Jatrophane diterpenoids from Euphorbia esula

Jatrophane and rearranged jatrophane-type diterpenes: biogenesis, structure, isolation, biological activity and SARs (1984–2019)

“…It is worth mentioning that the flexibility of the twelve-membered ring can adopt two main conformations: endo-and exo-type depending on the spatial orientation of the 6,17 exo-methylene group (Appendino et al 1998;Jakupovic et al 1998b, c;Marco et al 1998). It is also reported that the conformational option depends on the acylation pattern on the jatrophane core (Corea et al 2005a;Esposito et al 2016;Günther et al 1998). Diagnostic spectral features to discriminate between the two conformations are the 3 J 4,5 value and spatial close NOESY correlations (Appendino et al 1998;Corea et al 2005a;Jakupovic et al 1998c).…”

“…Besides, since 29 was much less active than 28, it was indicated that the acetoxy group at C-15 was detrimental for inhibiting drug-efflux activities of both CaCdr1p and CaMdr1p transporters. Regarding complex conformational behavior of jatrophanes depending on their esterification pattern (Esposito et al 2016;Günther et al 1998), it was deduced that the modulation of CaMdr1p and CaCdr1p multidrug transporters by jatrophanes could rely on their conformational characteristics. In conclusion, 30 and 28 from group C and 417, 418, and 421 from group D were shown to be promising candidates for the development of P-gp modulators to tackle MDR human cancer cell lines.…”

Euphorbia Diterpenes: Isolation, Structure, Biological Activity, and Synthesis (2008–2012)

“…Samples from different locations (China, Hungary, and North America) contained different diterpenes (jatrophanes, ingenanes). [158][159][160][161][162][163][164][165][166] In the diterpene series obtained from the Hungarian collection, the aromatic acyl residues were missing and the alcohol core of the compounds was different from that isolated from North American and Chinese samples. As concerns the diterpene composition, E. esula displays many similarities with E. salicifolia.…”

Isolation and Structure Elucidation of Diterpenes from Euphorbia pannonica, E. esula and E. falcata

“…16,145,146 In the course of our earlier work, 6 new jatrophane diterpenes, named esulatins A-F, were reported from the plant. 22,147,148 gastric, pancreatic, lung, ovarian and colon carcinomas). Some of them were reported to have cytotoxic activity, others inducing apoptosis.…”

“…16,104,105,[147][148][149][150]153 The samples of different origins (China, North America and Hungary) contain different diterpenes. In the EUP series obtained from the Hungarian collection, the alcohol core of the compounds was different.…”