title: 14,15-Secopregnane-type C21-steriosides from the roots of Cynanchum stauntonii.
abstract: Nine 14,15-secopregnane-type C21-steriosides, stauntosides U, V, V1-V3, W and C1-C3, as well as two known C21-steriosides, were isolated from the roots of Cynanchum stauntonii. Stauntosides U, V and V1-V3share the same basic structural features of 8α:14α,14:16,15:20,18:20-tetraepoxy-14,15-secopregn-6-ene-3β,5α,9α-triol, with the numbering system following that of C21-pregnanes. The aglycones of stauntosides U, V and V1-V3are classified into two subcategories, the 5,9-dihydroxy groups and 5α:9α-peroxy bridge, according to the oxidative states of the two hydroxy groups at the C-5 and C-9 positions. The anti-inflammatory activity of the major compounds was assessed in an in vitro inflammatory model of mouse peritoneal macrophages using IC50values of the inhibition of nitric oxide (NO) production as an indicator. Stauntosides V1and V3exhibited target activity with IC50values of 9.3 μM and 12.4 μM, respectively, compared with dexamethasone, which was used as a positive control.
authors.affiliation: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China; Shandong Analysis and Test Center, Shandong Academy of Sciences, Jinan 250014, Shandong Province, China.
authors.forename: Jin-Qian
authors.initials: JQ
authors.lastname: Yu
authors.affiliation: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.
authors.forename: Ming-Bao
authors.initials: MB
authors.lastname: Lin
authors.affiliation: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China. Electronic address: denganjun@imm.ac.cn.
authors.forename: An-Jun
authors.initials: AJ
authors.lastname: Deng
authors.affiliation: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.
authors.forename: Qi
authors.initials: Q
authors.lastname: Hou
authors.affiliation: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.
authors.forename: Jin-Ye
authors.initials: JY
authors.lastname: Bai
authors.affiliation: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.
authors.forename: Zhi-Hong
authors.initials: ZH
authors.lastname: Li
authors.affiliation: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.
authors.forename: Lin
authors.initials: L
authors.lastname: Ma
authors.affiliation: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.
authors.forename: Zhi-Hui
authors.initials: ZH
authors.lastname: Zhang
authors.affiliation: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.
authors.forename: Shao-Peng
authors.initials: SP
authors.lastname: Yuan
authors.affiliation: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China.
authors.forename: Ren-Tao
authors.initials: RT
authors.lastname: Jiang
authors.affiliation: State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical College, Beijing 100050, China. Electronic address: qinhailin@imm.ac.cn.
authors.forename: Hai-Lin
authors.initials: HL
authors.lastname: Qin
mesh_terms: D000818:Animals; D000893:Anti-Inflammatory Agents / Q000737:chemistry / Q000302:isolation & purification; D031105:Cynanchum / Q000737:chemistry*; D017737:Macrophages, Peritoneal / Q000187:drug effects; D051379:Mice; D008810:Mice, Inbred C57BL; D015394:Molecular Structure; D009569:Nitric Oxide / Q000378:metabolism; D018517:Plant Roots / Q000737:chemistry*; D011278:Pregnanes / Q000737:chemistry* / Q000302:isolation & purification
chemical_list: D000893:Anti-Inflammatory Agents; D011278:Pregnanes; D009569:Nitric Oxide
keywords: 14,15-Secopregnane-type C(21)-steriosides; Anti-inflammatory activity; Asclepiadaceae; Cynanchum stauntonii; Stauntogenins E and F; Stauntosides U, V, V(1)-V(3), W, and C(1)-C(3); Structure elucidation