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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 IC 50 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.

molecules/molecules online/molecules annual

New e:b-Friedo-Hopane Type Triterpenoids from Euphorbia peplus with Simiarendiol Possessing Significant Cytostatic Activity against HeLa Cells by Induction of Apoptosis and S/G2 Cell Cycle Arrest