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Phytochemistry. 2018 Nov;155:107-113. doi: 10.1016/j.phytochem.2018.07.008. Epub 2018 Aug 8.

Dimeric- and trimeric sesquiterpenes from the flower of Inula japonica.

Author information

1
College of Pharmacy, Chungbuk National University, Cheongju 28160, South Korea; Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China.
2
College of Pharmacy, Chungbuk National University, Cheongju 28160, South Korea.
3
Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China.
4
Department of Biosystems and Biotechnology, College of Life Sciences and Biotechnology, Korea University, Seoul 02841, South Korea.
5
Protein Structure Group, Korea Basic Science Institute, Ochang, Chungbuk, 28119, South Korea.
6
College of Pharmacy, Chungbuk National University, Cheongju 28160, South Korea. Electronic address: byhwang@chungbuk.ac.kr.

Abstract

An undescribed unusual sesquiterpene trimer and three sesquiterpene dimers were isolated from the flowers of Inula japonica. Their structures were elucidated by extensive analysis of 1D and 2D NMR spectroscopic data as well as HRESIMS data. Inulajaponicolide A has an undescribed carbon skeleton comprising of one xanthanolide and two guaianolide units with the linkage mode of C-11/C-3' and C-11'/C-1'' via a Diels-Alder cycloaddition reaction. Inulajaponicolides C and D exhibited moderate cytotoxic activity against A 549 and NCI-H460 human cancer cell lines with IC50 values ranging from 8.5 to 17.8 μM. Inulajaponicolides A-D and lineariifolianoid A possessed significant inhibitory potency against nitric oxide production in LPS-induced RAW264.7 cells with IC50 values ranging from 1.0 to 4.1 μM.

KEYWORDS:

Asteraceae; Cytotoxic activity; Inula japonica; Nitric oxide; Sesquiterpene trimer; Sesquiterpenes dimer

PMID:
30096515
DOI:
10.1016/j.phytochem.2018.07.008
[Indexed for MEDLINE]

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