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Journal of Natural Medicines

, Volume 73, Issue 1, pp 131–145 | Cite as

Cholestane glycosides from Ornithogalum saundersiae bulbs and the induction of apoptosis in HL-60 cells by OSW-1 through a mitochondrial-independent signaling pathway

  • Tomoki Iguchi
  • Minpei KurodaEmail author
  • Rei Naito
  • Tomoyuki Watanabe
  • Yukiko Matsuo
  • Akihito Yokosuka
  • Yoshihiro Mimaki
Original Paper
  • 183 Downloads

Abstract

A search for cytotoxic cholestane glycosides from Ornithogalum saundersiae bulbs resulted in the isolation of three new OSW-1 analogues (13), a new cholestane bisdesmoside (4), a 5β-cholestane diglycoside (5), and four new 24(23 → 22)-abeo-cholestane glycosides (69), together with 11 known cholestane glycosides (1020), including OSW-1 (11). The structures of 19 were determined based on conventional spectroscopic analysis and chemical evidence. As expected, based on previous data, 13 exhibited potent cytotoxic activity against HL-60 human promyelocytic leukemia cells and A549 human lung adenocarcinoma cells. Furthermore, the ability of OSW-1 to induce apoptosis in HL-60 cells was examined. Aggregation of nuclear chromatin, accumulation of the sub-G1 cells, DNA fragmentation, and caspase-3 activation were assessed in HL-60 cells treated with OSW-1, providing evidence for OSW-1-induced apoptosis in HL-60 cells. No mitochondrial membrane potential or release of cytochrome c into the cytoplasm were observed in the OSW-1-treated apoptotic HL-60 cells, indicating that a mitochondria-independent signaling pathway is involved in apoptotic cell death.

Keywords

Ornithogalum saundersiae Cholestane glycosides OSW-1 Cytotoxity HL-60 cells Apoptosis 

Supplementary material

11418_2018_1252_MOESM1_ESM.doc (875 kb)
Supplementary material 1 (DOC 875 kb)

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Copyright information

© The Japanese Society of Pharmacognosy and Springer Japan KK, part of Springer Nature 2018

Authors and Affiliations

  • Tomoki Iguchi
    • 1
  • Minpei Kuroda
    • 1
    Email author
  • Rei Naito
    • 1
  • Tomoyuki Watanabe
    • 1
  • Yukiko Matsuo
    • 1
  • Akihito Yokosuka
    • 1
  • Yoshihiro Mimaki
    • 1
  1. 1.Department of Medicinal Pharmacognosy, School of PharmacyTokyo University of Pharmacy and Life SciencesTokyoJapan

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