title: Quassinoids from the stems of Picrasma quassioides and their cytotoxic and NO production-inhibitory activities.
abstract: Three new C20 quassinoids nigakilactone P (1), picraqualide F (2), nigakilactone Q (3), along with eight known quassinoids (4-11), were isolated from the 95% EtOH extract of the stems of Picrasma quassioides. The structures of the new compounds were elucidated by means of HRESIMS and different NMR techniques. Assignments of relative and absolute configurations for these compounds were achieved on the basis of ROESY spectra and quantum chemical ECD calculation. In vitro activity assays, none of the compounds showed cytotoxic (IC50>50 μM) and NO production-inhibitory activities (IC50>30 μM), and the structure-activity relationships of quassinoids were summarized. In addition, the chemotaxonomic significance of the isolated compounds was also discussed.
authors: Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, China.
authors: Jian
authors: J
authors: Xu
authors: Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, China.
authors: Di
authors: D
authors: Xiao
authors: Zhoukou Normal University, Zhoukou 466011, Henan, China.
authors: Wei-Wu
authors: WW
authors: Song
authors: Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, China.
authors: Lei
authors: L
authors: Chen
authors: Key Laboratory of Drug Quality Control and Pharmacovigilance (China Pharmaceutical University), Ministry of Education, China Pharmaceutical University, 24 Tongjiaxiang, Nanjing 210009, China.
authors: Wen-Yuan
authors: WY
authors: Liu
authors: Jiangxi Qingfeng Pharmaceutical Corporation, Ganzhou 341000, China.
authors: Ning
authors: N
authors: Xie
authors: Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, China; Key Laboratory of Biomedical Functional Materials, China Pharmaceutical University, Nanjing 211198, China.
authors: Feng
authors: F
authors: Feng
authors: Department of Natural Medicinal Chemistry, China Pharmaceutical University, Nanjing 210009, China; Key Laboratory of Biomedical Functional Materials, China Pharmaceutical University, Nanjing 211198, China.
authors: Wei
authors: W
authors: Qu
mesh_terms: D056945:Hep G2 Cells; D006801:Humans; D020128:Inhibitory Concentration 50; D061986:MCF-7 Cells; D015394:Molecular Structure; D009569:Nitric Oxide / Q000737:chemistry; D032270:Picrasma / Q000737:chemistry*; D010936:Plant Extracts / Q000737:chemistry*; D018547:Plant Stems / Q000737:chemistry; D036702:Quassins / Q000737:chemistry* / Q000302:isolation & purification; D013329:Structure-Activity Relationship
chemical_list: D010936:Plant Extracts; D036702:Quassins; D009569:Nitric Oxide
keywords: Chemotaxonomic; Cytotoxic activity; Desbenzoyl-picrajavanin A (PubChem CID: 10482047); NO production-inhibitory activity; Nigakilactone A (PubChem CID: 328258); Nigakilactone B (PubChem CID: 12313347); Nigakilactone F (PubChem CID: 5320150); Nigakilactone I (PubChem CID: 362582); Nigakilactone K (PubChem CID: 12313357); Picrasin A (PubChem CID: 624884); Picrasma quassioides; Quassinoids