Isolation and Identification of 12-Deoxyphorbol Esters from Euphorbia resinifera Berg Latex: Targeted and Biased Non-Targeted Identification of 12-Deoxyphorbol Esters by UHPLC-HRMSE

Diterpenes in the Euphorbia genus provide capability to regulate the protein kinase C (PKC) family, which mediates remarkable ability to advertise the proliferation of neural precursor cells (NPCs) or neuroblast differentiation into neurons. Within this work, we describe the isolation from E. resinifera Berg latex of 15 12-deoxyphorbol esters (1-15). A triester of 12-deoxy-16-hydroxyphorbol (4) along with a 12-deoxyphorbol 13,20-diester (13) are described here the very first time. Furthermore, detailed structural elucidation is supplied for compounds 3, 5, 6, 14 and 15. The complete configuration for compounds 3, 4, 6, 13, 14 and 15 started through the comparison of the theoretical and experimental electronic circular dichroism (ECD) spectra. Accessibility above-described assortment of 12-deoxyphorbol derivatives, with several substitution patterns and attached acyl moieties, permitted for study regarding their fragmentation patterns within the collision-caused dissociation of multiple ions, without precursor ion isolation mass spectra experiments (HRMSE), which, consequently, revealed a correlation between specific BRM/BRG1 ATP Inhibitor-1 substitution patterns and also the fragmentation pathways within their HRMSE spectra. Consequently, this permitted for any targeted UHPLC-HRMSE analysis along with a biased non-targeted UHPLC-HRMSE analysis of 12-deoxyphorbols in E. resinifera latex which produced the recognition and identification of 4 additional 12-deoxyphorbols not formerly isolated within the initial column fractionation work. One of these, recognized as 12-deoxy-16-hydroxyphorbol 20-acetate 13-phenylacetate 16-propionate (20), is not described before.