RT Journal Article
T1 Solid phase synthesis of globomycin and SF-1902 A5
A1 Sarabia-García, Francisco Ramón
A1 Chammaa, Samy
A1 García-Ruiz, Cristina
K1 Antibióticos
AB The syntheses of the natural lipocyclodepsipeptide-type antibiotics globomycin and SF-1902 A5 are reported utilizing solid phase technology for the construction of the peptidic fragment and a new asymmetric methodology of epoxidation for the preparation of the lipidic chain. The linkage between both fragments was successfully achieved in solid phase to complete the syntheses via a macrolactonization reaction executed prior to the cleavage of the acyclic precursors from the solid support. These syntheses provide access to the rapid generation of a library of analogues via modification of the aminoacid residues as well as the lipidic chain, thus facilitating the identification of new antibiotics with interesting mechanisms of action based upon the inhibition of the enzyme signal peptidase II.
PB ACS
YR 2011
FD 2011
LK https://hdl.handle.net/10630/34587
UL https://hdl.handle.net/10630/34587
LA eng
NO Sarabia, F.; Chammaa, S.; García-Ruiz, C. Solid phase synthesis of globomycin and SF-1902 A5.  J. Org. Chem. 2011, 76, 7, 2132–2144 https://doi.org/10.1021/jo1025145
NO This work was financially supported by Ministerio de Educaci on y Ciencia (ref CTQ2007-66518) and Junta de Andalucía (FQM-03329). We are deeply indebted to Prof. Masatoshi Inukai from International University of Health and Welfare in Ohtawara (Japan) for a generous gift of a natural sample of globomycin. We also thank Dr. J. I. Trujillo from Pfizer (Groton, CT) for assistance in the preparation of this manuscript. Finally, we thank Unidad de Espectroscopía de Masas de la Universidad de Granada for exact mass spectroscopic assistance
DS RIUMA. Repositorio Institucional de la Universidad de Málaga
RD 19 ene 2026