@article{fdi:010073101,
  title = {{A} ring-distortion strategy from marine natural product ilimaquinone leads to quorum sensing modulators},
  author = {{E}vanno, {L}. and {L}achkar, {D}. and {L}amali, {A}. and {B}oufridi, {A}. and {S}eon-{M}eniel, {B}. and {T}intillier, {F}. and {S}aulnier, {D}. and {D}enis, {S}. and {G}enta-{J}ouve, {G}. and {J}ullian, {J}. {C}. and {L}eblanc, {K}. and {B}eniddir, {M}. {A}. and {P}etek, {S}ylvain and {D}ebitus, {C}{\'e}cile and {P}oupon, {E}.},
  editor = {},
  language = {{ENG}},
  abstract = {{W}e report herein a ring-distortion strategy applied to marine natural substances ilimaquinone and 5-epi-ilimaquinone. {A} chemically diverse library of molecules was synthesised that included rearrangements of the sesquiterpene moiety and original reorganisations of the quinone ring. {C}hemoinformatic analyses evaluated the rise of structural diversity and the exploration of chemical space. {S}ome focussed biological activities of this library were also investigated; quorum sensing activity of {V}ibrio harveyi was envisaged and some of the new compounds were shown to be good quorum sensing inhibitor candidates, whereas others were activators. {T}oxicities were also evaluated and some products showed micromolar activities against human umbilical vein endothelium, human hepatocellular carcinoma and human lung carcinoma ({A}549) cells.},
  keywords = {{S}ynthetic methods ; {I}limaquinone ; {R}ing-distortion ; {Q}uinones ; {M}olecular diversity ; {Q}uorum sensing},
  booktitle = {},
  journal = {{E}uropean {J}ournal of {O}rganic {C}hemistry},
  volume = {20-21},
  numero = {},
  pages = {2486--2497},
  ISSN = {1434-193{X}},
  year = {2018},
  DOI = {10.1002/ejoc.201800047},
  URL = {https://www.documentation.ird.fr/hor/fdi:010073101},
}