Synthesis of neuroprotective cyclopentenone prostaglandin analogs: Suppression of manganese-induced apoptosis of PC12 cells

Synthesis of neuroprotective cyclopentenone prostaglandin analogs: Suppression of manganese-induced apoptosis of PC12 cells
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DOI:
10.1016/j.bmcl.2006.12.004
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发表时间:
2007-10-01
影响因子:
2.7
通讯作者:
Suzuki, Masaaki
Suzuki, Masaaki
中科院分区:
医学4区
文献类型:
--
作者:
Furuta, Kyoji;Maeda, Masahide;Suzuki, Masaaki

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合成和评价的抗-和促细胞凋亡性能的环喷雄酮前列腺素类似物进行了描述。新的J-型类似物NEPP 11与交叉共轭环烯酮部分和亲脂性ω-侧链抑制锰离子诱导的PC 12细胞凋亡在相当的水平NEPP 11,而单烯酮衍生物是无活性的。J型类似物的促凋亡活性远低于NEPP 11。天然15-脱氧-Delta(12,14)-PGJ(2)和Delta(7)-PGA(1)甲酯具有高毒性,在较低浓度下诱导细胞凋亡。(C)2006爱思唯尔有限公司保留所有权利。
The synthesis and evaluation for anti- and proapoptotic properties of cyclopenterione prostaglandin analogs are described. Novel J-type analogs of NEPP11 with a cross-conjugated cyclopentadienone moiety and a lipophilic omega-side chain suppressed manganese ion-induced apoptosis of PC12 cells at comparable levels to NEPP11, while monoenone derivatives were inactive. The proapoptotic activities of J-type analogs were much lower than that of NEPP11. Natural 15-deoxy-Delta(12,14)-PGJ(2) and Delta(7)-PGA(1) methyl ester were highly toxic, inducing apoptosis at lower concentrations. (C) 2006 Elsevier Ltd. All rights reserved.