Metachromins X and Y from a marine sponge Spongia sp. and their effects on cell cycle progression

被引:8
作者
Hitora, Yuki [1 ,5 ]
Takada, Kentaro [1 ]
Ise, Yuji [2 ,6 ]
Woo, Sau Pinn [3 ]
Inoue, Seiya [4 ]
Mori, Naoki [4 ,7 ]
Takikawa, Hirosato [4 ]
Nakamukai, Shohei [1 ]
Okada, Shigeru [1 ]
Matsunaga, Shigeki [1 ]
机构
[1] Univ Tokyo, Grad Sch Agr & Life Sci, Lab Aquat Nat Prod Chem, Bunkyo Ku, Tokyo 1138657, Japan
[2] Nagoya Univ, Grad Sch Sci, Sugashima Marine Biol Lab, Sugashima Cho, Toba, Mie 5170004, Japan
[3] Univ Sains Malaysia, Ctr Marine & Coastal Studies, Usm 11800, Penang, Malaysia
[4] Univ Tokyo, Grad Sch Agr & Life Sci, Dept Appl Biol Chem, Bukyo Ku, Tokyo 1138657, Japan
[5] Kumamoto Univ, Grad Sch Pharmaceut Sci, Kumamoto 8620973, Japan
[6] Univ Sains Malaysia, Ctr Marine & Coastal Studies, Gelugo, Penang, Malaysia
[7] Res Fdn ITSUU Lab, Takatsu Ku, 3-2-1 Sakado, Kawasaki, Kanagawa 2130012, Japan
关键词
Terpenoid; Marine sponge; Cell-cycle; Structure elucidation; ABSOLUTE-CONFIGURATION; CHIROPTICAL PROPERTIES; CIRCULAR-DICHROISM; SESQUITERPENOIDS; PORIFERA; DICTYOCERATIDA; DEMOSPONGIAE; REPLICATION; QUINONES; CDT1;
D O I
10.1016/j.bmc.2019.115233
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
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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页数:6
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