Synthesis of C-Nor-D-homo-steroidal Alkaloids and Their Derivatives

Synthesis of C-Nor-D-homo-steroidal Alkaloids and Their Derivatives
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C-正-D-同甾体生物碱及其衍生物的合成

DOI:
10.1055/s-0036-1591965
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发表时间:
2018
期刊:
Synthesis
影响因子:
--
通讯作者:
Synthesis
Synthesis
中科院分区:
--
文献类型:
--
作者:
F. Mousavizadeh;D. Meyer;A. Giannis;Synthesis

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C-nor-D-homo-steroidal alkaline cyclopamine于1969年被发现,并于2000年被证明可作为hedgehog signaling(Hh)通路的抑制剂,该通路在某些肿瘤中被异常激活。随后发现,这种天然存在的生物碱也具有抗糖尿病和抗病毒的特性。在这篇综述中,我们提出了选择的C-去甲-D-高甾体生物碱及其类似物的合成,并讨论了一般的C-去甲-D-高甾体。还介绍了一些历史和生物医学方面。1介绍2环巴胺的全合成2. 1外环巴胺和其他环巴胺类似物的合成2. 2卡巴环巴胺类似物的合成3 D-高环巴胺:Saridegib(IPI-926)4 Nakiterpiosin的合成5刘易斯酸介导的Nazarov环化作为C-Nor-D-高甾体合成的通用方法6结论
The C-nor-D-homo-steroidal alkaloid cyclopamine was discovered in the 1969 and in 2000 it was shown to act as an inhibitor of the hedgehog signaling (Hh) pathway, which is aberrantly activated in some tumors. Subsequently it was revealed that this natural occurring alkaloid has also antidiabetic and antiviral properties. In this review we present syntheses of selected C-nor-D-homo-steroidal alkaloids and their analogues and also discuss a general access to C-nor-D-homo-steroids. Some historical as well as biomedical aspects are also presented.1 Introduction2 Total Synthesis of Cyclopamine2.1 Synthesis ofexo-Cyclopamine and Further Cyclopamine Analogues2.2 Synthesis of a Carbacyclopamine Analogue3 D-Homocyclopamine: Saridegib (IPI-926)4 Synthesis of Nakiterpiosin5 Lewis Acid Mediated Nazarov Cyclization as a Versatile Method for C-Nor-D-homo-steroid Synthesis6 Conclusion
DOI: 10.1021/ja808110d
发表时间: 2009-02-04
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