Metachromins X and Y from a marine sponge Spongia sp. and their effects on cell cycle progression |
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| Institution: | 1. Laboratory of Aquatic Natural Products Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo, Bunkyo-ku, Tokyo 113-8657, Japan;2. Sugashima Marine Biological Laboratory, Graduate School of Science, Nagoya University, Sugashima-cho, Toba-shi, Mie 517-0004, Japan;3. Center for Marine and Coastal Studies, Universiti Sains Malaysia, 11800 USM, Penang, Malaysia;4. Department of Applied Biological Chemistry, Graduate School of Agricultural and Life Sciences, The University of Tokyo, Bukyo-ku, Tokyo 113-8657, Japan;1. Collaborative Innovation Center of Yangtze River Delta Region Green Pharmaceuticals and College of Pharmaceutical Science, Zhejiang University of Technology, Hangzhou 310014, China;2. State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, 555 Zu Chong Zhi Road, Zhangjiang Hi-Tech Park, Shanghai 201203, China;3. School of Biological Science and Technology, University of Jinan, Jinan 250022, China;1. Key Laboratory of Marine Drugs, Chinese Ministry of Education, School of Medicine and Pharmacy, Ocean University of China, Qingdao 266003, China;2. Laboratory of Marine Drugs and Biological Products, National Laboratory of Marine Science and Technology, Qingdao 266235, China;3. National Museum of Natural History, PO Box 9517, 2300 RA Leiden, the Netherlands;4. College of Chemistry and Chemical Engineering, Ocean University of China, Qingdao 266100, China;1. Research Center for Marine Drugs, State Key Laboratory of Oncogenes and Related Genes, Department of Pharmacy, Ren Ji Hospital, School of Medicine, Shanghai Jiao Tong University, Shanghai 200127, China;2. School of Traditional Chinese Materia Medical, Shenyang Pharmaceutical University, Shenyang 110016, China;3. Institute of Biology, Qilu University of Technology, Jinan 250103, China;1. School of Chemical & Physical Sciences, Victoria University of Wellington, Wellington, New Zealand;2. Centre for Biodiscovery, Victoria University of Wellington, Wellington, New Zealand;3. Ferrier Research Institute, Victoria University of Wellington, Lower Hutt, New Zealand;4. Maurice Wilkins Centre for Molecular Biodiscovery, New Zealand |
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| Abstract: | New sesquiterpene quinones, metachromins X (1) and Y (2), together with the known metachromins C (3), J (4), and T (5), were isolated as inhibitors of cell cycle progression in the HeLa/Fucci2 cells. The structure of 1 was assigned by spectroscopic data and confirmed by a total synthesis. The planar structure of 2 was determined by interpretation of spectroscopic data, whereas its absolute configuration was analyzed by a combination of chiral HPLC and CD spectroscopy. Metachromins X (1) and C (3) arrested the cell cycle progression of HeLa/Fucci2 cells at S/G2/M phase. |
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| Keywords: | Terpenoid Marine sponge Cell-cycle Structure elucidation |
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