Sesquiterpenoids and Diterpenoids from the Wood of Cunninghamia konishii and Their Inhibitory Activities against NO Production

Chi-I Chang; Chien-Chih Chen; Che-Yi Chao; Sheng-Yang Wang; Hsun-Shuo Chang; Ping-Jyun Sung; Guan-Jhong Huang; Yen-Cheng Li; Yueh-Hsiung Kuo

doi:10.3390/molecules21040490

Sesquiterpenoids and Diterpenoids from the Wood of Cunninghamia konishii and Their Inhibitory Activities against NO Production

Molecules. 2016 Apr 13;21(4):490. doi: 10.3390/molecules21040490.

Authors

Chi-I Chang¹, Chien-Chih Chen², Che-Yi Chao^{3

4}, Sheng-Yang Wang⁵, Hsun-Shuo Chang^{6

7}, Ping-Jyun Sung⁸, Guan-Jhong Huang⁹, Yen-Cheng Li¹⁰, Yueh-Hsiung Kuo^{11

12}

Affiliations

¹ Department of Biological Science and Technology, National Pingtung University of Science and Technology, Pingtung 912, Taiwan. changchii@mail.npust.edu.tw.
² Department of Biotechnology, Hungkuang University, Taichung 443, Taiwan. ccchen@sunrise.hk.edu.tw.
³ Department of Health and Nutrition Biotechnology, Asia University, Taichung 413, Taiwan. cychao@asia.edu.tw.
⁴ Department of Medical Research, China Medical University Hospital, China Medical University, Taichung 404, Taiwan. cychao@asia.edu.tw.
⁵ Department of Forestry, National Chung-Hsing University, Taichung 402, Taiwan. taiwanfir@dragon.nchu.edu.tw.
⁶ School of Pharmacy, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 807, Taiwan. hschang@kmu.edu.tw.
⁷ Graduate Institute of Natural Products, College of Pharmacy, Kaohsiung Medical University, Kaohsiung 807, Taiwan. hschang@kmu.edu.tw.
⁸ Graduate Institute of Marine Biotechnology, Department of Life Science and Institute of Biotechnology, National Dong Hwa University, Pingtung 944, Taiwan. pjsung@nmmba.gov.tw.
⁹ School of Chinese Pharmaceutical Sciences and Chinese Medicine Resources, China Medical University, Taichung 404, Taiwan. gjhuang@mail.cmu.edu.tw.
¹⁰ Department of Chemistry, National Taiwan University, Taipei 106, Taiwan. r93223083@ntu.edu.tw.
¹¹ School of Chinese Pharmaceutical Sciences and Chinese Medicine Resources, China Medical University, Taichung 404, Taiwan. kuoyh@mail.cmu.edu.tw.
¹² Department of Biotechnology, Asia University, Taichung 413, Taiwan. kuoyh@mail.cmu.edu.tw.

Abstract

Three new sesquiterpenoids, 2α-hydroxy-3,3,6α,9β-tetramethyltricyclo[4,3,2(1,4)]undecane (1), 11-acetoxyeudesman-4β-ol (4), and 2α,3β-dihydroxy-4β-methyl-6,8,10-cadinatriene (6), four known sesquiterpenoids (2, 3, 5, and 7), together with eight known diterpenoids (8-15), were isolated from the wood of Cunninghamia konishii. Their structures were determined by detailed analysis of spectroscopic data and comparison with the data of known analogues. Four sesquiterpenoids (1, 4, 5, and 6) and all the diterpenoids (8-15) were evaluated for inhibition of nitric oxide production in lipopolysaccharides (LPS)-activated RAW 264.7 macrophages and the results showed that compounds 10 and 15 exhibited moderate inhibitory activities against nitric oxide production.

Keywords: Chinese herb; Cunninghamia konishii; Taxodiaceae; cadinane; eudesmane; sesquiterpenoid.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Cunninghamia / chemistry
Diterpenes / chemistry*
Diterpenes / isolation & purification
Diterpenes / pharmacology
Mice
Nitric Oxide / antagonists & inhibitors
Nitric Oxide / biosynthesis*
Nitric Oxide / chemistry
RAW 264.7 Cells
Sesquiterpenes / chemistry*
Sesquiterpenes / isolation & purification
Sesquiterpenes / pharmacology
Wood / chemistry

Substances

Diterpenes
Sesquiterpenes
Nitric Oxide