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

Biological Activity of Oleanane Triterpene Derivatives Obtained by Chemical Derivatization

1 Department of Life Sciences, National University of Kaohsiung, Kaohsiung 811, Taiwan 2 Research Center for Biodiversity, China Medical University, Taichung 40402, Taiwan 3 Department of Biological Science and Technology, National Pingtung University of Science and Technology, Pingtung 91201, Taiwan 4 Graduate Institute of Molecular Systems Biomedicine, China Medical University, Taichung 40402, Taiwan 5 Department of Biological Science and Technology, China Medical University, Taichung 40402, Taiwan 6 Department of Life Sciences, National Cheng Kung University, Tainan 701, Taiwan 7 Graduate Institute of Ecology and Evolutionary Biology, China Medical University, Taichung 40402, Taiwan
* Author to whom correspondence should be addressed.
Received: 5 September 2013; in revised form: 11 October 2013 / Accepted: 14 October 2013 / Published: 18 October 2013
(This article belongs to the Section Natural Products)
PDF Full-text Download PDF Full-Text [785 KB, uploaded 18 October 2013 11:32 CEST]
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

Article Statistics

Load and display the download statistics.

Citations to this Article

Cite This Article

MDPI and ACS Style

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.

AMA Style

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(10):13003-13019.

Chicago/Turabian Style

Cheng, Shi-Yie; Wang, Chao-Min; Cheng, Hsueh-Ling; Chen, Hui-Jye; Hsu, Yuan-Man; Lin, Yu-Chi; Chou, Chang-Hung. 2013. "Biological Activity of Oleanane Triterpene Derivatives Obtained by Chemical Derivatization." Molecules 18, no. 10: 13003-13019.

Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert