Journal of Natural Medicines

, Volume 70, Issue 3, pp 435–451 | Cite as

Acylated oleanane-type triterpene saponins from the flowers of Bellis perennis show anti-proliferative activities against human digestive tract carcinoma cell lines

  • Kiyofumi Ninomiya
  • Chiaki Motai
  • Eriko Nishida
  • Niichiro Kitagawa
  • Kazuya Yoshihara
  • Takao Hayakawa
  • Osamu Muraoka
  • Xuezheng Li
  • Seikou Nakamura
  • Masayuki Yoshikawa
  • Hisashi Matsuda
  • Toshio Morikawa
Original Paper Biologically Active Natural Products from Microorganisms and Plants
First Online:
Received:
Accepted:

Abstract

Seven oleanane-type triterpene saponin bisdesmosides, perennisaponins N–T (1–7), were newly isolated from a methanol extract of daisy, the flowers of Bellis perennis L. (Asteraceae). The structures were determined based on chemical and physicochemical data and confirmed using previously isolated related compounds as references. The isolates, including 13 previously reported perennisaponins A–M (8–20), exhibited anti-proliferative activities against human digestive tract carcinoma HSC-2, HSC-4, and MKN-45 cells. Among them, perennisaponin O (2, IC50 = 11.2, 14.3, and 6.9 μM, respectively) showed relatively strong activities. The mechanism of action of 2 against HSC-2 was found to involve apoptotic cell death.

Keywords

Daisy Bellis perennis Asteraceae Anti-proliferative activity Acylated oleanane-type triterpene saponin Perennisaponin Apoptosis 
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Notes

Acknowledgments

This study was supported by the MEXT-Supported Program for the Strategic Research Foundation at Private Universities, 2014–2018 (T.M.) and JSPS KAKENHI grant numbers 15K08008 (T.M), 15K08009 (K.N.), and 16K08313 (O.M.).

Supplementary material

11418_2016_998_MOESM1_ESM.doc (146 kb)
Supplementary material 1 (DOC 146 kb)

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Copyright information

© The Japanese Society of Pharmacognosy and Springer Japan 2016

Authors and Affiliations

  • Kiyofumi Ninomiya
    • 1
    • 2
  • Chiaki Motai
    • 1
    • 3
  • Eriko Nishida
    • 1
  • Niichiro Kitagawa
    • 1
    • 3
  • Kazuya Yoshihara
    • 1
  • Takao Hayakawa
    • 1
  • Osamu Muraoka
    • 1
    • 2
  • Xuezheng Li
    • 4
  • Seikou Nakamura
    • 4
  • Masayuki Yoshikawa
    • 4
  • Hisashi Matsuda
    • 4
  • Toshio Morikawa
    • 1
    • 2
  1. 1.Pharmaceutical Research and Technology InstituteKindai UniversityHigashi-osakaJapan
  2. 2.Antiaging CenterKindai UniversityHigashi-osakaJapan
  3. 3.Koshiro Co., Ltd.OsakaJapan
  4. 4.Kyoto Pharmaceutical UniversityKyotoJapan

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