Fremy’s Salt-Mediated Oxidative Addition. A New Approach in the Total Synthesis of Naturally Dipetalolactone and Its Immunomodulatory Activity

Molecules

Yasser Selim²  Nabil Ouf¹ 

[1] Department of Chemistry and Biochemistry, Faculty of Science, Tabuk University, Tabuk PO Box 699, Saudi Arabia;Faculty of Specific Education, Zagazig University, Zagazig 44519, Egypt

关键词: coumarins;    dipyranocoumarin;    dipetalolactone;    Fremy’s salt;   

DOI  :  10.3390/molecules180911485

来源: mdpi

【 摘 要 】

The structure of the natural dipyranocoumarin dipetalolactone has been confirmed by an unambiguous synthetic route from resorcinol. This sequence was initiated by a pyran ring formation step which introduced the 3-chloro-3-methylbut-1-yne moiety. Then, the expected product undergoes a Fremy’s salt-meditated oxidative addition followed by ring closure to yield dipetalolactone. Dipetalolactone was also found to have immunological activity in a mouse carcinoma S180-bearing mice cell line.

【 授权许可】

CC BY   
© 2013 by the authors; licensee MDPI, Basel, Switzerland.