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Molecules 2013, 18(10), 13003-13019; doi:10.3390/molecules181013003
Article

Biological Activity of Oleanane Triterpene Derivatives Obtained by Chemical Derivatization

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2,6,7,*
Received: 5 September 2013 / Revised: 11 October 2013 / Accepted: 14 October 2013 / Published: 18 October 2013
(This article belongs to the Section Metabolites)
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Abstract

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 15, while compound 6 was obtained using 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC·HCl) in CH2Cl2. The others derivatives 79 were obtained in reactions of the corresponding triterpenoids with EDC·HCl, 4-N,N-dimethylaminopyridine hydrochloride and 4-N,N-dimethylaminopyridine in CH2Cl2. The structures of 19 were elucidated from extensive spectroscopic and HRESIMS data, while the structure of 9 was further confirmed 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.
Keywords: oleanane triterpenoids; Fatsia polycarpa Hayata; cytotoxic; anti-hepatitis B virus (HBV); antibacterial; hypoglycaemic; Wnt responsive reporter activities oleanane triterpenoids; Fatsia polycarpa Hayata; cytotoxic; anti-hepatitis B virus (HBV); antibacterial; hypoglycaemic; Wnt responsive reporter activities
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Cheng, S.-Y.; Wang, C.-M.; Cheng, H.-L.; Chen, H.-J.; Hsu, Y.-M.; Lin, Y.-C.; Chou, C.-H. Biological Activity of Oleanane Triterpene Derivatives Obtained by Chemical Derivatization. Molecules 2013, 18, 13003-13019.

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