Abstract
Seven rare e:b-friedo-hopane-type triterpenoids including four new (1–4) and three known (5–7) ones with 5 being first reported as a natural product, together with five other known triterpenoids (8–12), were isolated from the nonpolar fractions of the ethanolic extract of Euphorbia peplus. Structural assignments for these compounds were based on spectroscopic analyses and quantum chemical computation method. The structural variations for the C-21 isopropyl group, including dehydrogenation (1 and 3) and hydroxylation at C-22 (simiarendiol, 2), were the first cases among e:b-friedo-hopane-type triterpenoids. Simiarendiol (2) bearing a 22-OH showed significant cytostatic activity against HeLa and A549 human tumor cell lines with IC50 values of 3.93 ± 0.10 and 7.90 ± 0.31 μM, respectively. The DAPI staining and flow cytometric analysis revealed that simiarendiol (2) effectively induced cell apoptosis and arrested cell cycle at the S/G2 phases in a dose-dependent manner in HeLa cells.
Highlights
The plant of Euphorbia peplus Linn. (Euphorbiaceae) is an annual herb native to Europe and NorthAfrica and is nowadays naturalized to Asia, America, and Australia [1]
We explored whether simiarendiol (2) led to a cell cycle arrest in the HeLa cells by flow cytometry
The chemical fractionation of the nonpolar constituents from E. peplus has resulted in the isolation and identification of seven rare e:b-friedo-hopane-type triterpenoids, including four new ones (Compound 1–4) and three known derivatives (Compound 5–7), as well as five other known triterpenoid co-metabolites (Compound 8–12)
Summary
The plant of Euphorbia peplus Linn. (Euphorbiaceae) is an annual herb native to Europe and North. Previous phytochemical studies on this plant have mostly focused on its content in diterpenoids as jatrophane, ingenane, pepluane, and segetane types, which is of interest due to their diverse structures and broad spectrum of biological activities [3,4,5] Of these diterpenoids, ingenol mebutate have been approved in the United States and the European Union in 2012, for treatment of actinic keratosis [6]. The structural residue at C-21, such as dehydrogenation in 1 and 3 and hydroxylation at C-22 in 2, were reported variations on the isopropyl residue at C-21, such as dehydrogenation in 1 and 3 and hydroxylation at for the time among e:b-friedo-hopane-type triterpenoids. The presence of the 22-OH group in 2 significantly increased the cytotoxicity against a interestingly, compared with other analogues, the presence of the 22-OH group in 2 significantly panel of tested human tumor cell lines
Sign-in/Register to view highlights & summary Sign-in/Register to access full text options 
Free) 
Talk to us
Join us for a 30 min session where you can share your feedback and ask us any queries you have
Schedule a call
