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Exploring the Ring-Closing Metathesis for the Construction of the Solomonamide Macrocyclic Core: Identification of Bioactive Precursors
journal contribution
posted on 2018-04-20, 00:00 authored by Iván Cheng-Sánchez, Paloma Carrillo, Antonio Sánchez-Ruiz, Beatriz Martínez-Poveda, Ana R. Quesada, Miguel A. Medina, Juan M. López-Romero, Francisco SarabiaNew
synthetic strategies directed toward the novel cyclopeptides
solomonamides have been explored utilizing an olefin metathesis as
the key reaction. In the various strategies investigated, we worked
on minimally oxidized systems, and the olefin metathesis reaction
demonstrated efficiency and validity for the construction of the macrocyclic
core. The described synthetic strategies toward the solomonamides
are well suited for the subsequent access to the natural products
and represent flexible and diversity-oriented routes that allow for
the generation of a variety of analogues via oxidative transformations.
In addition, preliminary biological evaluations of the generated solomonamide
precursors revealed antitumor activity against various tumor cell
lines.