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Molecules 2018, 23(9), 2297; https://doi.org/10.3390/molecules23092297

Three New Iridoid Derivatives Have Been Isolated from the Stems of Neonauclea reticulata (Havil.) Merr. with Cytotoxic Activity on Hepatocellular Carcinoma Cells

1
The Ph.D Program for Cancer Biology and Drug Discovery, China Medical University and Academia Sinica, Taichung 404, Taiwan
2
Graduate Institute of Medical Sciences, College of Medicine, Taipei Medical University, Taipei 250, Taiwan
3
Department of Forestry, National Chung Hsing University, Taichung 402, Taiwan
4
Agricultural Biotechnology Research Center, Academia Sinica, Taipei 115, Taiwan
5
Department of Chinese Pharmaceutical Sciences and Chinese Medicine Resources, China Medical University, Taichung 404, Taiwan
6
National Museum of Marine Biology and Aquarium, Pingtung 912, Taiwan
7
Graduate Institute of Marine Biology, National Dong Hwa University, Hualien 97401, Taiwan
8
Faculty of Pharmacy, School of Pharmaceutical Sciences, National Yang-Ming University, Taipei 112, Taiwan
9
Bioresource Collection and Research Center (BCRC), Food Industry Research and Development Institute (FIRDI), Hsinchu 300, Taiwan
10
Department of Biotechnology, Asia University, Taichung 413, Taiwan
11
Chinese Medicine Research Center, China Medical University, Taichung 404, Taiwan
12
Research Center for Chinese Herbal Medicine, China Medical University, Taichung 404, Taiwan
These authors contributed equally to this work
*
Authors to whom correspondence should be addressed.
Received: 8 August 2018 / Revised: 26 August 2018 / Accepted: 6 September 2018 / Published: 8 September 2018
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Abstract

Three new iridoids, namely neonanin A (1), neonanin B (2) and neoretinin A (3), as well as twelve known compounds, 6-hydroxy-7-methyl-1-oxo-4-carbomethoxyoctahydrocyclopenta[c]pyran (4), 4-epi-alyxialactone (5), loganetin (6), loganin (7), phenylcoumaran-α′-aldehyde (8), cleomiscosin A (9), ficusal (10), balanophonin (11), vanillic acid (12), p-coumaric acid (13), cis,trans-abscisic acid (14), and trans,trans-abscisic acid (15) were isolated from the stems of Neonauclea reticulata (Havil.) Merr. These new structures were determined by the detailed analysis of spectroscopic data and comparison with the data of known analogues. Compounds 1–13 were evaluated using an in-vitro MTT cytotoxic assay for hepatocellular carcinoma (HCC) cells, and the preliminary results showed that ficusal (10), balanophonin (11), and p-coumaric acid (13) exhibited moderate cytotoxic activity, with EC50 values of 85.36 ± 4.36, 92.63 ± 1.41, and 29.18 ± 3.48 µg/mL against Hep3B cells, respectively. View Full-Text
Keywords: Neonauclea reticulate; iridoid; neonanin; Hep3B Neonauclea reticulate; iridoid; neonanin; Hep3B
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Chang, F.-P.; Chao, W.; Wang, S.-Y.; Huang, H.-C.; Sung, P.-J.; Chen, J.-J.; Cheng, M.-J.; Huang, G.-J.; Kuo, Y.-H. Three New Iridoid Derivatives Have Been Isolated from the Stems of Neonauclea reticulata (Havil.) Merr. with Cytotoxic Activity on Hepatocellular Carcinoma Cells. Molecules 2018, 23, 2297.

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