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Synthesis of the thapsigargins.毒胡萝卜素的合成。
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2
Progress toward the synthesis of the basiliolides and transtaganolides: an intramolecular pyrone Diels-Alder entry into a novel class of natural products.向巴西利内酯和反式巴西利内酯合成的进展：通过分子内吡喃的狄尔斯-阿尔德反应进入一类新型天然产物。
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3
Total synthesis of five thapsigargins: guaianolide natural products exhibiting sub-nanomolar SERCA inhibition.五种毒胡萝卜素的全合成：具有亚纳摩尔SERCA抑制活性的愈创木烷型天然产物
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Large Scale Conversion of Trilobolide into the Payload of Mipsagargin: 8--(12-Aminododecanoyl)-8--Debutanoylthapsigargin.大规模转化三萜内酯为米帕君有效载荷：8--（12-氨十二酰基）-8--正丁酰基他普司他汀。
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Allylative Approaches to the Synthesis of Complex Guaianolide Sesquiterpenes from Apiaceae and Asteraceae.从伞形科和菊科植物中合成复杂愈创木烷型倍半萜的烯丙基化方法。
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Scalable Synthesis of (-)-Thapsigargin.(-)-毒胡萝卜素的可扩展合成
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A Double Allylation Strategy for Gram-Scale Guaianolide Production: Total Synthesis of (+)-Mikanokryptin.一种克级格罗曼内酯生产的双重烯丙基化策略：（+）-密卡诺因的全合成。
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Development of Anticancer Agents from Plant-Derived Sesquiterpene Lactones.从植物源倍半萜内酯开发抗癌剂
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Saikosaponin-d, a novel SERCA inhibitor, induces autophagic cell death in apoptosis-defective cells.柴胡皂苷 d，一种新型的 SERCA 抑制剂，可诱导凋亡缺陷细胞发生自噬性细胞死亡。
Cell Death Dis. 2013 Jul 11;4(7):e720. doi: 10.1038/cddis.2013.217.

本文引用的文献

1
Synthesis and Biological Activity of Sarcodictyins.肉珊瑚素的合成与生物活性
Angew Chem Int Ed Engl. 1998 Jun 5;37(10):1418-1421. doi: 10.1002/(SICI)1521-3773(19980605)37:10<1418::AID-ANIE1418>3.0.CO;2-5.
2
A route to the thapsigargins from (S)-carvone providing a substrate-controlled total synthesis of trilobolide, nortrilobolide, and thapsivillosin F.一条从（S）-香芹酮合成毒胡萝卜内酯的路线，实现了三叶内酯、去甲三叶内酯和毒胡萝卜素F的底物控制全合成。
Angew Chem Int Ed Engl. 2003 Dec 15;42(48):5996-6000. doi: 10.1002/anie.200353140.
3
Prostate-specific antigen-activated thapsigargin prodrug as targeted therapy for prostate cancer.前列腺特异性抗原激活的毒胡萝卜素前药作为前列腺癌的靶向治疗
J Natl Cancer Inst. 2003 Jul 2;95(13):990-1000. doi: 10.1093/jnci/95.13.990.
4
Design, synthesis, and pharmacological evaluation of thapsigargin analogues for targeting apoptosis to prostatic cancer cells.靶向前列腺癌细胞凋亡的毒胡萝卜素类似物的设计、合成及药理评价
J Med Chem. 2001 Dec 20;44(26):4696-703. doi: 10.1021/jm010985a.
5
Thapsigargin analogues for targeting programmed death of androgen-independent prostate cancer cells.用于靶向雄激素非依赖性前列腺癌细胞程序性死亡的毒胡萝卜素类似物。
Bioorg Med Chem. 1999 Jul;7(7):1273-80. doi: 10.1016/s0968-0896(99)00074-7.
6
A tool coming of age: thapsigargin as an inhibitor of sarco-endoplasmic reticulum Ca(2+)-ATPases.一种成熟的工具：毒胡萝卜素作为肌浆网/内质网Ca(2+) -ATP酶的抑制剂
Trends Pharmacol Sci. 1998 Apr;19(4):131-5. doi: 10.1016/s0165-6147(98)01184-5.
7
Sesquiterpenoids from Thapsia species and medicinal chemistry of the thapsigargins.
Fortschr Chem Org Naturst. 1997;71:129-67. doi: 10.1007/978-3-7091-6529-4_2.
8
Thapsigargin discriminates strongly between Ca(2+)-ATPase phosphorylated intermediates with different subcellular distributions in bovine adrenal chromaffin cells.
FEBS Lett. 1995 Dec 11;377(1):31-6. doi: 10.1016/0014-5793(95)01304-0.
9
The role of calcium, pH, and cell proliferation in the programmed (apoptotic) death of androgen-independent prostatic cancer cells induced by thapsigargin.钙、pH值及细胞增殖在毒胡萝卜素诱导的雄激素非依赖性前列腺癌细胞程序性（凋亡性）死亡中的作用
Cancer Res. 1994 Dec 1;54(23):6167-75.
10
Thapsigargin inhibits the sarcoplasmic or endoplasmic reticulum Ca-ATPase family of calcium pumps.毒胡萝卜素抑制肌浆网或内质网钙泵的钙ATP酶家族。
J Biol Chem. 1991 Sep 15;266(26):17067-71.

毒胡萝卜素的合成。

Synthesis of the thapsigargins.

作者信息

Ley Steven V, Antonello Alessandra, Balskus Emily P, Booth David T, Christensen Søren B, Cleator Ed, Gold Helen, Högenauer Klemens, Hünger Udo, Myers Rebecca M, Oliver Steven F, Simic Oliver, Smith Martin D, Søhoel Helmer, Woolford Alison J A

机构信息

Department of Chemistry, University of Cambridge, Lensfield Road, Cambridge CB2 1EW, United Kingdom.

出版信息

Proc Natl Acad Sci U S A. 2004 Aug 17;101(33):12073-8. doi: 10.1073/pnas.0403300101. Epub 2004 Jun 28.

DOI:10.1073/pnas.0403300101
PMID:15226504
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC514437/
Abstract

The thapsigargins are a family of complex guaianolides with potent and selective Ca(2+)-modulating properties. This article documents the evolution of a synthetic route through several iterations to a final practical and scaleable synthetic route capable of generating both unnatural and natural products based around the guaianolide skeleton.

摘要

毒胡萝卜内酯是一类具有强效且选择性钙调节特性的复杂愈创木烷型倍半萜内酯。本文记录了一条合成路线经过多次迭代演变成最终实用且可规模化的合成路线的过程，该路线能够基于愈创木烷型倍半萜内酯骨架生成非天然产物和天然产物。