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Molecules 2018, 23(9), 2286; https://doi.org/10.3390/molecules23092286

New Anti-Inflammatory Aporphine and Lignan Derivatives from the Root Wood of Hernandia nymphaeifolia

1
Department of General Surgery, Taitung MacKay Memorial Hospital, Taitung City 950, Taiwan
2
Department of Medicine, Mackay Medical College, New Taipei City 252, Taiwan
3
Graduate Institute of Pharmaceutical Technology, Tajen University, Pingtung 907, Taiwan
4
Graduate Institute of Natural Products, School of Traditional Chinese Medicine, College of Medicine, Chang Gung University, Taoyuan 333, Taiwan
5
Research Center for Chinese Herbal Medicine, Research Center for Food and Cosmetic Safety, Graduate Institute of Health Industry Technology, College of Human Ecology, Chang Gung University of Science and Technology, Taoyuan 333, Taiwan
6
Department of Anesthesiology, Chang Gung Memorial Hospital, Taoyuan 333, Taiwan
7
Bioresource Collection and Research Center (BCRC), Food Industry Research and Development Institute (FIRDI), Hsinchu 300, Taiwan
8
National Museum of Marine Biology and Aquarium, Pingtung 944, Taiwan
9
Department of Medical Education and Research, Kaohsiung Veterans General Hospital, Kaohsiung 813, Taiwan
10
Faculty of Pharmacy, School of Pharmaceutical Sciences, National Yang-Ming University, Taipei 112, Taiwan
11
Department of Medical Research, China Medical University Hospital, China Medical University, Taichung 404, Taiwan
Authors have contributed equally in this manuscript.
*
Author to whom correspondence should be addressed.
Received: 15 August 2018 / Revised: 31 August 2018 / Accepted: 1 September 2018 / Published: 7 September 2018
(This article belongs to the Section Natural Products Chemistry)
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Abstract

A new aporphine, 3-hydroxyhernandonine (1) and a new lignin, 4′-O-demethyl-7-O-methyldehydropodophyllotoxin (2), have been isolated from the root wood of Hernanadia nymphaeifolia, together with thirteen known compounds (315). The structures of these compounds were determined through mass spectrometry (MS) and spectroscopic analyses. The known isolate, 2-O-methyl-7-oxolaetine (3), was first isolated from natural sources. Among the isolated compounds, 3-hydroxyhernandonine (1), 4′-O-demethyl-7-O-methyldehydropodophyllotoxin (2), hernandonine (4), oxohernangerine (5), and oxohernagine (6) displayed inhibition (IC50 values ≤5.72 μg/mL) of superoxide anion production by human neutrophils in response to formyl-l-methionyl-l-leucyl-l-phenylalanine/cytochalasin B (fMLP/CB). In addition, 3-hydroxyhernandonine (1), 4′-O-demethyl-7-O-methyldehydropodophyllotoxin (2), oxohernangerine (5), and oxohernagine (6) suppressed fMLP/CB-induced elastase release with IC50 values ≤5.40 μg/mL. View Full-Text
Keywords: Hernanadia nymphaeifolia; Hernandiaceae; root wood; structure elucidation; aporphine; lignan; anti-inflammatory activity Hernanadia nymphaeifolia; Hernandiaceae; root wood; structure elucidation; aporphine; lignan; anti-inflammatory activity
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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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Wei, C.-Y.; Wang, S.-W.; Ye, J.-W.; Hwang, T.-L.; Cheng, M.-J.; Sung, P.-J.; Chang, T.-H.; Chen, J.-J. New Anti-Inflammatory Aporphine and Lignan Derivatives from the Root Wood of Hernandia nymphaeifolia. Molecules 2018, 23, 2286.

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