RESUMO
Objective: To investigate the chemical constituents from the seeds of Helianthus annuus. Methods: The chemical constituents were isolated by repeated silica gel chromatography, Sephadex LH-20 gel column chromatography, medium pressure column chromatography, and semi-preparative liquid chromatography, and their structures were elucidated by chemical properties and spectroscopic analyses. Results: Sixteen compounds were identified as 3, 4-dimethoxycinnamic acid (1), 3-hydroxy-1-(4-hydroxy-3-methoxy-phenyl)-1-propanone (2), 3-(hydroxyl-acetyl)-1H-indole (3), 6-acetyl-7-hydroxy-2, 3-dimethylchromone (4), ayapin (5), p-hydroxybenzoic acid (6), vanillic acid (7), ferulic acid (8), trans-caffeic acid (9), courmaric acid (10), nicotinic acid (11), indole-3-carboxaldehyde (12), indole-3-carboxylic acid (13), stigmasterol (14), β-sitosterol (15), and β-daucosterol (16). Conclusion: Compounds 1-3 are obtained from genus Helianthus L. for the first time, and compound 4 is obtained from this plant for the first time.