Figure 1
From: Activation of PKC supports the anticancer activity of tigilanol tiglate and related epoxytiglianes
Chemical derivatization and semi-synthesis of TT. (A) Flat structure of TT with key COSY correlations in bold (left), and the dioxaphospholane derivative (1, right) revealing the absolute stereochemistry via x-ray crystallographic analysis. (B) Semi-synthesis of EBC-47 to deduce the absolute stereochemistry of the C12 ester at C2′’ [R = naturally occurring mixed esters; DIPEA N,N-diisopropylethylamine; DMP 2,2-dimethoxypropane; PPTS pyridinium p-toluensulfonate; DMF N,N-dimethylformamide; DCC N,N-dicyclohexylcarbodiimide; DMAP 4-N,N-dimethylaminopyridine; THF tetrahydrofuran; TFA trifluoroacetic acid; DCM dichloromethane].
