title: Preparation and evaluation of new brominated paclitaxel analogues.
abstract: Two diastereomers of 2'',3''-dibromo-7-epi-10-deacetylcephalomannine, 4 and 5, have been synthesized, purified and identified for evaluation as antitumour drugs. The cytotoxicity of the two diastereomers, assessed in cell culture against MCF-7 breast cancer, A549 lung cancer and A2780 ovarian cancer, was slightly stronger than that of paclitaxel. The cytotoxicity of 5 outweighs that of 4. In the light of the difference in cytotoxicity between the two diastereomers, we can assume that the differing configurations of C-2'' and C-3'' of the two diastereomers may result in different bioactive conformations in solution and, consequently, different biologically relevant conformations for binding to tubulin/microtubules -- a matter we are studying further.
authors.affiliation: Department of Environmental Science and Engineering, Fudan University, Shanghai 200433, China.
authors.forename: Yi
authors.initials: Y
authors.lastname: Jiang
authors.forename: Hai-Xia
authors.initials: HX
authors.lastname: Lin
authors.forename: Ming
authors.initials: M
authors.lastname: Li
authors.forename: Bei-Li
authors.initials: BL
authors.lastname: Wu
authors.forename: Jian-Min
authors.initials: JM
authors.lastname: Chen
mesh_terms: D000970:Antineoplastic Agents / Q000138:chemical synthesis*; D001966:Bromine; D045744:Cell Line, Tumor; D006801:Humans; D017239:Paclitaxel / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D013237:Stereoisomerism
chemical_list: D000970:Antineoplastic Agents; D017239:Paclitaxel; D001966:Bromine