Fitoterapia2022,Vol.1567.DOI:10.1016/j.fitote.2021.105101

21,24-Cyclolanostanes revisited: Structural revision and biological evaluation

Wang, Chao Wang, Lirong Wang, Jilong Li, Yu-Peng Zhang, Jun-Sheng Shan, Peipei Zhang, Hua
Fitoterapia2022,Vol.1567.DOI:10.1016/j.fitote.2021.105101

21,24-Cyclolanostanes revisited: Structural revision and biological evaluation

Wang, Chao 1Wang, Lirong 2Wang, Jilong 3Li, Yu-Peng 1Zhang, Jun-Sheng 1Shan, Peipei 2Zhang, Hua1
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作者信息

  • 1. Jinan Univ
  • 2. Qingdao Univ
  • 3. Qingdao Cent Hosp
  • 折叠

Abstract

Chemical fractionation of the EtOH extract of a medicinal macro fungus, Inonotus obliquus, afforded an array of lanostane-type triterpenoids (1 11) including two new ones (1 and 8). The structures of these compounds were determined on the basis of spectroscopic analyses, single crystal X-ray crystallography of 3-6 and biosynthetic considerations. With the confirmatory structural information provided by X-ray diffraction analysis in hand, several previously reported 21,24-cyclolanostanes, such as inonotsutriols A-C and (20R,21S,24S)-21,24-cyclo-penta-3 beta,21,25-trihydroxylanosta-8-ene, were structurally corrected. In addition, the NMR data of other types of 21,24-cyclo triterpenoids were also re-examined and structural revisions were thus suggested. Compounds 2, 6 and 8 showed significant cytostatic effects against a panel of tumor cell lines with IC50 values ranging from 7.80 to 18.5 mu M. Further assays established that compound 2 exerted promising in vitro anti-breast cancer potential by inhibiting the proliferation and migration of 4T1 cells.

Key words

Inonotus obliquus/21,24-Cyclolanostane/X-ray crystallography/Cytotoxicity/Antitumor/INONOTUS-OBLIQUUS/CHEMICAL-CONSTITUENTS/TRITERPENOIDS/SCLEROTIA

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出版年

2022
Fitoterapia

Fitoterapia

SCI
ISSN:0367-326X
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