Essentia lc 16

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).

Optical rotations were measured using an MCP 200 (Anton Paar, Shanghai, China) polarimeter. UV spectra were recorded on a Shimadzu UV-240 spectrophotometer (Shimadzu, Kyoto, Japan). The Chirascan-plus circular dichroism spectrometer (Applied Photophysics Ltd., Surrey, UK) was used for recording ECD spectra. IR spectra were recorded by a Fourier transformation infra-red spectrometer coupled with infra-red microscope EQUINOX 55 (Bruker, Rheinstetten, Germany). The 1D and 2D NMR spectra were recorded on Bruker Avance 400 spectrometer (¹H 400 MHz, ¹³C 100 MHz). Chemical shifts (δ) were given in ppm with reference to the solvent signal (δ_C 39.52/δ_H 2.50 for DMSO), and coupling constants (J) were given in Hz. HR-ESIMS spectra were recorded on an LTQ-Orbitrap LC-MS spectrometer (Thermo Corporation, Waltham, MA, USA). ESIMS spectra were obtained on an ACQUITY QDA LC-MS spectrometer (Waters Corporation, Milford, MA, USA). Column chromatography (CC) was performed using silica gel (200–300 mesh, Qingdao Marine Chemical Factory, China) and Sephadex LH-20 (GE Healthcare, Littile Chalfont, UK) as stationary phases. HPLC was performed on an Essentia LC-16 (Shimadzu, Shanghai, China). Pre-coated silica gel plates (Qingdao Huang Hai Chemical Group Co., G60, F-254, China) were used for thin layer chromatography.

Optical rotations were carried out on an MCP 200 (Anton Paar, Graz, Austria) polarimeter. UV spectra were measured at a Lambda 950 UV-Vis-NIR spectrophotometer (PerkinElmer, Akron, OH, USA). A Chirascan-plus Circular Dichroism Spectrometer (Applied Photophysics Ltd., Leatherhead, UK) was used to obtain experimental ECD data. A Fourier transformation infra-red spectrometer (FTIR) coupled with an infra-red microscope EQUINOX 55 (Bruker, Wissembourg, France) recorded the FTIR spectrum. NMR spectra were tested by a BRUKER AVANCE III HD (400 MHz) NMR spectrometer with tetramethylsilane (TMS) as the internal standard. HR-ESIMS data were determined using an Agilent 6530 accurate-Mass Q-TOF LC-MS spectrometer. Column chromatography (CC) was used using silica gel (200–300 mesh, Qingdao Marine Chemical Factory, Qingdao, China). The semi-preparative HPLC was performed on an Essentia LC-16 (Shimadzu, Jiangsu, China). Acetylcholine esterase (AChE) was from Electrophorus electricus (product number: C3389-2KU, Sigma-Aldrich, Saint Louis, MO, USA).

Optical rotations were measured on an MCP 200 polarimeter by using an Na lamp (Shimadzu). UV spectra were obtained on a Blue Star A spectrophotometer. A Fourier transformation infra-red spectrometer coupled with infra-red microscope EQUINOX 55 (Bruker, Rheinstetten, Germany) was used to record the IR spectra. NMR spectra were obtained on a Bruker Avance 400 MHz spectrometer with tetramethylsilane as the internal standard. HR-ESIMS data were obtained on a LTQ-Orbitrap LC-MS spectrometer (Thermo Corporation, Waltham, MA, USA). ESIMS spectra were obtained on an ACQUITY QDA (Waters Corporation, Milford, MA, USA). HPLC was carried out on an Essentia LC-16 with an SPD-16 Detector (Shimadzu, Shanghai, China). Column chromatography was carried out on silica gel (100–200 mesh, 200–300 mesh, Qing dao Marine Chemical Factory, Qingdao, China) and Sephadex LH-20 (GE Healthcare, Littile Chalfont, UK).

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. HR-ESIMS and ESIMS data were recorded on an LTQ-Orbitrap LC-MS spectrometer (Thermo Corporation, Waltham, MA, USA) and an ACQUITY QDA (Waters Corporation, Milford, 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).

Optical rotations were recorded on an MCP 200 (Anton Paar, Shanghai, China) polarimeter. UV data were measured on a Shimadzu UV-240 spectrophotometer (Shimadzu, Kyoto, Japan). IR spectra were detected on a Fourier transformation infra-red spectrometer coupled with infra-red microscope EQUINOX 55 (Bruker, Rheinstetten, Germany). 1D and 2D NMR spectra were performed on a Bruker Avance 400 MHz spectrometer with tetramethylsilane as internal standard. HR-ESIMS data were carried out on an LTQ-Orbitrap LC-MS spectrometer (Thermo Corporation, Waltham, MA, USA). ESIMS spectra were obtained on an ACQUITY QDA (Waters Corporation, Milford, MA, USA). HPLC was carried out on Essentia LC-16 with an SPD-16 Detector (Shimadzu, Shanghai, China). Column chromatography was performed on silica gel (200–300 mesh, Qingdao Marine Chemical Factory, China) and Sephadex LH-20 (GE Healthcare, Littile Chalfont, UK).

Optical rotations were recorded on a Rudolph Autopol IV-T polarimeter. UV spectra were recorded on a Hitachi U-2900 UV–Vis spectrophotometer. IR spectra were recorded on a ThermoFisher Nicolet iS5 FT-IR spectrometer. NMR spectra were acquired on Varian Mercury Plus 400 instrument and Bruker Avance III HD 600 spectrometer using CD₃OD (δ_H 3.31 and δ_C 49.0). HRESIMS were obtained on an AB SCIEX 5600+ Q-TOF mass spectrometer. MCI gel CHP-20P (75–150 μm, Mitsubishi Chemical Corporation, Tokyo, Japan), ODS gel (50 μm, YMC Co., Ltd., Japan), and Sephadex LH-20 gel (GE Healthcare Bio-Sciences, USA) were used for column chromatography. Precoated silica gel GF254 plates (Qingdao Haiyang Chemical Co., Ltd., China) were used for TLC analysis. Semi-preparative HPLC was performed on a Shimadzu Essentia LC-16 with a UV detector (210 and 254 nm) and a Kromasil C₁₈ column (150 × 10 mm, 5 μm, AkzoNobel, Co., Sweden).