Identification of Chiral Alkenyl- and Alkynylcarbinols as Pharmacophores for Potent Cytotoxicity

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...

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Published in:ChemMedChem 2013-11, Vol.8 (11), p.1779-1786
Main Authors: El Arfaoui, Dounia, Listunov, Dymytrii, Fabing, Isabelle, Oukessou, Mohamed, Frongia, Céline, Lobjois, Valérie, Samson, Arnaud, Ausseil, Frédéric, Ben-Tama, Abdeslem, El Hadrami, El Mestafa, Chauvin, Remi, Génisson, Yves
Format: Article
Language:English
Subjects:
Alkanes - chemistry
Alkanes - pharmacology
Alkenes - chemistry
Alkenes - pharmacology
Animals
Antineoplastic Agents - chemistry
Antineoplastic Agents - pharmacology
asymmetric synthesis
carbinols
Cell Line
Cell Line, Tumor
Cell Survival - drug effects
Chemical Sciences
Coordination chemistry
cytotoxicity
Drug Discovery
Inhibitory Concentration 50
lipids
Methanol - chemistry
Methanol - pharmacology
Molecular Structure
Petrosia - chemistry
polyacetylene
Stereoisomerism
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Summary: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.
ISSN:1860-7179
1860-7187
DOI:10.1002/cmdc.201300230