Diterpenes from buds of Wikstroemia chamaedaphne showing anti-hepatitis B virus activities. (July 2018)

• Record Type: Journal Article
• Authors: Li, Shi-Fei; Jiao, Ying-Ying; Zhang, Zhi-Qiang; Chao, Jian-Bin; Jia, Jie; Shi, Xun-Long; Zhang, Li-Wei
• Is Part Of: Phytochemistry. Volume 151(2018)
• Page Start: 17
• Page End: 25
• Publication Date: 2018-07
• Subjects: Wikstroemia chamaedaphne Meisn. -- Thymelaeaceae -- anti-Hepatitis B virus -- Tigliane diterpene -- Daphnane diterpene -- Lathyrane diterpene; Botanical chemistry -- Periodicals; Biochemistry -- Periodicals; Botany -- Periodicals; Chimie végétale -- Périodiques; 572.2
• DOI: 10.1016/j.phytochem.2018.01.021
• Languages: English
• ISSNs: 0031-9422

Abstract

Abstract: Phytochemical study of the buds of Wikstroemia chamaedaphne Meisn. led to the isolation of seven previously undescribed diterpenes, including one tigliane diterpene (wikstchalide A), two daphnane diterpenes (wikstroelides W-X), and four lathyrane diterpenes (laurifoliosides A-B and 2- epi -laurifoliosides A-B), along with four known diterpenes. The structures of these compounds were established by extensive spectroscopic evidence and electronic circular dichroism (ECD) calculations. Wikstchalide A possesses a 5, 6-epoxy ring in the tigliane skeleton. Two compounds exhibited potential anti-hepatitis B virus activities, with IC50 values of 46.5 and 88.3 μg/mL against hepatitis B virus (HBV) surface antigen (HBsAg), and six compounds showed certain inhibitory effects on HBV-DNA replication with the inhibition ratios ranging from 2.0% to 33.0% at the concentrations ranging from 0.39 to 6.25 μg/mL. Graphical abstract: Eleven diterpenes were isolated from buds of Wikstroemia chamaedaphne Meisn., a common herb in China. Some compounds showed certain anti-HBV activities. Highlights: Seven previously undescribed diterpenes were obtained from buds of W. chamaedaphne. ECD calculations were used to confirm the absolute stereochemistry. Wikstchalide A possesses a 5, 6-epoxy ring in the tigliane skeleton. Two compounds exhibited potential against HBV surface antigen activities. Six compounds showed certain inhibitory effects on HBV-DNA replication.