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Isolation, characterization and in vitro cytotoxicity of new sesquiterpenoids from Achillea clavennae

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2014
manuscript.pdf (1.708Mb)
Authors
Trifunović, Snežana
Isaković, Anđelka M.
Isaković, Aleksandra
Vučković, Ivan
Mandić, Boris
Novaković, Miroslav
Vajs, Vlatka
Milosavljević, Slobodan
Trajković, Vladimir
Article (Accepted Version)
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Abstract
Further phytochemical investigation into the aerial parts of Achillea clavennae has resulted in the 3 isolation of three new sesquiterpene lactones: two highly oxygenated germacranolides (1, 2) and 4 the iso-seco-guaianolide, 9(R)-acetoxy-3-O-methyl-iso-seco-tanapartholide (3). Eight known 5 compounds were also found in this plant species, of which 9 α -acetoxycanin (5), sintenin (6) and 6 oleanolic acid (7) were detected for the first time. The structures of the isolated compounds were 7 elucidated by combined spectroscopic methods (1D and 2D NMR, HRESIMS, CIMS, FTIR). 8 While the predominant metabolite germacranolide sintenin (6) was not cytotoxic, the new iso-9 seco-guaianolide (3) displayed cytotoxicity comparable to that of cisplatin and the lactone 10 apressin (4), inducing partly apoptotic death in human U251 and rat C6 glioma cell lines.
Keywords:
Chemosystematics / Natural Products
Source:
Planta medica, 2014, 80, 4, 275-305
Publisher:
  • Georg Thieme Verlag
Projects:
  • Natural products of wild, cultivated and edible plants: structure and bioactivity determination (RS-172053)
Note:
  • This is the peer-reviewed version of the article: https://dx.doi.org/10.1055/s-0033-1360312
  • http://cer.ihtm.bg.ac.rs/handle/123456789/1534

DOI: 10.1055/s-0033-1360312

ISSN: 0032-0943

WoS: 000332395000008

Scopus: 2-s2.0-84895928430
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URI
http://cer.ihtm.bg.ac.rs/handle/123456789/3120
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IHTM

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