Autospec premier p776

1D and 2D NMR spectra were obtained on a Bruker Avance III 600 MHz spectrometer (Bruker Biospin GmbH, Karlsruhe, Germany). HREIMS was measured on Waters Xevo TQ-S and Waters Autospec Premier P776 mass spectrometers (Waters, Milford, MA, USA). HRESIMS were recorded on an Agilent 6200 Q-TOF MS system (Agilent Technologies, Santa Clara, CA, USA). UV spectra were recorded on a Shimadzu UV-2401PC (Shimadzu, Kyoto, Japan). Optical rotations were obtained on a JASCO P-1020 digital polarimeter (Horiba, Kyoto, Japan). IR spectra were detected on Bruker Tensor 27 FTIR (KBr pellets) spectrometers. Sephadex LH-20 (Amersham Biosciences, Upssala, Sweden) and silica gel (Qingdao Haiyang Chemical Co., Ltd) were used for column chromatography (CC). Preparative high performance liquid chromatography (prep-HPLC) was performed on an Agilent 1100 liquid chromatography system equipped with Zorbax SB-C18 columns (9.4 mm × 250 mm) and a DAD detector (Agilent Technologies, Santa Clara, CA, USA). Thin-layer chromatography was performed on precoated TLC plates (200–250 μm thickness, silica gel 60 F254, Qingdao Marine Chemical, Inc.), and spots were visualized by heating after spraying.

Optical rotations were obtained with a Jasco P-1020 Automatic Digital Polariscope. UV spectra were measured with a Shi madzu UV2401PC spectrometer. IR spectra were obtained on a Bruker FT-IR Tensor-27 infrared spectrophotometer with KBr pellets. ¹H, ¹³C, and 2D NMR spectra were recorded on a Bruker DRX-400 NMR, Bruker DRX-500 NMR and Bruker DRX-600 spectrometer with TMS as internal standard. ESI-MS and HR-EI-MS analysis were carried out on Waters Xevo TQS and Waters AutoSpec Premier P776 mass spectrometers, respectively. Semi-preparative HPLC was performed on a Waters 600 HPLC with a COSMOSIL 5C₁₈ MS-II (10ID × 250 mm) column. Silica gel (100–200 and 200–300 mesh, Qingdao Marine Chemical Co. Ltd., P.R. China), Sephadex LH-20 (GE Healthcare Bio-Xciences AB), RP-18 gel (20–45 μm, Fuji Silysia Chemical Ltd., Japan), and MCI gel (75–150 μm, Mitsubishi Chemical Corporation, Tokyo, Japan) were used for column chromatography. Fractions were monitored by TLC (GF 254, Qingdao Marine Chemical Co., Ltd., Qingdao), and spots were visualized by Dragendorff’s reagent.

Silica gel (200–300 mesh), Lichroprep RP-18, and Sephadex LH-20 were applied to column chromatography. The TLC plate was purchased from Qingdao Marine Chemical Group Co. and used for chromatography analysis. One-dimensional and two-dimensional NMR data were acquired on a Bruker AVANCE-600 MHz NMR instrument (Bruker, Karlsruhe, Germany). Mass spectra were measured by spectrometers of Agilent G3250AA (Agilent, Santa Clara, CA, USA) and AutoSpec Premier P776 (Waters, Milford, MA, USA). Optical rotations and circular dichroism spectra were measured on a polarimeter (Jasco P-1020) and an Applied Photophysics Chirascan spectrometer (Applied Photophysics Ltd., Surrey, British). LC-MS analyses were performed on an instrument (LTQ ORBITRAP XL).

Optical rotations were obtained on a JASCO model 1020 polarimeter (Horiba, Tokyo, Japan). UV spectra were measured on a Shimadzu UV-2401PC spectrophotometer (Shimadzu, Kyoto, Japan). IR (KBr) spectra were measured on a Bio-Rad FTS-135 spectrometer (Bio-Rad, Hercules, CA, USA). The 1D and 2D NMR spectra were recorded on Bruker AVANCE III-600 spectrometers with TMS used as an internal standard (Bruker, Bremerhaven, Germany). The mass spectra were obtained on a Waters AutoSpec Premier P776 (Waters, NY, USA). The silica gel (200–300 mesh) for column chromatography and the TLC plates (GF₂₅₄) were obtained from Qingdao Marine Chemical Factory (Qingdao, Shandong, China). The Sephadex LH-20 (20–150 μm) used for chromatography was purchased from Pharmacia Fine Chemical Co. Ltd. (Pharmacia, Uppsala, Sweden). Fractions were visualized by heating silica gel plates sprayed with Dragendorff’s reagent. The cell lines Hela, A549, MCF-7, SW480, and CEM were obtained from the Cell Bank of the Chinese Academy of Sciences (Shanghai, China), while MTT were obtained from Sigma Company.

1D and 2D NMR spectra were recorded on Bruker DRX-500 spectrometers using TMS as an internal standard. Chemical shifts (δ) were expressed in ppm with reference to the solvent signals. Optical rotations were measured on a JASCO P-1020 polarimeter. IR spectra were determined on a Bruker FT-IR Tensor-27 infrared spectrophotometer with KBr disks. UV spectra were detected on a SHMADZU UV-2401PC spectrometer. MS and HRMS analysis were carried out on Waters Xevo TQS and Waters AutoSpec Premier P776 mass spectrometers, respectively. Semipreparative HPLC was performed on a Waters 600 with a COSMOSIL C18 (10 × 250 mm) column. Silica gel (100–200 and 200–300 mesh, Qingdao Marine Chemical Co., Ltd., People’s Republic of China), and MCI gel (75–150 μm, Mitsubishi Chemical Corporation, Tokyo, Japan) were used for column chromatography. Fractions were monitored by thin-layer chromatography (TLC) (GF254, Qingdao Marine Chemical Co., Ltd.), and spots were visualized by 10% sulfuric acid ethanol solution.

Optical rotations were measured on a JASCO P-1020 digital polarimeter. CD spectra were obtained on an automated circular dichroism spectrometer (Applied Photophysics). UV spectra were obtained using a Shimadzu UV-2401A spectrophotometer. IR spectra were obtained on a Bruker Tenor 27 spectrometer with KBr pellets. 1D and 2D NMR spectra were recorded on Bruker AM-400, DRX-500 or AV III-600 spectrometers with TMS as an internal standard. ESIMS were recorded using a Finnigan MAT 90 instrument and HRESIMS was performed on an API QSTAR time-of-flight spectrometer, HREIMS were recorded on a Waters AutoSpec Premier P776 instrument. Column chromatography was performed on Sephadex LH-20 (Amersham Biosciences, Piscataway, USA), silica gel (200–300 mesh, Qingdao Marine Chemical Ltd., Qingdao, China), RP-18 gel (LiChroprep, 40–63 μm; Merck, Darmstadt, Germany), and MCI gel CHP20P (75–150 μm, Mitsubishi Chemical Corporation, Tokyo, Japan). Semipreparative HPLC was performed on a Agilent 1200 (column: Zorbax SB-C18, 250 × 9.4 mm; DAD detector). Fractions were monitored by TLC, visualized by heating silica gel plates sprayed with 15 % H₂SO₄ in EtOH.

Optical rotations were obtained on a JASCO P-1020 digital polarimeter (Horiba, Kyoto, Japan). UV spectra were recorded on a Shimadzu UV-2401PC (Shimadzu, Kyoto, Japan). 1D and 2D NMR spectra were obtained on a Bruker Avance III 600 MHz spectrometer (Bruker Biospin GmbH, Karlsruhe, Germany). HREIMS was measured on Waters Xevo TQ-S and Waters Autospec Premier P776 mass spectrometers (Waters, Milford, MA, USA). HRESIMS were recorded on an Agilent 6200 Q-TOF MS system (Agilent Technologies, Santa Clara, CA, USA). Melting points were measured on an X-4 microscopic melting point meter (Yuhua Instrument Co., Ltd, Gongyi, China). Sephadex LH-20 (Amersham Biosciences, Upssala, Sweden) and silica gel (Qingdao Haiyang Chemical Co., Ltd) were used for column chromatography (CC). Medium Pressure Liquid Chromatography (MPLC) was performed on a Büchi Sepacore System equipping with pump manager C-615, pump modules C-605 and fraction collector C-660 (Büchi Labortechnik AG, Flawil, Switzerland), and columns packed with Chromatorex C-18 (40–75 μm, Fuji Silysia Chemical Ltd., Kasugai, Japan). Preparative High Performance Liquid Chromatography (prep-HPLC) was performed on an Agilent 1260 liquid chromatography system equipped with Zorbax SB-C18 columns (5 μm, 9.4 mm × 150 mm or 21.2 mm × 150 mm) and a DAD detector (Agilent Technologies, Santa Clara, CA, USA).