title: Terpenoids with neurite outgrowth-promoting activity from the branches and leaves of Illicium merrillianum.
abstract: Eighteen terpenoids (1-18) were isolated from Illicium merrillianum. Compound 1 was identified as new compound, and its structure was established by comprehensive spectroscopic analysis and single-crystal X-ray diffraction. All compounds were evaluated for nerve growth factor (NGF)-mediated neurite outgrowth activity using rat pheochromocytoma (PC12) cells as a model system of neuronal differentiation. Compounds 1, 3, 18 showed significant neurite outgrowth-promoting activity in the presence of 20 ng/ml NGF in a dose-dependent manner at concentrations of 1-100 μM after 24-h treatment. Subtle difference of functional groups at C-2 position in hopane-type triterpene resulted in enormous bioactivity difference, compound 1 was neurotrophic but 2 was cytotoxic.
authors.affiliation: a Department of Phytochemistry , School of Pharmacy, Second Military Medical University , Shanghai 200433 , China.
authors.forename: Xin-Hui
authors.initials: XH
authors.lastname: Tian
authors.affiliation: b School of Pharmacy, Shanghai Jiao Tong University , Shanghai 200030 , China.
authors.forename: Rong-Cai
authors.initials: RC
authors.lastname: Yue
authors.affiliation: a Department of Phytochemistry , School of Pharmacy, Second Military Medical University , Shanghai 200433 , China.
authors.forename: Xin
authors.initials: X
authors.lastname: Fang
authors.affiliation: a Department of Phytochemistry , School of Pharmacy, Second Military Medical University , Shanghai 200433 , China.
authors.forename: Jian-Ping
authors.initials: JP
authors.lastname: Zhang
authors.affiliation: b School of Pharmacy, Shanghai Jiao Tong University , Shanghai 200030 , China.
authors.forename: Guo-Wei
authors.initials: GW
authors.lastname: Wang
authors.affiliation: a Department of Phytochemistry , School of Pharmacy, Second Military Medical University , Shanghai 200433 , China.
authors.forename: Lei
authors.initials: L
authors.lastname: Shan
authors.affiliation: a Department of Phytochemistry , School of Pharmacy, Second Military Medical University , Shanghai 200433 , China.|b School of Pharmacy, Shanghai Jiao Tong University , Shanghai 200030 , China.
authors.forename: Wei-Dong
authors.initials: WD
authors.lastname: Zhang
authors.affiliation: a Department of Phytochemistry , School of Pharmacy, Second Military Medical University , Shanghai 200433 , China.
authors.forename: Yun-Heng
authors.initials: YH
authors.lastname: Shen
mesh_terms: D000818:Animals; D018360:Crystallography, X-Ray; D029523:Illicium / Q000737:chemistry*; D008968:Molecular Conformation; D015394:Molecular Structure; D020932:Nerve Growth Factor; D016501:Neurites / Q000187:drug effects; D000071446:Neuronal Outgrowth / Q000187:drug effects; D009474:Neurons / Q000378:metabolism; D016716:PC12 Cells; D018515:Plant Leaves / Q000737:chemistry; D051381:Rats; D013729:Terpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D014961:X-Ray Diffraction
chemical_list: C502240:NGF protein, human; D013729:Terpenes; D020932:Nerve Growth Factor
keywords: 2-acetoxydiplopterol; Illicium merrillianum; neurotrophic activity; terpenoids