Synthesis and cytotoxicity of some new eriocalyxin B derivatives
Zhao, Yu; Niu, Xue-Mei; Qian, Li-Ping; Liu, Ze-Yuan; Zhao, Qin-Shi; Sun, Han-Dong
2007-04-01
Source PublicationEUROPEAN JOURNAL OF MEDICINAL CHEMISTRY
ISSN0223-5234
Volume42Issue:4Pages:494-502
AbstractEriocalyxin B (1) was regarded as the promising candidate for new anticancer agent because of its potent activity and novel mechanism of action. Systematic modifications of 1 were done, and nineteen derivatives were synthesized and their cytotoxicities against five tumor cell lines were evaluated. The structure-activity relationship (SAR) of 1 confirmed that the alpha,beta-unsaturated ketone moieties in ring A and D are the leading active sites; the 7,20-epoxy moiety, OH-6 and OH-7 play an important role in keeping the cytotoxicity. The 6,7-seco derivative 19 had remarkable activity while derivative 20 oxidized from 19 was completely inactive, which suggested that the carboxyl group could destroy the cytoxicity of 20 despite the presence of alpha,beta-unsaturated ketone moiety. (c) 2006 Elsevier Masson SAS. All rights reserved.
KeywordEriocalyxin b Synthesis Cytotoxicity Sar
Subject AreaChemistry ; Medicinal
DOI10.1016/j.ejmech.2006.11.004
Indexed BySCI ; IC
Language英语
WOS Research AreaPharmacology & Pharmacy
WOS SubjectChemistry, Medicinal
WOS IDWOS:000246268500009
Citation statistics
Cited Times:27[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.kib.ac.cn/handle/151853/2093
Collection植物化学与西部植物资源持续利用国家重点实验室
Affiliation1.Acad Mil Med Sci, Affiliated Hosp, Dept Clin Pharmacol, Beijing 100039, Peoples R China
2.Chinese Acad Sci, Grad Sch, Beijing 100039, Peoples R China
3.Chinese Acad Sci, Kunming Inst Bot, State Key Lab Phytochem & Plant Resources W China, Kunming 650204, Yunnan, Peoples R China
Recommended Citation
GB/T 7714
Zhao, Yu,Niu, Xue-Mei,Qian, Li-Ping,et al. Synthesis and cytotoxicity of some new eriocalyxin B derivatives[J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY,2007,42(4):494-502.
APA Zhao, Yu,Niu, Xue-Mei,Qian, Li-Ping,Liu, Ze-Yuan,Zhao, Qin-Shi,&Sun, Han-Dong.(2007).Synthesis and cytotoxicity of some new eriocalyxin B derivatives.EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY,42(4),494-502.
MLA Zhao, Yu,et al."Synthesis and cytotoxicity of some new eriocalyxin B derivatives".EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY 42.4(2007):494-502.
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