250 × 21.2 mm, 5 μm, 12 nm, Welch Materials, Inc., Shanghai, China) was used for preparative HPLC. Semi-preparative HPLC separations were performed on ACE-5-C18-AR and ACE-5-CN-ES columns (250 × 10 mm, 5 μm, 12 nm, Advanced Chromatography Technologies Ltd., Guangzhou, China). The silica gel (200−300 mesh, Qingdao Marine Chemical Inc., Qingdao, China) and Sephadex LH-20 (Amersham Biosciences, Uppsala, Sweden) were subjected to column chromatography (CC).

Silica gel (200–300 mesh), used in column chromatography (CC), and silica gel GF₂₅₄ (10–40 µm), used in thin layer chromatography (TLC), were purchased from Qingdao Marine Chemical Factory in China. Optical rotations were recorded with an Anton Paar MCP 200 polarimeter with a sodium lamp (589 nm) (Anton Paar GmbH, Graz, Austria). UV spectra were measured on a Genesys 10S UV-Vis spectrometer (Thermo Fisher Scientific Ltd., Waltham, MA, USA); IR spectra were recorded with a Nicolet IS5 FT-IR spectrometer (Thermo Fisher Scientific, Waltham, MA, USA); 1D and 2D NMR spectra were recorded on a Bruker AVANCE III 500 spectrometer (Bruker Inc., Karlsruhe, Germany). HPLC-HR-ESI-MS was performed on an Agilent 1200HPLC/6520QTOFMS (Agilent Technologies Inc., Santa Clara, CA, USA). Semipreparative HPLC isolation was conducted on an Agilent 1260 Infinity II (Agilent Technologies Inc., Santa Clara, CA, USA) with an ODS column (10 × 250 mm, YMC-Triart C18, YMC Co. Ltd., Tokyo, Japan).