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Open AccessArticle

Bioactive Dimeric Abietanoid Peroxides from the Bark of Cryptomeria japonica

1
Department of Biological Science and Technology, National Pingtung University of Science and Technology, Pingtung 912, Taiwan
2
Research Center for Active Natural Products Development, National Pingtung University of Science and Technology, Pingtung 912, Taiwan
3
Department of Chemistry, National Taiwan University, Taipei 106, Taiwan
4
Department of Life Science, National Taitung University, Taitung 950, Taiwan
5
Bioresource Collection and Research Center (BCRC), Food Industry Research and Development Institute (FIRDI), Hsinchu 300, Taiwan
6
National Museum of Marine Biology and Aquarium, Pingtung 944, Taiwan
7
Graduate Institute of Marine Biology, National Dong Hwa University, Pingtung 944, Taiwan
8
Department of Chinese Pharmaceutical Sciences and Chinese Medicine Resources, College of Pharmacy, China Medical University, Taichung 404, Taiwan
9
Department of Biotechnology, Asia University, Taichung 413, Taiwan
10
Chinese Medicine Research Center, China Medical University, Taichung 404, Taiwan
*
Author to whom correspondence should be addressed.
These two authors contributed equally to this paper.
Molecules 2019, 24(11), 2178; https://doi.org/10.3390/molecules24112178
Received: 10 May 2019 / Revised: 6 June 2019 / Accepted: 8 June 2019 / Published: 10 June 2019
(This article belongs to the Section Natural Products Chemistry)
Three new dimeric abietane-type diterpenoids, abieta-6,8,11,13-tetraen-12-yl 12-hydroxyabieta-8,11,13-trien-7α-yl peroxide (1), abieta-6,8,11,13-tetraen-12-yl 12-hydroxyabieta-8,11,13-trien-7β-yl peroxide (2), and 12-hydroxyabieta-8,11,13-trien-7β-yl 7-oxoabieta-5,8,11,13-tetraen-12-yl peroxide (3), together with four known abietane-type diterpenoids (47) were isolated from the methanol extract of the bark of Cryptomeria japonica. Their structures were elucidated on the basis of spectroscopic analysis and comparison of NMR data with those of known analogues. At a concentration of 50 μM, compounds 1, 2, and 3 showed 26.2%, 23.6%, and 35.7% inhibition towards xanthine oxidase enzyme, respectively. In addition, compound 3 also showed 24.9% inhibition toward angiotensin-converting enzyme (ACE). View Full-Text
Keywords: Cupressaceae; Cryptomeria japonica; dimeric abietane; diterpenoid Cupressaceae; Cryptomeria japonica; dimeric abietane; diterpenoid
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MDPI and ACS Style

Chang, C.-I.; Chen, C.-C.; Chen, C.-R.; Wu, M.-D.; Cheng, M.-J.; Sung, P.-J.; Kuo, Y.-H. Bioactive Dimeric Abietanoid Peroxides from the Bark of Cryptomeria japonica. Molecules 2019, 24, 2178.

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