Fitoterapia2022，Vol.1567.DOI:10.1016/j.fitote.2021.105097

Chemical structures and induction of cell death via heat shock protein inhibition of the prenylated phloroglucinol derivatives isolated from Hypericum erectum

Atsumoto, Takahiro M. Imahori, Daisuke Ohnishi, Erika Okayama, Masaya Kitagawa, Takahiro Ohta, Tomoe Yoshida, Tatsusada Kojima, Naoto Yamashita, Masayuki Watanabe, Tetsushi
Fitoterapia2022，Vol.1567.DOI:10.1016/j.fitote.2021.105097
✕
  • NSTL

Chemical structures and induction of cell death via heat shock protein inhibition of the prenylated phloroglucinol derivatives isolated from Hypericum erectum

Atsumoto, Takahiro M. 1Imahori, Daisuke 1Ohnishi, Erika 1Okayama, Masaya 1Kitagawa, Takahiro 1Ohta, Tomoe 2Yoshida, Tatsusada 2Kojima, Naoto 1Yamashita, Masayuki 1Watanabe, Tetsushi1
扫码查看

作者信息

  • 1. Kyoto Pharmaceut Univ
  • 2. Nagasaki Int Univ
  • 折叠

Abstract

Four new prenylated phloroglucinol derivatives (+)-erectumol I (1a), (-)-erectumol I (1b), (-)-erectumol II (2a), and (+)-erectumol II (2b) were isolated from the methanol extracts of the whole plants of Hypericum erectum. These new compounds were isolated as a pair of enantiomers, respectively. The planar chemical structures and relative configurations of the new compounds were suggested by Cu-K alpha X-ray diffraction analysis and been confirmed by high-resolution mass and 1D and 2D NMR spectroscopic data. The absolute configuration of the four new compounds were established by comparing the experimental and predicted electronic circular dichroism data. Isolated compounds 1b and 2b induced death of Adriamycin-treated HeLa cells. Their enantiomers 1a and 2a did not. In addition, the apparent mechanism of cell death of 1b was the inhibited expression of heat shock protein 105.

Key words

Hypericum erectum/Erectumol/X-ray diffraction analysis/Adriamycin/Time-lapse cell imaging/Heat shock protein

引用本文复制引用

出版年

2022
Fitoterapia

Fitoterapia

SCI
ISSN：0367-326X
段落导航相关论文