title: Anti-inflammatory diterpenoids from the root bark of Acanthopanax gracilistylus.
abstract: Five new ent-pimarane (1-3, 7, and 8) and three new ent-kaurane diterpenoids (4-6) and a new oleanane triterpene acid (9), together with 22 known compounds, were isolated from the root bark of the medicinal herb Acanthopanax gracilistylus. The structures of 1-9 were established based on the interpretation of high-resolution MS and 1D- and 2D-NMR data. The absolute configurations of 7 and 11 were determined by single-crystal X-ray diffraction and electronic circular dichroism analysis. Compounds 7 and 8 represent rare naturally occurring structures based on the devinyl ent-pimarane skeleton. Compounds 3, 10, 14, 16, and 17 exhibited potent inhibitory effects on the release of interleukin-1β (IL-1β), interleukin-8 (IL-8), and tumor necrosis factor (TNF-α) in lipopolysaccharide-stimulated peripheral blood mononuclear cells.
authors.affiliation: Shanghai Research Center for Modernization of Traditional Chinese Medicine, National Engineering Laboratory for Traditional Chinese Medicine Standardization Technology, Shanghai Institute of Materia Medica, Chinese Academy of Sciences , Shanghai 201203, People's Republic of China.
authors.forename: Zhi-Yuan
authors.initials: ZY
authors.lastname: Wu
authors.forename: Yi-Bei
authors.initials: YB
authors.lastname: Zhang
authors.forename: Kong-Kai
authors.initials: KK
authors.lastname: Zhu
authors.forename: Cheng
authors.initials: C
authors.lastname: Luo
authors.forename: Jing-Xian
authors.initials: JX
authors.lastname: Zhang
authors.forename: Chun-Ru
authors.initials: CR
authors.lastname: Cheng
authors.forename: Rui-Hong
authors.initials: RH
authors.lastname: Feng
authors.forename: Wen-Zhi
authors.initials: WZ
authors.lastname: Yang
authors.forename: Feng
authors.initials: F
authors.lastname: Zeng
authors.forename: Yang
authors.initials: Y
authors.lastname: Wang
authors.forename: Ping-Ping
authors.initials: PP
authors.lastname: Xu
authors.forename: Ji-Ling
authors.initials: JL
authors.lastname: Guo
authors.forename: Xuan
authors.initials: X
authors.lastname: Liu
authors.forename: Shu-Hong
authors.initials: SH
authors.lastname: Guan
authors.forename: De-An
authors.initials: DA
authors.lastname: Guo
mesh_terms: D000893:Anti-Inflammatory Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D018360:Crystallography, X-Ray; D045786:Diterpenes, Kaurane / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D028001:Eleutherococcus / Q000737:chemistry*; D053583:Interleukin-1beta / Q000187:drug effects; D016209:Interleukin-8 / Q000187:drug effects; D007963:Leukocytes, Mononuclear / Q000187:drug effects; D008070:Lipopolysaccharides / Q000097:blood / Q000494:pharmacology; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D024301:Plant Bark / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D014409:Tumor Necrosis Factor-alpha / Q000187:drug effects
chemical_list: D000893:Anti-Inflammatory Agents; D045786:Diterpenes, Kaurane; D053583:Interleukin-1beta; D016209:Interleukin-8; D008070:Lipopolysaccharides; D014409:Tumor Necrosis Factor-alpha