Isolation, characterization and in vitro cytotoxicity of new sesquiterpenoids from Achillea clavennae
Autori
Trifunović, Snežana S.Isaković, Anđelka M.
Isaković, Aleksandra J.
Vučković, Ivan M.
Mandić, Boris
Novaković, Miroslav M.
Vajs, Vlatka
Milosavljević, Slobodan M.
Trajković, Vladimir S.
Članak u časopisu (Recenzirana verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
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.
Ključne reči:
Chemosystematics / Natural ProductsIzvor:
Planta medica, 2014, 80, 4, 275-305Izdavač:
- Georg Thieme Verlag
Finansiranje / projekti:
- Bioaktivni prirodni proizvodi samoniklih, gajenih i jestivih biljaka: određivanje struktura i aktivnosti (RS-MESTD-Basic Research (BR or ON)-172053)
DOI: 10.1055/s-0033-1360312
ISSN: 0032-0943
WoS: 000332395000008
Scopus: 2-s2.0-84895928430
Kolekcije
Institucija/grupa
Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Trifunović, Snežana S. AU - Isaković, Anđelka M. AU - Isaković, Aleksandra J. AU - Vučković, Ivan M. AU - Mandić, Boris AU - Novaković, Miroslav M. AU - Vajs, Vlatka AU - Milosavljević, Slobodan M. AU - Trajković, Vladimir S. PY - 2014 UR - https://cherry.chem.bg.ac.rs/handle/123456789/2816 AB - 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. PB - Georg Thieme Verlag T2 - Planta medica T1 - Isolation, characterization and in vitro cytotoxicity of new sesquiterpenoids from Achillea clavennae VL - 80 IS - 4 SP - 275 EP - 305 DO - 10.1055/s-0033-1360312 ER -
@article{ author = "Trifunović, Snežana S. and Isaković, Anđelka M. and Isaković, Aleksandra J. and Vučković, Ivan M. and Mandić, Boris and Novaković, Miroslav M. and Vajs, Vlatka and Milosavljević, Slobodan M. and Trajković, Vladimir S.", year = "2014", 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.", publisher = "Georg Thieme Verlag", journal = "Planta medica", title = "Isolation, characterization and in vitro cytotoxicity of new sesquiterpenoids from Achillea clavennae", volume = "80", number = "4", pages = "275-305", doi = "10.1055/s-0033-1360312" }
Trifunović, S. S., Isaković, A. M., Isaković, A. J., Vučković, I. M., Mandić, B., Novaković, M. M., Vajs, V., Milosavljević, S. M.,& Trajković, V. S.. (2014). Isolation, characterization and in vitro cytotoxicity of new sesquiterpenoids from Achillea clavennae. in Planta medica Georg Thieme Verlag., 80(4), 275-305. https://doi.org/10.1055/s-0033-1360312
Trifunović SS, Isaković AM, Isaković AJ, Vučković IM, Mandić B, Novaković MM, Vajs V, Milosavljević SM, Trajković VS. Isolation, characterization and in vitro cytotoxicity of new sesquiterpenoids from Achillea clavennae. in Planta medica. 2014;80(4):275-305. doi:10.1055/s-0033-1360312 .
Trifunović, Snežana S., Isaković, Anđelka M., Isaković, Aleksandra J., Vučković, Ivan M., Mandić, Boris, Novaković, Miroslav M., Vajs, Vlatka, Milosavljević, Slobodan M., Trajković, Vladimir S., "Isolation, characterization and in vitro cytotoxicity of new sesquiterpenoids from Achillea clavennae" in Planta medica, 80, no. 4 (2014):275-305, https://doi.org/10.1055/s-0033-1360312 . .