title: Anti-liver fibrotic lignans from the fruits of Schisandra arisanensis and Schisandra sphenanthera.
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.
authors.affiliation: School of Pharmacy, College of Medicine, National Taiwan University, Jen-Ai Rd., Sec. 1, Taipei 100, Taiwan.
authors.forename: Yu-Chen
authors.initials: YC
authors.lastname: Chen
authors.forename: Chia-Ching
authors.initials: CC
authors.lastname: Liaw
authors.forename: Yuan-Bin
authors.initials: YB
authors.lastname: Cheng
authors.forename: Yu-Chi
authors.initials: YC
authors.lastname: Lin
authors.forename: Chung-Hsiung
authors.initials: CH
authors.lastname: Chen
authors.forename: Yi-Tasu
authors.initials: YT
authors.lastname: Huang
authors.forename: Shorong-Shii
authors.initials: SS
authors.lastname: Liou
authors.forename: Shun-Ying
authors.initials: SY
authors.lastname: Chen
authors.forename: Ching-Te
authors.initials: CT
authors.lastname: Chien
authors.forename: Guo-Chi
authors.initials: GC
authors.lastname: Lee
authors.forename: Ya-Ching
authors.initials: YC
authors.lastname: Shen
mesh_terms: D002460:Cell Line; D002470:Cell Survival / Q000187:drug effects; D002942:Circular Dichroism; D034242:Cyclooctanes / Q000737:chemistry* / Q000494:pharmacology; D005638:Fruit / Q000737:chemistry*; D006801:Humans; D017705:Lignans / Q000737:chemistry* / Q000494:pharmacology; D008099:Liver / Q000187:drug effects; D008103:Liver Cirrhosis / Q000188:drug therapy; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010936:Plant Extracts / Q000737:chemistry* / Q000494:pharmacology; D032141:Schisandra / Q000737:chemistry*
chemical_list: D034242:Cyclooctanes; D017705:Lignans; D010936:Plant Extracts; C581854:schisphenin A