Repeated chromatographic purifications of aerial parts of the Tunisian plant Daucus virgatus led to the isolation of four new germacranolides, named daucovirgolides I-L (2–5), along with the Plasmodium transmission-blocking agent daucovirgolide G. The chemical structures of the new compounds were defined as mono- or di-angeloylated germacrane-type sesquiterpenoids by spectroscopic (mainly 1D and 2D NMR) and spectrometric methods (ESIMS). The low potency exhibited by daucovirgolides I-L further supports the observation that strict structural requirements do exist for the Plasmodium transmission blocking activity in the daucovirgolide series. In particular, the endocyclic double bond system seems to be crucial for bioactivity.
Daucovirgolides I-L, four congeners of the antimalarial daucovirgolide G from Daucus virgatus / Sirignano, C.; Snene, A.; Tenoh, A. R.; El Mokni, R.; Rigano, D.; Habluetzel, A.; Hammami, S.; Taglialatela-Scafati, O.. - In: FITOTERAPIA. - ISSN 1873-6971. - 137:(2019), p. 104188. [10.1016/j.fitote.2019.104188]
Daucovirgolides I-L, four congeners of the antimalarial daucovirgolide G from Daucus virgatus
Sirignano C.Membro del Collaboration Group
;Rigano D.Membro del Collaboration Group
;Taglialatela-Scafati O.
2019
Abstract
Repeated chromatographic purifications of aerial parts of the Tunisian plant Daucus virgatus led to the isolation of four new germacranolides, named daucovirgolides I-L (2–5), along with the Plasmodium transmission-blocking agent daucovirgolide G. The chemical structures of the new compounds were defined as mono- or di-angeloylated germacrane-type sesquiterpenoids by spectroscopic (mainly 1D and 2D NMR) and spectrometric methods (ESIMS). The low potency exhibited by daucovirgolides I-L further supports the observation that strict structural requirements do exist for the Plasmodium transmission blocking activity in the daucovirgolide series. In particular, the endocyclic double bond system seems to be crucial for bioactivity.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
