1. Anti-liver fibrotic lignans from the fruits of Schisandra arisanensis and Schisandra sphenanthera.
- Author
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Chen YC, Liaw CC, Cheng YB, Lin YC, Chen CH, Huang YT, Liou SS, Chen SY, Chien CT, Lee GC, and Shen YC
- Subjects
- Cell Line, Cell Survival drug effects, Circular Dichroism, Cyclooctanes pharmacology, Humans, Lignans pharmacology, Liver drug effects, Liver Cirrhosis drug therapy, Molecular Structure, Nuclear Magnetic Resonance, Biomolecular, Plant Extracts pharmacology, Cyclooctanes chemistry, Fruit chemistry, Lignans chemistry, Plant Extracts chemistry, Schisandra chemistry
- Abstract
Three new polyoxygenated C(18)-dibenzocyclooctadiene lignans, arisanschinins M and N (1 and 2) and schisphenin A (3), together with eight related metabolites (4-11), were isolated from the fruits of Schisandra arisanensis and Schisandra sphenanthera, respectively. The structures of 1-3 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., (Copyright © 2012 Elsevier Ltd. All rights reserved.)
- Published
- 2013
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