%0 Journal Article
%9 ACL : Articles dans des revues avec comité de lecture répertoriées par l'AERES
%A Barakat, F.
%A Vansteelandt, M.
%A Triastuti, A.
%A Jargeat, P.
%A Jacquemin, D.
%A Graton, J.
%A Mejia, K.
%A Cabanillas, B.
%A Vendier, L.
%A Stigliani, J. L.
%A Haddad, Mohamed
%A Fabre, N.
%T Thiodiketopiperazines with two spirocyclic centers extracted from Botryosphaeria mamane, an endophytic fungus isolated from Bixa orellana l
%D 2019
%L fdi:010074948
%G ENG
%J Phytochemistry
%@ 0031-9422
%K Botryosphaeria mamane DE Gardner (Botryosphaeriaceae) ; Bixa orellana L. ; (Bixaceae) ; Thiodiketopiperazine ; Cytotoxic activity
%K PEROU
%M ISI:000456755200018
%P 142-148
%R 10.1016/j.phytochem.2018.11.007
%U https://www.documentation.ird.fr/hor/fdi:010074948
%> https://www.documentation.ird.fr/intranet/publi/2019/02/010074948.pdf
%V 158
%W Horizon (IRD)
%X Three thiodiketopiperazines, botryosulfuranols A-C (1-3) were isolated from the endophytic fungus Botryosphaeria mamane. The three compounds present sulfur atoms on alpha- and beta-positions of phenylalanine derived residues and unprecedented two spirocyclic centers at C-4 and C-2'. Their planar structures were determined by spectroscopic analysis and absolute configurations were achieved by X-ray diffraction analysis and ECD and NMR chemical shifts calculations. Botryosulfuranol A (1) was the most cytotoxic compound against four cancer cell lines (HT-29, HepG2, Caco-2, HeLa) and two healthy cell lines (IEC6, Vero) highlighting the importance of an electrophilic center for cell growth inhibition.
%$ 076 ; 020 ; 084