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

Yuki Hitora, Kentaro Takada, Yuji Ise, Sau Pinn Woo, Seiya Inoue, Naoki Mori, Hirosato Takikawa, Shohei Nakamukai, Shigeru Okada, Shigeki Matsunaga

Research output: Contribution to journalArticle

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.

Original languageEnglish
Article number115233
JournalBioorganic and Medicinal Chemistry
Volume28
Issue number2
DOIs
Publication statusPublished - 2020 Jan 15
Externally publishedYes

Keywords

  • Cell-cycle
  • Marine sponge
  • Structure elucidation
  • Terpenoid

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Medicine
  • Molecular Biology
  • Pharmaceutical Science
  • Drug Discovery
  • Clinical Biochemistry
  • Organic Chemistry

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  • Cite this

    Hitora, Y., Takada, K., Ise, Y., Woo, S. P., Inoue, S., Mori, N., Takikawa, H., Nakamukai, S., Okada, S., & Matsunaga, S. (2020). Metachromins X and Y from a marine sponge Spongia sp. and their effects on cell cycle progression. Bioorganic and Medicinal Chemistry, 28(2), [115233]. https://doi.org/10.1016/j.bmc.2019.115233