Biomimetic synthesis of active isorhapontigenin dimers.
Synthetic isorhapontigenin was treated with several kinds of inorganic reagents and peroxidase so as to prepare active stilbene dimers. Among them, silver acetate in methanol gave two new isorhapontigenin dimers 4 and 5, together with four known natural stilbene dimers 2, 3, 6, and 7. Their structures and relative configurations were determined on the basis of spectral analysis, and their possible formation mechanisms were discussed, respectively. Compounds 2, 6, and 7 were artificially synthesized for the first time. All the products were evaluated for anti-inflammatory activities.
a State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College , Beijing 100050 , China.
Xian-Fen
XF
Wang
Yuan
Y
Zhang
Ming-Bao
MB
Lin
Qi
Q
Hou
Chun-Suo
CS
Yao
Jian-Gong
JG
Shi
D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D032701:Biomimetics; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D009195:Peroxidase / Q000737:chemistry; D013267:Stilbenes / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology
D000893:Anti-Inflammatory Agents; D013267:Stilbenes; C432307:isorhapontigenin; D009195:Peroxidase
biomimetic synthesis; isorhapontigenin; silver acetate; stilbene dimer