Chemical constituents from the linseed meal.

Abstract One megastigmane derivative 1 , one methyl jasmonate glycoside derivative 2 , and two C-28 steroids with 3 β ,5 β - cis -dihydroxyl conformation 3 and 4 , together with eight known compounds 5 – 12 were isolated from the 70% ethanol extract of linseed meal ( Linum usitatissimum L). Structures of 1 – 4 were elucidated by spectroscopic methods including NMR, HRESIMS, and Mo 2 (OAc) 4 -induced CD. The absolute configuration of 1 and 3 was determined by observing their induced circular dichroism after addition of Mo 2 (OAc) 4 in DMSO. The absolute configuration of 2 was determined by NOESY experiment together with conformational analysis. The structure of 4a was corrected as 4 by an extensive analysis of its 1D and 2D NMR, in combination with the Mo 2 (OAc) 4 -induced CD in DMSO. The effect of all the isolates on nitric oxide (NO) generation by stimulated macrophages was evaluated, and none of them showed active.