6533b7ddfe1ef96bd1273c41

RESEARCH PRODUCT

Analogues of cytotoxic squamocin using reliable reactions: new insights into the reactivity and role of the α,β-unsaturated lactone of the annonaceous acetogenins

Ulrich BrandtDiego CortesReynald HocquemillerErwan PouponGuy LewinVanessa RomeroEva PerisRomain Duval

subject

chemistry.chemical_classificationStereochemistryOrganic ChemistryBiochemistrychemistryCoenzyme Q – cytochrome c reductaseDrug DiscoveryClick chemistryMoleculeCytotoxic T cellReactivity (chemistry)Annonaceous AcetogeninsCytotoxicityLactone

description

Abstract A small library of squamocin analogues has been prepared and screened biologically (cytotoxicity, inhibition of mitochondrial complex I and complex III). To centre diversity on a crucial part of the molecule (i.e., the α,β-unsaturated lactone), an original and reliable lactone opening reaction has been discovered and exploited among other efficient reactions.

https://doi.org/10.1016/j.tet.2006.04.066