Abstract
Seven new neolignanamides (1-7), including two pairs of cis- and trans-isomers, and a new lignanamide (8) were isolated from the EtOAc-soluble fraction of an EtOH extract of the root bark of Lycium chinense, together with 22 known phenolic compounds (9-30), four of which were obtained from the genus Lycium for the first time. Compounds 5, 6, and 7 are unusual dimers having a rare connection mode between the two cinnamic acid amide units, while compounds 6, 7, and 8 are the first naturally occurring dimers derived from two dissimilar cinnamic acid amides. The cinnamic acid amides, neolignanamides, and lignanamides possess moderate radical-scavenging activity against the DPPH (2,2-diphenyl-1-picrylhydrazyl) and superoxide radicals.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Acrylamides / chemistry
-
Acrylamides / isolation & purification*
-
Acrylamides / pharmacology
-
Biphenyl Compounds / pharmacology
-
Bridged Bicyclo Compounds, Heterocyclic / chemistry
-
Bridged Bicyclo Compounds, Heterocyclic / isolation & purification*
-
Bridged Bicyclo Compounds, Heterocyclic / pharmacology
-
Drugs, Chinese Herbal / chemistry
-
Drugs, Chinese Herbal / isolation & purification*
-
Drugs, Chinese Herbal / pharmacology
-
Free Radical Scavengers / chemistry
-
Free Radical Scavengers / isolation & purification*
-
Free Radical Scavengers / pharmacology
-
Lycium / chemistry*
-
Molecular Structure
-
Naphthalenes / chemistry
-
Naphthalenes / isolation & purification*
-
Naphthalenes / pharmacology
-
Nuclear Magnetic Resonance, Biomolecular
-
Phenols / chemistry
-
Picrates / pharmacology
-
Plant Bark / chemistry
-
Stereoisomerism
Substances
-
(1,2-trans)-N3-(4-acetamidobutyl)-1-(3,4-dihydroxyphenyl)-7-hydroxy-N2-(4-hydroxyphenethyl)-6,8-dimethoxy-1,2-dihydronaphthalene-2,3-dicarboxamide
-
(E)-3-((2,3-trans)-2-(4-hydroxy-3-methoxyphenyl)-3-hydroxymethyl-2,3-dihydrobenzo(b)(1,4)dioxin-6-yl)-N-(4-hydroxyphenethyl)acrylamide
-
Acrylamides
-
Biphenyl Compounds
-
Bridged Bicyclo Compounds, Heterocyclic
-
Drugs, Chinese Herbal
-
Free Radical Scavengers
-
Naphthalenes
-
Phenols
-
Picrates
-
1,1-diphenyl-2-picrylhydrazyl