Identification of chiral alkenyl- and alkynylcarbinols as pharmacophores for potent cytotoxicity

Dounia El Arfaoui (1, 2) , Dymytrii Listunov (3, 1, 4) , Isabelle Fabing (1) , Mohamed Oukessou (1, 2) , Céline Frongia (5) , Valérie Lobjois (5) , Arnaud Samson (6) , Frédéric Ausseil (6) , Abdeslem Ben-Tama (2) , El Mestafa El hadrami (2) , Rémi Chauvin (3) , Yves Génisson (1)

1 SPCMIB - Synthèse et Physico-Chimie de Molécules d'Intérêt Biologique
2 USMBA - Université Sidi Mohamed Ben Abdellah
3 LCC - Laboratoire de chimie de coordination
4 Department of Chemistry, Taras Shevchenko National University of Kyiv
5 ITAV - Institut des Technologies Avancées en sciences du Vivant
6 ETaC - Pharmacochimie de la Régulation Epigénétique du Cancer

Illumination by acetylene: Systematic structural variations in a series of archetypal acetylenic lipids derived from the naturally occurring (S ,E )‐icos‐4‐en‐1‐yn‐3‐ol allowed the discovery of a series of 3R‐like 1,4‐di‐unsaturated carbinol units with a significant and systematic enantiomeric effect on cytotoxicity.

Mots clés: asymmetric synthesis; carbinols; cytotoxicity; lipids; polyacetylene

Domaines: Chimie de coordination

Dounia El Arfaoui, Dymytrii Listunov, Isabelle Fabing, Mohamed Oukessou, Céline Frongia, et al.. Identification of chiral alkenyl- and alkynylcarbinols as pharmacophores for potent cytotoxicity. ChemMedChem, 2013, 8 (11), pp.1779-1786. ⟨10.1002/cmdc.201300230⟩. ⟨hal-02907959⟩