Three new ent-abietane diterpenoids from the roots of Euphorbia fischeriana and their cytotoxicity in human tumor cell lines

Abstract

Three new ent -abietane diterpenoids, termed fischerianoids A–C ( 1 – 3 ), were isolated and identified from the ethyl acetate extracts of roots of the medicinally valuable plant Euphorbia fischeriana . The planar and relative structures of 1 – 3 were established via high-resolution electrospray ionisation mass spectrometry and one- and two-dimensional nuclear magnetic resonance spectroscopic analyses, and the absolute configuration of 1 was further established via X-ray crystallography experiment. Compounds 1 – 3 showed selective inhibitory potency against certain human tumor cell lines with IC 50 values ranging from 8.50 ± 0.13 to 35.52 ± 0.08 μM. Graphical abstract Electronic supplementary material The online version of this article (10.1007/s12272-019-01151-y) contains supplementary material, which is available to authorized users.

Isolation, Characterization, in Vitro and in Silico Antidiabetic Activity of Bioactive Compound of Katemas Leaves (Euphorbia Heterophylla, L.)

“…. Analysis of the 1 H-NMR and 13 C-NMR spectrum in the DS-01 compound provided information that in the DS-01 compound there were hydroxyl groups, methyl groups and methylene groups, the same that researchers had found [13] from the Euphorbia fischeriana plant. The following is a comparison of the spectrum analysis of the DS-01 compound with the literature compound.…”

“…Elucidation of the structure of the isolated compound was carried out by UV, FTIR, 1 H-NMR, 13 C-NMR, and MS spectroscopy.…”

“…The results of molecular docking in Figure 5, show that the DS-01 compound is able to form hydrogen bonds between the ligand with protein, but less when compared to the acarbose and it can be concluded that the DS-01 compound is predicted to have antidiabetic activity. The results of research on the isolation of bioactive compounds from Katemas (E. heterophylla L) leaves of ethyl acetate extracts showed that pure bioactive compounds contained in extracts were diterpenoid groups based on characterization by UV, IR, 1 H-NMR, 13 C-NMR, and MS spectroscopy. In vitro antidiabetic activity test results, it obtained IC 50 values of 138.63 µg/mL for ethyl acetate extract and IC 50 values of 191.82 µg/mL for the Diterpenoid DS-01 compound.…”

Euphorbia Diterpenes: An Update of Isolation, Structure, Pharmacological Activities and Structure–Activity Relationship

“…Melanin synthesis activity, inhibitory (α-glucosidase), inhibitory (NO production) [34,[54][55][56] E. dracunculoides tigliane (n = 1), myrsinol (n = 2) Cytotoxic [57,58] E. ebracteolata rosane (n = 5) Lipase inhibitory [48] E. esula jatrophane (n = 41) Antimalarial [34,59] E. fischeriana ent-abietane (n = 4), meroterpenoid (n = 5), tigliane (n = 5) Cytotoxic [30,[60][61][62][63] E. gaditana gaditanone (n = 1) Not evaluated [27] E. glomerulans jatrophane (n = 17) MDR-chemoreversal [29] E. grandicornis tigliane (n = 2)…”

“…Li et al [47] isolated ent-abietane type diterpenes (11)(12)(13) from roots extracts of E. wallichii. Others included euphoractone ( 14) from E. fischeriana [60], euphonoid F ( 15) from E. antiquorum [34], euphopane B ( 16) from E. pekinensis [44], eupneria A-I (17-25) from E. neriifolia [61] and fischerianoids A-C (26-28) from E. fischeriana [61].…”