An efficient synthetic strategy has been developed to prepare an oxygenated analog of Taxuspine X. Macrocycle formation through Yamaguchi macrolactonization approach gave access to an original compound (18) showing remarkable P-gp modulating activity. Further functionalization of this versatile scaffold could lead to potential anticancer and/or MDR reversing agents.
Synthesis of an Original Oxygenated Taxuspine X Analogue: a Versatile “Non-Natural” Natural Product with Remarkable P-gp Modulating Activity / Stanislava I. Avramova;Elena Galletti;Michela L. Renzulli;Gianluca Giorgi;Gianpietro Sgaragli;Daniela Alderighi;Chiara Ghiron;Federico Corelli;Marco Radi;Maurizio Botta. - In: CHEMMEDCHEM. - ISSN 1860-7179. - 3(2008), pp. 745-748. [10.1002/cmdc.200700337]