Biological Activity of Oleanane Triterpene Derivatives Obtained by Chemical Derivatization

Shi-Yie Cheng, Chao-Min Wang, Hsueh-Ling Cheng, Hui-Jye Chen, Yuan-Man Hsu, Yu-Chi Lin, Chang-Hung Chou
2013 Molecules  
Nine new derivatives of oleanane triterpenoids isolated from Fatsia polycarpa Hayata were synthesized through chemical transformations. Acetylation was effected by reaction with acetic anhydride in pyridine to afford compounds 1-5, while compound 6 was obtained using 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC·HCl) in CH 2 Cl 2 . The others derivatives 7-9 were obtained in reactions of the corresponding triterpenoids with EDC·HCl, 4-N,N-dimethylaminopyridine hydrochloride
more » ... d 4-N,N-dimethylaminopyridine in CH 2 Cl 2 . The structures of 1-9 were elucidated from extensive spectroscopic and HRESIMS data, while the structure of 9 was further confirmed OPEN ACCESS Molecules 2013, 18 13004 by X-ray diffraction analysis. The cytotoxic, anti-hepatitis B virus (HBV), antibacterial, hypoglycaemic and Wnt signaling activities of these derivatives were evaluated in vitro.
doi:10.3390/molecules181013003 pmid:24145793 fatcat:p2iiw4nkkve2vfdfxotp4aax2m