Discovery of a new series of jatrophane and lathyrane diterpenes as potent and specific P-glycoprotein modulators

Elisa Barile, Marianna Borriello, Attilio Di Pietro, Agnès Doreau, Caterina Fattorusso, Ernesto Fattorusso, Virginia Lanzotti

Organic & Biomolecular Chemistry · 2008 · 59 citations · 22 references

Concepts

Abstract

A new series of diterpenes, the jatrophanes euphoscopin M (1), euphoscopin N (2) and euphornin L (3), and the lathyrane euphohelioscopin C (7) were isolated from plants of Euphorbia helioscopia L., together with four other known analogues, euphoscopin C (4), euphornin (5), epieuphoscopin B (6) and euphohelioscopin A (8). The new compound stereostructures were elucidated by NMR analysis and computational data. The resulting isolated diterpenes were found to be potent inhibitors of P-glycoprotein (ABCB1), while showing an absence of significant activity against BCRP (ABCG2), despite the high substrate overlapping of these transporters, thus including them in the third-generation class of specific multidrug transporter modulators.

References

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