Synthesis and biological properties of novel sphingosine derivatives.

Synthesis and biological properties of novel sphingosine derivatives.
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新型鞘氨醇衍生物的合成及生物学性质。

DOI:
10.1016/j.bmcl.2004.12.010
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发表时间:
2005
影响因子:
2.7
通讯作者:
Masazumi Nishikawa
Masazumi Nishikawa
中科院分区:
医学4区
文献类型:
--
作者:
T. Murakami;K. Furusawa;T. Tamai;Kazuyoshi Yoshikai;Masazumi Nishikawa

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以l-丝氨酸或(1S,2S)-2-氨基-1-芳基-1,3-丙二醇(6)为起始原料,合成了天然红血球-(2S,3R)-S-1P的C-3立体异构体三-(2S,3S)-类似物等鞘氨醇-1-磷酸(S-1P)衍生物,并从6合成了三-(1S, 2S)-2-氨基-1-芳基-3-溴丙醇(HBr盐)。三种s - 1ps和三种氨基溴衍生物对红- s - 1p诱导的HL60细胞中Ca2+离子动员显示出有效的抑制活性,表明这些化合物可能与细胞表面EDG/S1P受体竞争。
Sphingosine-1-phosphate (S-1P) derivatives such as threo-(2S,3S)-analogues, which are C-3 stereoisomers of natural erythro-(2S,3R)-S-1P, have been synthesized starting from l-serine or (1S,2S)-2-amino-1-aryl-1,3-propanediols (6). threo-(1S,2R)-2-Amino-1-aryl-3-bromopropanols (HBr salt) have also been prepared from 6. The threo-S-1Ps and the threo-amino-bromide derivatives have shown potent inhibitory activity against Ca2+ion mobilization in HL60 cells induced by erythro-S-1P, suggesting that these compounds would compete with cell surface EDG/S1P receptors.
DOI: 10.1126/science.279.5356.1552
发表时间: 1998-03-06
期刊: SCIENCE
影响因子: 56.9
作者:
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通讯作者: Hla, T
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DOI: --
发表时间: 1999
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作者:
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