Bioactive Dimeric Abietanoid Peroxides from the Bark of <i>Cryptomeria japonica</i>

Three new dimeric abietane-type diterpenoids, abieta-6,8,11,13-tetraen-12-yl 12-hydroxyabieta-8,11,13-trien-7&#945;-yl peroxide (<b>1</b>), abieta-6,8,11,13-tetraen-12-yl 12-hydroxyabieta-8,11,13-trien-7&#946;-yl peroxide (<b>2</b>), and 12-hydroxyabieta-8,11,13-trien...

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Bibliographic Details
Main Authors: Chi-I Chang, Cheng-Chi Chen, Chiy-Rong Chen, Ming-Der Wu, Ming-Jen Cheng, Ping-Jyun Sung, Yueh-Hsiung Kuo
Format: Article
Language:English
Published: MDPI AG 2019-06-01
Series:Molecules
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Online Access:https://www.mdpi.com/1420-3049/24/11/2178
Description
Summary:Three new dimeric abietane-type diterpenoids, abieta-6,8,11,13-tetraen-12-yl 12-hydroxyabieta-8,11,13-trien-7&#945;-yl peroxide (<b>1</b>), abieta-6,8,11,13-tetraen-12-yl 12-hydroxyabieta-8,11,13-trien-7&#946;-yl peroxide (<b>2</b>), and 12-hydroxyabieta-8,11,13-trien-7&#946;-yl 7-oxoabieta-5,8,11,13-tetraen-12-yl peroxide (<b>3</b>), together with four known abietane-type diterpenoids (<b>4</b>&#8722;<b>7</b>) were isolated from the methanol extract of the bark of <i>Cryptomeria japonica</i>. 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 &#956;M, compounds <b>1</b>, <b>2</b>, and <b>3</b> showed 26.2%, 23.6%, and 35.7% inhibition towards xanthine oxidase enzyme, respectively. In addition, compound <b>3</b> also showed 24.9% inhibition toward angiotensin-converting enzyme (ACE).
ISSN:1420-3049