Biological Activity of Oleanane Triterpene Derivatives Obtained by Chemical Derivatization

Molecules

Shi-Yie Cheng⁴  Chao-Min Wang¹  Hsueh-Ling Cheng⁶  Hui-Jye Chen³  Yuan-Man Hsu⁵  Yu-Chi Lin² 

[1]Research Center for Biodiversity, China Medical University, Taichung 40402, Taiwan

[2] E-Mail:

[3]Department of Life Sciences, National Cheng Kung University, Tainan 701, Taiwan

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[5]Graduate Institute of Molecular Systems Biomedicine, China Medical University, Taichung 40402, Taiwan

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[7]Department of Life Sciences, National University of Kaohsiung, Kaohsiung 811, Taiwan

[8] E-Mail:

[9]Department of Biological Science and Technology, China Medical University, Taichung 40402, Taiwan

[10] E-Mail:

[11]Department of Biological Science and Technology, National Pingtung University of Science and Technology, Pingtung 91201, Taiwan

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关键词: oleanane triterpenoids;    Fatsia polycarpa Hayata;    cytotoxic;    anti-hepatitis B virus(HBV);    antibacterial;    hypoglycaemic;    Wnt responsive reporter activities;   

DOI  :  10.3390/molecules181013003

来源: mdpi

【 摘 要 】

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 CH₂Cl₂. The others derivatives 7–9 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 1–9 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.

【 授权许可】

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