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Molecules 2016, 21(9), 1239; doi:10.3390/molecules21091239

Chemical Constituents from Flueggea virosa and the Structural Revision of Dehydrochebulic Acid Trimethyl Ester

1
School of Pharmacy, China Medical University, Taichung 40402, Taiwan
2
Chinese Medicine Research and Development Center, China Medical University Hospital, Taichung 40447, Taiwan
3
School of Chinese Medicine, China Medical University, Taichung 40402, Taiwan
4
Genetic Center, Department of Medical Research, China Medical University Hospital, Taichung 40447, Taiwan
5
Department of Medical Laboratory Science and Biotechnology, China Medical University, Taichung 40402, Taiwan
6
Department of Chinese Pharmaceutical Sciences and Chinese Medicine Resources, China Medical University, Taichung 40402, Taiwan
7
Department of Pharmacy, National Cheng Kung University, Tainan 70101, Taiwan
8
Department of Pharmacy and Graduate Institute of Pharmaceutical Technology, Tajen University, Pingtung 90741, Taiwan
9
Endemic Species Research Institute, Council of Agriculture, Nantou 55244, Taiwan
10
Center for Molecular Medicine, China Medical University Hospital, Taichung 40447, Taiwan
11
Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 80708, Taiwan
*
Authors to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 9 August 2016 / Revised: 5 September 2016 / Accepted: 12 September 2016 / Published: 16 September 2016
(This article belongs to the Section Natural Products)
View Full-Text   |   Download PDF [2057 KB, uploaded 16 September 2016]   |  

Abstract

In an attempt to study the chemical constituents from the twigs and leaves of Flueggea virosa, a new terpenoid, 9(10→20)-abeo-ent-podocarpane, 3β,10α-dihydroxy-12-methoxy-13- methyl-9(10→20)-abeo-ent-podocarpa-6,8,11,13-tetraene (1), as well as five known compounds were characterized. Their structures were elucidated on the basis of spectroscopic analysis. In addition, the structure of dehydrochebulic acid trimethyl ester was revised as (2S,3R)-4E-dehydrochebulic acid trimethyl ester based on a single-crystal X-ray diffraction study. The in vitro anti-hepatitis C virus (anti-HCV) activity and cytotoxicity against Huh7.5 cells for the isolated compounds were evaluated. View Full-Text
Keywords: Flueggea virosa; dehydrochebulic acid trimethyl ester; ent-podocarpane; anti-HCV; HCVcc Flueggea virosa; dehydrochebulic acid trimethyl ester; ent-podocarpane; anti-HCV; HCVcc
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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. (CC BY 4.0).

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MDPI and ACS Style

Chao, C.-H.; Lin, Y.-J.; Cheng, J.-C.; Huang, H.-C.; Yeh, Y.-J.; Wu, T.-S.; Hwang, S.-Y.; Wu, Y.-C. Chemical Constituents from Flueggea virosa and the Structural Revision of Dehydrochebulic Acid Trimethyl Ester. Molecules 2016, 21, 1239.

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