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Synthesis by ring-closing metathesis and cytotoxic evaluation of novel thienylmacrolactones.

作者信息

Krauss Jürgen, Köbler Daniela, Miller Verena, Bracher Franz

机构信息

Department of Pharmacy - Center for Drug Research, Ludwig-Maximilians University, Butenandtstr. 5-13, 81377 Munich, Germany.

出版信息

Sci Pharm. 2012 Jan-Mar;80(1):29-36. doi: 10.3797/scipharm.1109-09. Epub 2011 Nov 1.

DOI:10.3797/scipharm.1109-09
PMID:22396902
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC3293355/
Abstract

This paper describes the synthesis and biological evaluation of macrolactones containing a thienyl substituent as simple analogues of epothilones. The compounds were prepared in a brief and efficient manner from thiophene-2-carbaldehyde using a ring-closing metathesis with Grubbs I or Grubbs II catalyst as the key step. The target lactones showed only insignificant cytotoxicity, while an intermediate simple thienyl carbinol showed very promising cytotoxicity.

摘要
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7b3f/3293355/a959723bbc5a/scipharm-2012-80-29f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7b3f/3293355/8312c8ad713b/scipharm-2012-80-29f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7b3f/3293355/b2174f76a5e8/scipharm-2012-80-29f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7b3f/3293355/a959723bbc5a/scipharm-2012-80-29f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7b3f/3293355/8312c8ad713b/scipharm-2012-80-29f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7b3f/3293355/b2174f76a5e8/scipharm-2012-80-29f2.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/7b3f/3293355/a959723bbc5a/scipharm-2012-80-29f3.jpg

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本文引用的文献

1
Marine pharmacology in 2005-6: Marine compounds with anthelmintic, antibacterial, anticoagulant, antifungal, anti-inflammatory, antimalarial, antiprotozoal, antituberculosis, and antiviral activities; affecting the cardiovascular, immune and nervous systems, and other miscellaneous mechanisms of action.2005 - 2006年海洋药理学：具有驱虫、抗菌、抗凝、抗真菌、抗炎、抗疟疾、抗原虫、抗结核和抗病毒活性的海洋化合物；影响心血管、免疫和神经系统以及其他各种作用机制。
Biochim Biophys Acta. 2009 May;1790(5):283-308. doi: 10.1016/j.bbagen.2009.03.011. Epub 2009 Mar 19.
2
New approach towards cytotoxic furyl macrolactones by ring closing metathesis.
Arch Pharm (Weinheim). 2006 Nov;339(11):629-32. doi: 10.1002/ardp.200600135.
3
Drug discovery from natural sources.从天然资源中发现药物。
AAPS J. 2006 Apr 14;8(2):E239-53. doi: 10.1007/BF02854894.
4
Origin of the high activity of second-generation Grubbs catalysts.
Angew Chem Int Ed Engl. 2005 Sep 19;44(37):5974-8. doi: 10.1002/anie.200501114.
5
Synthesis of new lipophilic ipomeanol analogues and their cytotoxic activities.
Arch Pharm (Weinheim). 2005 Jan;338(1):44-8. doi: 10.1002/ardp.200400916.
6
Synthesis of furano-epothilone D.呋喃埃坡霉素D的合成
Chemistry. 2004 Jul 5;10(13):3217-24. doi: 10.1002/chem.200400125.
7
Epothilones: mechanism of action and biologic activity.埃坡霉素：作用机制与生物学活性
J Clin Oncol. 2004 May 15;22(10):2015-25. doi: 10.1200/JCO.2004.12.001.
8
Syntheses of 2, 5-dialkylfuran and tetrahydrofuran carbinols and their cytotoxic activity.2,5-二烷基呋喃和四氢呋喃甲醇的合成及其细胞毒性活性。
Arch Pharm (Weinheim). 2003 Aug;336(8):381-4. doi: 10.1002/ardp.200390025.
9
Stereostructure of a novel cytotoxic 18-membered macrolactone antibiotic FD-891.
Org Lett. 2002 Oct 3;4(20):3383-6. doi: 10.1021/ol026518k.
10
Salicylihalamides A and B, Novel Cytotoxic Macrolides from the Marine Sponge Haliclona sp.
J Org Chem. 1997 Nov 14;62(23):8188-8192. doi: 10.1021/jo971556g.