Endiandrin A, a potent glucocorticoid receptor binder isolated from the Australian plant Endiandra anthropophagorum.
Bioassay-guided fractionation of the DCM extract from the roots of Endiandra anthropophagorum resulted in the isolation of a new cyclobutane lignan, endiandrin A (1), together with the known natural products nectandrin B (2) and (-)-dihydroguaiaretic acid (3). The structure of 1 was determined by extensive 1D and 2D NMR and MS data analyses. Acetylation and methylation of 1 yielded di-O-acetylendiandrin A (4) and di-O-methylendiandrin A (5), respectively. All compounds were tested in a glucocorticoid receptor binding assay and displayed IC50 values ranging from 0.9 to 35 microM.
Davis
Rohan A
RA
Eskitis Institute, Griffith University, Brisbane, QLD 4111, Australia.
Carroll
Anthony R
AR
Duffy
Sandra
S
Avery
Vicky M
VM
Guymer
Gordon P
GP
Forster
Paul I
PI
Quinn
Ronald J
RJ
D001315:Australia; D003503:Cyclobutanes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D020128:Inhibitory Concentration 50; D019770:Lauraceae / Q000737:chemistry*; D017705:Lignans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D011965:Receptors, Glucocorticoid / Q000187:drug effects*
D003503:Cyclobutanes; D017705:Lignans; D011965:Receptors, Glucocorticoid; C522142:endiandrin A