title: Bioactive C21 Steroidal Glycosides from the Roots of Cynanchum otophyllum That Suppress the Seizure-like Locomotor Activity of Zebrafish Caused by Pentylenetetrazole.
abstract: Six new C21 steroidal glycosides, cynotophyllosides A-F (1-6), together with 16 known compounds, were isolated from the roots of Cynanchum otophyllum. The structures of the new compounds were elucidated by spectroscopic analysis and chemical methods. The three major components, otophylloside F (15), otophylloside B (17), and rostratamine 3-O-β-D-oleandropyranosyl-(1→4)-β-D-cymaropyranosyl-(1→4)-β-D-cymaropyranoside (18), suppressed the seizure-like locomotor activity caused by pentylenetetrazole in zebrafish. Preliminary structure-activity relation studies revealed that a pregnene skeleton with a C-12 ester group (ikemaoyl > cinnamoyl > hydroxy > p-hydroxybenzoyl) and a C-3 sugar chain consisting of three 2,6-dideoxysaccharide units is essential for this suppressive activity.
authors.affiliation: †Department of Natural Product Chemistry, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, People's Republic of China.
authors.forename: Jin-Long
authors.initials: JL
authors.lastname: Li
authors.affiliation: ‡Hunter Biotechnology, Inc., Transfarland, Hangzhou 311231, People's Republic of China.
authors.forename: Juan
authors.initials: J
authors.lastname: Zhou
authors.affiliation: †Department of Natural Product Chemistry, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, People's Republic of China.
authors.forename: Zhen-Hua
authors.initials: ZH
authors.lastname: Chen
authors.affiliation: ‡Hunter Biotechnology, Inc., Transfarland, Hangzhou 311231, People's Republic of China.
authors.forename: Sheng-Ya
authors.initials: SY
authors.lastname: Guo
authors.affiliation: ‡Hunter Biotechnology, Inc., Transfarland, Hangzhou 311231, People's Republic of China.|§Zhejiang Provincial Key Lab for Technology and Application of Model Organisms, Wenzhou Medical University, Wenzhou, Zhejiang Province 325035, People's Republic of China.
authors.forename: Chun-Qi
authors.initials: CQ
authors.lastname: Li
authors.affiliation: †Department of Natural Product Chemistry, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, People's Republic of China.
authors.forename: Wei-Min
authors.initials: WM
authors.lastname: Zhao
mesh_terms: D000818:Animals; D031105:Cynanchum / Q000737:chemistry*; D004195:Disease Models, Animal; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D006027:Glycosides / Q000737:chemistry* / Q000302:isolation & purification* / Q000494:pharmacology*; D015394:Molecular Structure; D009043:Motor Activity / Q000187:drug effects*; D019906:Nuclear Magnetic Resonance, Biomolecular; D010433:Pentylenetetrazole / Q000494:pharmacology*; D018517:Plant Roots / Q000737:chemistry; D011283:Pregnenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D012640:Seizures / Q000188:drug therapy*; D013329:Structure-Activity Relationship; D015027:Zebrafish
chemical_list: D004365:Drugs, Chinese Herbal; D006027:Glycosides; D011283:Pregnenes; D010433:Pentylenetetrazole