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4 protocols using 343 spectropolarimeter

1

Spectroscopic Characterization of Natural Products

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Optical rotations were recorded in MeOH on a Perkin-Elmer 343 spectropolarimeter. UV spectra and ECD spectra were obtained simultaneously on a Chirascan CD spectrometer (Applied Photophysics Ltd., England) using MeOH as solvent. 1H NMR, 13C NMR, and 2D NMR data were recorded on a Bruker Avance III 500 MHz spectrometer with TMS as internal standard. HRESIMS data were recorded on a Bruker maXis Q-TOF spectrometer. Preparative HPLC were carried out with a Shimadzu Shim-packed Pro-ODS column (20 mm × 25 cm) equipped with a Shimadzu LC-6AD pump and a Shimadzu RID-10A refractive index detector. UPLC analysis was performed on an Acquity H-Class UPLC system consisting of a quaternary solvent delivery system, an auto-sampler, and a DAD detector. For column chromatography, silica gel 60 (100–200 mesh, Qingdao Marine Chemical Ltd., Qingdao, People's Republic of China), YMC ODS (75 μm, YMC Co. Ltd., Kyoto, Japan) and Sephadex LH-20 (GE Healthcare, Uppsala, Sweden) were used. Analytical TLC were performed on HSGF254 silica gel plates (0.2 mm, Yantai Jiangyou silica gel Development Co. Ltd., Yantai, China); spots were visualized after spraying with 10% H2SO4 solution followed by heating.
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2

Analytical Techniques for Spectroscopic Characterization

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Optical rotations were obtained on a Perkin-Elmer 343 spectropolarimeter. UV measurements were performed with a Perkin EImer Lambda 650 UV/vis spectrometer. CD data were collected by a Jasco J-810 CD spectrometer (Jasco Inc., Japan). 1H NMR, 13C NMR, and 2D NMR spectra were recorded on a Bruker Avance DRX 500 or Bruker DRX-400 instrument with TMS as a reference. ESIMS data were obtained on an MDS SCIEX API2000 LC/MS/MS instrument. HRESIMS data were collected on Bruker Bio TOF IIIQ mass spectrometer. Preparative HPLC was performed with a Shimadzu LC-6AD pump and a Shimadzu RID-10A refractive index detector using an YMC-pack ODS-A column (5 μm, 250 mm × 20 mm). For column chromatography (CC), silica gel 60 (100–200 mesh, Qingdao Marine Chemical Ltd., Qingdao, China), polyamide (60–100 mesh, Taizhou Luqiao Si-jia Biochemical Plastic Company, Zhejiang, China) and Sephadex LH-20 (GE Healthcare, Uppsala, Sweden) were used. Cytotoxic assays were performed with a Genois microplate reader (Tecan Group, Männedorf, Zürich, Switzerland). Spore germination percentages were determined using a B203LED optical microscope (Chongqing Optec instrument Co. Ltd., Chongqing, China).
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3

Synthesis and Characterization of Biphenyls

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Melting points are uncorrected. All 1H NMR and 13C NMR spectra were recorded in CDCl3 solution at 399.93 MHz and 100.57 MHz, respectively. Chemical shifts are given in ppm (δ; multiplicities are indicated by s (singlet), d (doublet), t (triplet), ddt (doublet doublet triplet), m (multiplet) or bs (broad singlet). Elemental analyses were performed using an elemental analyser Perkin-Elmer model 240 C Optical rotations were measured with a Perkin-Elmer 343 spectropolarimeter. Toluene was freshly distilled from sodium benzophenone ketyl and acetone was dried over CaCl2 and distilled before use. Ethanol (EtOH) grade 96% was used. All reagents were of commercial quality and used as purchased. Flash chromatography was carried out with silica gel 60 (230-400 mesh, Kiesgel, EM Reagents) eluting with appropriate solution in the stated v:v proportions. The purity of all new compounds was judged to be >98% by 1H-NMR and 13C-NMR spectral determination. Biphenyls 15 and 16 were prepared as previously described [17 , 18 ].
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4

Phytochemical Characterization of Natural Compounds

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Optical rotations were measured in MeOH on a Perkin-Elmer 343 spectropolarimeter. UV spectra and CD spectra were obtained simultaneously on a Chirascan CD spectrometer (Applied Photophysics Ltd., England) with MeOH as solvent. 1D NMR, and 2D NMR experiments were performed on a Bruker Avance III 500 MHz spectrometer. HR-ESIMS data were collected on a Bruker maXis Q-TOF mass spectrometer. Preparative and semipreparative HPLC were performed on a Shimadzu LC-6AD pump and a Shimadzu RID-10A refractive index detector with a Shimadzu Shim-packed Pro-ODS column (20 × 250 mm) and a Waters Nova-Pak® HR C-18 column (7.8 × 300 mm). Silica gel 60 (100–200 mesh, Qingdao Marine Chemical Ltd., Qingdao, China), YMC ODS (75 μm, YMC Co. Ltd., Kyoto, Japan) and Sephadex LH-20 (GE Healthcare, Uppsala, Sweden) were used in CC. Analytical TLC was performed on HSGF254 silica gel plates (0.2 mm, Yantai Jiangyou Silica Gel Development Co. Ltd., Yantai, China); spots were visualized by spraying with 10% H2SO4 solution followed by heating.
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