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学科主题: 生命有机化学
题名: Studies on mimicry of naturally occurring annonaceous acetogenins: non-THF analogs leading to remarkable selective cytotoxicity against human tumorcells.
其他题名: 天然番荔枝内酯类似物研究: 对人类肿瘤细胞有特殊选择性细胞毒性的无环番荔枝内酯类似物
作者: Ceng BB(曾步兵) ; Wu YK(伍贻康) ; Jiang S(蒋晟) ; Yu Q(俞千) ; Yao ZJ(姚祝军) ; Liu HZ(刘海忠) ; Li HY(李红彦) ; Li Y(李燕) ; Chen XG(陈晓光) ; Wu YL(吴毓林)
通讯作者: 吴毓林
刊名: Chem.-Eur. J.
发表日期: 2003-01-01
卷: 9, 期:1, 页:282-290
收录类别: SCI
部门归属: 中国科学院上海有机化学研究所生命有机化学实验室; 中国医学科学院北京药物所
英文摘要: A class of structurally simplified analogues of the naturally occurring annonaceous acetogenins were developed, amongst which some non-THF analogues showed remarkable cytotoxicities against tumor cell lines, as well as good selectivity between human tumor cells and normal cells. The synthetic routes were significantly shortened by cause of the removal of the chiral centers bearing the THF rings on the natural templates. This simplification also provides access to the parallel synthesis of these mimics by a combinatorial strategy. The remaining stereogenic centers at the positions α to the ethereal links were introduced by the Chiron approach from the easily accessible chiral building blocks 6a and/or 6b, made in turn from L-ascorbic acid or d-mannitol, while the one in the butenolide segment was taken from L-lactate. All four diastereomeric non_THF analogues 2a-ad showed remarkable activity against the HCT-8 cell line, and better differentiation was found when testing against the HT-29 cell line, It was also discovered that both the butenolide and ethylene glycol subunits play essential roles in the cytotoxicities against tumor cell lines, while the 10-substituted hydroxy group and the absolute configuration of mehyl group at the butenolide moiety are less important for their activity.
语种: 英语
相关网址: 查看原文
内容类型: 期刊论文
URI标识: http://ir.sioc.ac.cn/handle/331003/14064
Appears in Collections:生命有机化学国家重点实验室_期刊论文

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Recommended Citation:
Ceng BB,Wu YK,Jiang S,et al. Studies on mimicry of naturally occurring annonaceous acetogenins: non-THF analogs leading to remarkable selective cytotoxicity against human tumorcells.[J]. Chem.-Eur. J.,2003,9(1):282-290.
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