Diterpenes from Euphorbia paralias

Ingenane diterpenoids from Euphorbia esula

“…The location of the 2,3-dimethylbutanoyl and benzoyl units were deduced to be at C-3 and C-17, respectively, through ester linkage by the HMBC correlation peaks of H-3 with the carbon signal at d C 177.4 (2, 3-dimethylbutanoyl carbonyl), and H 2 -17 with the carbon resonance at d C 167.0 (benzoyl carbonyl). The occurrence of esters of 17-hydroxyingenol, as opposed to 16-hydroxyingenol, had been established previously by a combination of 1D-and 2D-dimensional NMR methods (Jakupovic et al, 1998) and had been confirmed by NOE measurements. The stereochemistry of the ingenane diterpenoids had been confirmed by the single X-ray crystallography of ingenol-3, 5, 20-triacetate (Zechmeister et al, 1970).…”

Rearranged Jatrophane-Type Diterpenes fromEuphorbiaSpecies. Evaluation of their Effects on the Reversal of Multidrug Resistance

“…The IR spectrum of 1 exhibited the characteristic absorptions of a hydroxyl group, carbonyl groups and an aromatic ring. Its EI mass spectrum displayed a weak molecular ion peak at m/z = 656, a base peak at m/ z = 105 [C 6 , [9], [13]. When comparing the NMR spectra, the Me-16, which appears as a doublet (d = 0.85, J = 7.2 Hz) and has a 13 C resonance at d C = 10.2 in compound 2, is displayed as a lower field singlet (d = 1.57) and located at an oxygenated carbon (d C 89.8), in the spectrum of portlandicine.…”

“…The relative stereochemistry of 1 was deduced from a NOESY spectrum and the J H-H values [8], [9], [13]. The NOE interactions of the a-oriented H-4, taken as a reference point on a biogenetic basis [14], Compounds 1 ± 3 were examined for their MDR-reversing activity on L5178 mouse lymphoma cells.…”

“…IR spectra were determined on a Perkin-Elmer 1310 instrument. The NMR spectra were recorded on a Bruker ARX-400 NMR spectrometer ( 1 H 400 MHz; 13 …”

Total phenolic compounds, antioxidant potential and α-glucosidase inhibition by Tunisian Euphorbia paralias L.

“…The use of Euphorbia species in the remedy of skin illness and asthma has been postponed [14][15][16]. Previous phytochemical studies on E. paralias led to the identification of several terpenes such as pre-segetanin, segetanin A, segetanin B [17], segetenes A, segetenes B, paralinone A, paralinone B [18], segetane diterpenes, jatrophanes and paralianes [19][20][21][22][23]. Some flavonoids were isolated from this plant, such as quercetin, hyperoside and kaempferol 3-β-D-glucoside [24]; one phytosterol was isolated, β-sitosterol [24].…”