New macrocyclic diterpenoids from Euphorbia esula.
The structures of two new macrocyclic jatrophane diterpenoid esters from the whole herb of Euphorbia esula, were established as 11,14-epoxy-3beta,5alpha,7beta,8alpha,9alpha,15beta-hexaacetoxy-12-oxo-13alphaH-jatropha-6(17)-ene (1) and 1alpha,3beta-diacetoxy-5alpha,7beta-dibenzoyloxy-9,14-dioxo-11beta,12alpha-epoxy-2alpha,8alpha,15beta-trihydroxy-13betaH-jatropha-6(17)-ene (2) by a combination of 1D- and 2D-NMR techniques as well as UV, IR and mass spectral data. Bioassay evaluation of all isolates against the human tumor cell lines (B16, KB, SMMC and BGC) indicated that ester 2 was cytotoxic to B16 with the IC50 value being 1.81 microg/ml. In addition, the irritant activity assay indicated that both diterpenoids were inactive (ID(24)50 > 100 microg/ear).
Liu
L G
LG
Institute of Functional Biomolecules, School of Life Sciences, Nanjing University, Nanjing, People's Republic of China.
Meng
J C
JC
Wu
S X
SX
Li
X Y
XY
Zhao
X C
XC
Tan
R X
RX
D000818:Animals; D001681:Biological Assay; D004224:Diterpenes / Q000737:chemistry* / Q000302:isolation & purification; D028481:Euphorbia; D018922:HL-60 Cells; D006801:Humans; D020128:Inhibitory Concentration 50; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification; D014407:Tumor Cells, Cultured
C458600:1,3-diacetoxy-5,7-dibenzoyloxy-9,14-dioxo-11,12-epoxy-2,8,15-trihydroxy-13H-jatropha-6(17)-ene; C458599:11,14-epoxy-3,5,7,8,9,15-hexaacetoxy-12-oxo-13H-jatropha-6(17)-ene; D004224:Diterpenes; D010936:Plant Extracts