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Anti-liver fibrotic lignans from the fruits of Schisandra arisanensis and Schisandra sphenanthera
Authors:Yu-Chen Chen  Chia-Ching Liaw  Yuan-Bin Cheng  Yu-Chi Lin  Chung-Hsiung Chen  Yi-Tasu Huang  Shorong-Shii Liou  Shun-Ying Chen  Ching-Te Chien  Guo-Chi Lee  Ya-Ching Shen
Affiliation:1. School of Pharmacy, College of Medicine, National Taiwan University, Jen-Ai Rd., Sec. 1, Taipei 100, Taiwan;2. National Research Institute of Chinese Medicine, Taipei, Taiwan;3. Department of Pharmacy, Tajen University, Ping-Tung, Taiwan;4. Division of Silviculture, Taiwan Forestry Research Institute, Taipei, Taiwan;5. Department of Science and Technology, Council of Agriculture, Executive Yuan, Taipei, Taiwan
Abstract:
Three new polyoxygenated C18-dibenzocyclooctadiene lignans, arisanschinins M and N (1 and 2) and schisphenin A (3), together with eight related metabolites (411), were isolated from the fruits of Schisandra arisanensis and Schisandra sphenanthera, respectively. The structures of 13 were elucidated on the basis of extensive spectroscopic and 2D NMR (HSQC, HMBC, and NOESY) analyses. The configuration of the biphenyl moiety in the octadiene ring was determined by circular dichroism (CD). Compound 1 possessed an unprecedented 3-(1-hydroxypropan-2-yl)-3-methyl-1,4-dioxo-2-one lactonide ring system attaching at C-6/C-14. Pharmacological studies revealed that compounds 3, 4, 6, 7, and 10 exhibited significant anti-hepatic fibrosis activity, while 9 and 11 showed cytotoxicity against HSC-T6 cells. The biogenetic pathway for compound 1 was also proposed.
Keywords:
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