Ods series column pack ods a

Optical rotations were recorded using a Perkine Elmer 341 polarimeter (Hertford, UK). ECD spectra were recorded with a Chirascan circular dichroism spectrometer (Applied Photophysics, Surrey, UK). UV spectra were recorded on a UV-2600 UV–vis spectrophotometer (Shimadzu, Kyoto, Japan). The 1D and 2D NMR spectra were recorded on a Bruker AC 500 and 700 NMR (Broker, Fallanden, Switzerland) spectrometer with TMS as the internal standard. HRESIMS spectra were measured with a Bruker micro TOF-QII (Bruker, Fallanden, Switzerland) mass spectrometer in positive/negative ion mode. silica gel GF-254 (10–40 mm) was used for thin-layer chromatography (TLC) (Qingdao Marine Chemical Factory, Qingdao, China). Sephadex LH-20 (Amersham Biosciences, Uppsala, Sweden) and silica gel (200–300 mesh, 100–200 mesh) (Qingdao Marine Chemical Factory, Qingdao, China) were applied in column chromatography (CC). HPLC was carried out on a Hitachi Primaide with a YMC ODS Series column (YMC-Pack ODS-A, YMC Co. Ltd. (Kyoto, Japan), 250 × 10 mm i.d., S-5 μm, 12 nm). All solvents were analytical grade (Tianjin Fuyu Chemical and Industry Factory). The fermentation culture medium and reagents were obtained from Guangzhou Haili Aquarium Technology Company, Guangzhou, China.

One-dimensional and two-dimensional NMR spectra were acquired in CDCl₃ with a Bruker Avance 400 MHz NMR spectrometer (Fällanden, Switzerland). HR–ESI–MS data were measured using a maXis Q-TOF mass spectrometer in positive ion mode (Bruker, Fällanden, Switzerland). UV and CD spectra were acquired using a JASCO J-810 circular dichroism spectrometer (JASCO International Co. Ltd., Hachioji, Tokyo, Japan). X-ray diffraction intensity data were recorded on an XtalLAB PRO single-crystal diffractometer, using Cu-Kα radiation (Rigaku, Japan). The data were corrected for absorption, using CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017). Optical rotations were acquired using an MCP-500 polarimeter with a 1.0 mL cell (Anton, Austria). HPLC was performed on the Hitachi Primaide with the YMC ODS SERIES column (YMC-Pack ODS-A, YMC Co. Ltd., Kyoto, Japan, 250 × 10 mm I.D., S-5 μm, 12 nm). Column chromatography (CC) was carried out on silica gel (200–300 mesh, Qingdao Marine Chemical Factory, Qingdao, China) and Sephadex LH-20 (40–70 μm, Amersham Pharmacia Biotech AB, Uppsala, Sweden). TLC plates with silica gel GF254 (0.4–0.5 mm, Qingdao Marine Chemical Factory, Qingdao, China) were used for the analyses.