Planta Med 2020; 86(17): 1313-1322
DOI: 10.1055/a-1192-6225
Biological and Pharmacological Activity
Original Papers

Cytotoxic and Anti-inflammatory Terpenoids from the Whole Plant of Vaccinium emarginatum

1  The Ph.D. Program for Cancer Biology and Drug Discovery, China Medical University and Academia Sinica, Taichung, Taiwan
,
Yu-Chia Liang
2  Department of Chinese Pharmaceutical Sciences and Chinese Medicine Resources, China Medical University, Taichung, Taiwan
,
Guan-Jhong Huang
2  Department of Chinese Pharmaceutical Sciences and Chinese Medicine Resources, China Medical University, Taichung, Taiwan
,
Ming-Kuem Lin
2  Department of Chinese Pharmaceutical Sciences and Chinese Medicine Resources, China Medical University, Taichung, Taiwan
,
Ming-Ching Kao
3  Department of Biological Science and Technology, China Medical University, Taichung, Taiwan
,
Te-Ling Lu
4  School of Pharmacy, China Medical University, Taichung, Taiwan
,
Ping-Jyun Sung
5  National Museum of Marine Biology and Aquarium, Pingtung, Taiwan
6  Graduate Institute of Marine Biology, National Dong Hwa University, Hualien, Taiwan
,
Yueh-Hsiung Kuo
2  Department of Chinese Pharmaceutical Sciences and Chinese Medicine Resources, China Medical University, Taichung, Taiwan
7  Department of Biotechnology, Asia University, Taichung, Taiwan
8  Chinese Medicine Research Center, China Medical University, Taichung, Taiwan
› Author Affiliations

Abstract

Two new Δ12 ursene-type triterpenoid coumaroyl esters (1 and 2), one new Δ7,15 isopimarane-type diterpenoid glycoside (20), and two new irido-δ-lactone-type iridoids (21 and 22), together with 17 known pentacyclic triterpenoids (3 – 19), were isolated during the phytochemical investigation of a methanol extract of the whole plant of Vaccinium emarginatum. Their structures were determined by detailed analysis of standard spectroscopic data (MS, IR, 1D, and 2D NMR) and comparison with data of known analogs. The isolates were evaluated for their cytotoxicity against the PC-3 and Du145 prostate cancer cell lines (as assessed by an MTT cell proliferation assay), as well as for their anti-inflammatory activity via the inhibition of nitric oxide production in lipopolysaccharide-induced murine macrophage RAW 264.7 cells. Among the isolates, the triterpenoid coumaroyl and feruloyl esters (1, 3, and 4) exhibited strong cytotoxicity against PC-3 prostate cancer cells, with 85.6 – 90.2% inhibition at 10.0 µg/mL. The pomolic acid coumaroyl and feruloyl esters (1 and 3) also showed moderate anti-inflammatory activity against nitric oxide production in lipopolysaccharide-induced RAW 264.7 cells, with 59.2 (± 1.0) and 47.1% (± 0.2) inhibition at 12.5 µg/mL, respectively.

Supporting Information



Publication History

Received: 15 July 2019

Accepted after revision: 24 May 2020

Publication Date:
09 July 2020 (online)

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