title: Synthesis, structure analysis and cytotoxicity studies of novel unsymmetrically n,n'-substituted ureas from dehydroabietic Acid.
abstract: A series of novel unsymmetrically N,N'-substituted ureas were synthesized from dehydroabietic acid and their structures were characterized by IR, 1H-NMR, 13C-NMR spectroscopy and single crystal X-ray diffraction. Three six-membered rings of urea 4c exhibited plane, half-chair and chair configurations, respectively. Their cytotoxicity activities against SMMC7721 liver cancer cells were evaluated by MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) method. The results showed that the title compounds exhibited highly effective cytotoxicity activities against SMMC7721 cells. Their IC50 values are between 8.8 and 14.2 micromol/l. The change of N' substituted groups resulted little difference to the cytotoxicity activities of ureas, which indicated that the cytotoxicity of this kind of ureas depend strongly on the tricyclic hydrophenanthrene structure.
authors.affiliation: Institute of Chemical Industry of Forest Products, Chinese Academy of Forestry, PR China. rxping2001@163.com
authors.forename: Xiaoping
authors.initials: X
authors.lastname: Rao
authors.forename: Zhanqian
authors.initials: Z
authors.lastname: Song
authors.forename: Ling
authors.initials: L
authors.lastname: He
authors.forename: Weihong
authors.initials: W
authors.lastname: Jia
mesh_terms: D045784:Abietanes / Q000737:chemistry* / Q000494:pharmacology; D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D009682:Magnetic Resonance Spectroscopy; D051379:Mice; D008958:Models, Molecular; D008968:Molecular Conformation; D013055:Spectrophotometry, Infrared; D013329:Structure-Activity Relationship; D014508:Urea / Q000737:chemistry*; D014961:X-Ray Diffraction
chemical_list: D045784:Abietanes; D000970:Antineoplastic Agents; C013913:dehydroabietic acid; D014508:Urea