title: Cardiac glycosides from the bark of Antiaris toxicaria.
abstract: Five new cardiac glycosides (1-5, namely antiaroside Y-ZC) together with 19 known compounds were obtained from the bark of Antiaris toxicaria. Their chemical structures were determined by IR, HR-ESI-MS, 1D and 2D NMR (HSQC, (1)H-(1)H COSY, HMBC, ROESY). The absolute configuration of sugar unit was defined by acid hydrolysis and appropriate derivatization. Compound 1 was rare 5β-H-10β-H-19-nor-cardenolide, which might derive from decarboxylative derivative of 19-COOH cardenolide. The inhibitory effects of cardiac glycosides 1-11 on the viability of NIH-H460 lung cancer cells and their induction of Nur77 expression were evaluated and preliminary structure-activity relationship (SAR) was also discussed.
authors.affiliation: Institute of Traditional Chinese Medicine and Natural Products, College of Pharmacy, Jinan University, Guangzhou 510632, China.
authors.forename: Xiao-San
authors.initials: XS
authors.lastname: Li
authors.affiliation: School of Pharmaceutical Science, Xiamen University, Xiamen 361005, China.
authors.forename: Meng-Jie
authors.initials: MJ
authors.lastname: Hu
authors.affiliation: School of Pharmaceutical Science, Xiamen University, Xiamen 361005, China.
authors.forename: Jie
authors.initials: J
authors.lastname: Liu
authors.affiliation: Institute of Traditional Chinese Medicine and Natural Products, College of Pharmacy, Jinan University, Guangzhou 510632, China.
authors.forename: Qian
authors.initials: Q
authors.lastname: Liu
authors.affiliation: Institute of Traditional Chinese Medicine and Natural Products, College of Pharmacy, Jinan University, Guangzhou 510632, China.
authors.forename: Zhi-Xing
authors.initials: ZX
authors.lastname: Huang
authors.affiliation: State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, China.
authors.forename: Shun-Lin
authors.initials: SL
authors.lastname: Li
authors.affiliation: State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650204, China.
authors.forename: Xiao-Jiang
authors.initials: XJ
authors.lastname: Hao
authors.affiliation: School of Pharmaceutical Science, Xiamen University, Xiamen 361005, China.
authors.forename: Xiao-Kun
authors.initials: XK
authors.lastname: Zhang
authors.affiliation: Institute of Traditional Chinese Medicine and Natural Products, College of Pharmacy, Jinan University, Guangzhou 510632, China.
authors.forename: Xin-Sheng
authors.initials: XS
authors.lastname: Yao
authors.affiliation: Institute of Traditional Chinese Medicine and Natural Products, College of Pharmacy, Jinan University, Guangzhou 510632, China; State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Shanghai 201203, China. Electronic address: gztangjinshan@126.com.
authors.forename: Jin-Shan
authors.initials: JS
authors.lastname: Tang
mesh_terms: D031621:Antiaris / Q000737:chemistry*; D002301:Cardiac Glycosides / Q000737:chemistry / Q000302:isolation & purification* / Q000627:therapeutic use; D045744:Cell Line, Tumor; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D008175:Lung Neoplasms / Q000188:drug therapy* / Q000378:metabolism; D057105:Nuclear Receptor Subfamily 4, Group A, Member 1 / Q000378:metabolism*; D024301:Plant Bark / Q000737:chemistry; D013329:Structure-Activity Relationship
chemical_list: D002301:Cardiac Glycosides; C539821:NR4A1 protein, human; D057105:Nuclear Receptor Subfamily 4, Group A, Member 1
keywords: Antiaris toxicaria; Cardiac glycoside; Chemical constituents; Cytotoxicity; Expression of Nur77