Lignanamides and nonalkaloidal components of Hyoscyamus niger seeds.
Four lignanamides, a tyramine derivative, and 10 other nonalkaloidal components were isolated from the seeds of Hyoscyamus niger. Among them, hyoscyamide (1), 1,24-tetracosanediol diferulate (6), and 1-O-(9Z,12Z-octadecadienoyl)-3-O-nonadecanoyl glycerol (7) are new structures. The other compounds were identified as grossamide, cannabisin D, cannabisin G, N-trans-feruloyl tyramine, 1-O-octadecanoyl glycerol, 1-O-(9Z,12Z-octadecadienoyl) glycerol, 1-O-(9Z,12Z-octadecadienoyl)-2-O-(9Z,12Z-octadecadienoyl) glycerol, 1-O-(9Z,12Z-octadecadienoyl)-3-O-(9Z-octadecenoyl) glycerol, rutin, vanillic acid, beta-sitosterol, and daucosterol. Grossamide, and cannabisins D and G exhibited moderate cytotoxicity in cultured LNCaP human prostate cancer cells.
Ma
Cui-Ying
CY
Department of Chemistry, Hong Kong University of Science and Technology, Hong Kong.
Liu
Wing Keung
WK
Che
Chun-Tao
CT
D002681:China; D002855:Chromatography, Thin Layer; D003373:Coumaric Acids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D005227:Fatty Acids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D005990:Glycerol / Q000031:analogs & derivatives / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D006868:Hydrolysis; D020128:Inhibitory Concentration 50; D017705:Lignans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D008297:Male; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry*; D011471:Prostatic Neoplasms; D012639:Seeds / Q000737:chemistry; D019657:Solanaceae / Q000737:chemistry*; D013055:Spectrophotometry, Infrared; D017550:Spectroscopy, Fourier Transform Infrared; D013237:Stereoisomerism; D014407:Tumor Cells, Cultured / Q000187:drug effects; D014439:Tyramine / Q000031:analogs & derivatives / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology
C452208:1,24-tetracosanediol diferulate; C452209:1-O-(9Z,12Z-octadecadienoyl)-3-O-nonadecanoyl glycerol; D003373:Coumaric Acids; D005227:Fatty Acids; D017705:Lignans; C452207:hyoscyamide; D005990:Glycerol; D014439:Tyramine