title: Synthesis and anti-proliferative in-vitro activity of two natural dihydrostilbenes and their analogues.
abstract: A total synthetic route for two natural dihydrostilbenes with significant cytotoxicity toward human cancer cell lines, (3-(2-(7-methoxybenzo[d][1,3]dioxol-5-yl)ethyl)phenol 1a and 6-(3-hydroxyphenethyl)benzo[d][1,3]dioxol-4-ol 1b), which were isolated from Bulbophyllum odoratissimum Lindl, was developed via Wittig-Horner reaction. The natural products 1a and 1b were obtained in 28% and 20% overall yield, respectively. Additionally, nine analogues, 1c-1k, of the two natural dihydrostilbenes were synthesized and evaluated for their anti-proliferative activity against human SGC-7901, KB and HT-1080 cell lines by MTT assay. The activities of 1c and 1d were in the same range as those of the natural products 1a and 1b.
authors.affiliation: School of Pharmaceutical Engineering, Shenyang Pharmaceutical University, Shenyang, PR China. zhangweige2000@sina.com
authors.forename: Wei-Ge
authors.initials: WG
authors.lastname: Zhang
authors.forename: Rui
authors.initials: R
authors.lastname: Zhao
authors.forename: Jian
authors.initials: J
authors.lastname: Ren
authors.forename: Li-Xiang
authors.initials: LX
authors.lastname: Ren
authors.forename: Jin-Guang
authors.initials: JG
authors.lastname: Lin
authors.forename: Dai-Lin
authors.initials: DL
authors.lastname: Liu
authors.forename: Ying-Liang
authors.initials: YL
authors.lastname: Wu
authors.forename: Xin-Sheng
authors.initials: XS
authors.lastname: Yao
mesh_terms: D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D048588:Benzoxazines / Q000138:chemical synthesis / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects*; D003124:Colorimetry; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D020128:Inhibitory Concentration 50; D029595:Orchidaceae / Q000737:chemistry*; D013267:Stilbenes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: C520879:6-bromo-3-(4-butylphenyl)-1,3-benzoxazine-2,4-(3H)-dione; D000972:Antineoplastic Agents, Phytogenic; D048588:Benzoxazines; D013267:Stilbenes