title: Semisynthesis of triptolide analogues: effect of B-ring substituents on cytotoxic activities.
abstract: A series of B-ring modified analogues of triptolide were synthesized and tested for their cytotoxicity against two human tumor cell lines (U251 and PC-3). From the current investigation, the structure-cytotoxic activity relationships of these analogues suggested that the introduction of hydroxyl, epoxide, halogen or olefinic groups on C5 and/or C6 could still retain the cytotoxicity, albeit a little less potency, and the C7,C8-β-epoxide group of triptolide was essential to its potent cytotoxic activity.
authors.affiliation: Department of Medical Chemistry, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zhangjiang Hi-Tech Park, Shanghai 201203, PR China.
authors.forename: Hongtao
authors.initials: H
authors.lastname: Xu
authors.affiliation: Division of Anti-tumor Pharmacology, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zhangjiang Hi-Tech Park, Shanghai 201203, PR China.
authors.forename: Yi
authors.initials: Y
authors.lastname: Chen
authors.affiliation: Department of Medical Chemistry, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zhangjiang Hi-Tech Park, Shanghai 201203, PR China.
authors.forename: Huanyu
authors.initials: H
authors.lastname: Tang
authors.affiliation: Department of Medical Chemistry, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zhangjiang Hi-Tech Park, Shanghai 201203, PR China.
authors.forename: Huijin
authors.initials: H
authors.lastname: Feng
authors.affiliation: Department of Medical Chemistry, Shanghai Institute of Materia Medica, Chinese Academy of Sciences, Zhangjiang Hi-Tech Park, Shanghai 201203, PR China. Electronic address: ycli@mail.shcnc.ac.cn.
authors.forename: Yuanchao
authors.initials: Y
authors.lastname: Li
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D049109:Cell Proliferation / Q000187:drug effects*; D004224:Diterpenes / Q000737:chemistry* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D004852:Epoxy Compounds / Q000737:chemistry / Q000494:pharmacology; D005910:Glioma / Q000188:drug therapy*; D006801:Humans; D008297:Male; D008958:Models, Molecular; D015394:Molecular Structure; D009930:Organic Chemicals; D010616:Phenanthrenes / Q000737:chemistry* / Q000494:pharmacology; D011471:Prostatic Neoplasms / Q000188:drug therapy*; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured
chemical_list: D000970:Antineoplastic Agents; D004224:Diterpenes; D004852:Epoxy Compounds; D009930:Organic Chemicals; D010616:Phenanthrenes; C001899:triptolide
keywords: Cytotoxic; Diterpenoid; Structure–cytotoxic activity relationships; Synthesis; Triptolide