Abstract
| - The synthesis of the fungicide oidiolactone C starting from diterpenic trans-communic acid wascarried out with an overall yield of 11.7%. The key step in the process consists of a newbislactonization reaction catalyzed by Pd(II), which gives rise to the podolactone-type tetracyclicskeleton from a norlabdadienedioic acid. We also carried out a study of the structure−biologicalactivity of different natural podolactones and their synthetic precursors. Thus, the highest cytotoxicactivity was found in dienic dilactones with ether-type substitutions on C-17, whereas the closureof the γ-lactone ring is not critical for presenting a maximal antimicrobial activity.
|