Synthesis of steroid analogs of tubuloclustin, their cytotoxicity and effect on microtubules of A549 carcinoma cells
- 作者: Nurieva E.1, Zefirov N.1,2, Mamaeva A.1, Wobith B.3, Kuznetsov S.3, Zefirova O.1,2
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隶属关系:
- Department of Chemistry, M. V. Lomonosov Moscow State University
- Institute of Physiologically Active Compounds, Russian Academy of Sciences
- Institute of Biological Sciences, University of Rostock
- 期: 卷 67, 编号 4 (2018)
- 页面: 688-693
- 栏目: Full Article
- URL: https://journals.rcsi.science/1066-5285/article/view/242435
- DOI: https://doi.org/10.1007/s11172-018-2123-6
- ID: 242435
如何引用文章
详细
Synthesis of analogs of tubuloclustin (N-(7-adamant-2-yloxy-7-oxoheptanoyl)-N-deacetylcolchicine (1)) with the colchicine fragment replaced with 2-methoxyestradiol scaffold attached via phenolic hydroxy group was described. Esters 3a–c exhibit moderate cytotoxicity (EC50 = 5–6 μmol L–1) and exert a weak effect on the microtubule network in A549 human lung carcinoma cells similar to the clustering effect of tubuloclustin and its derivatives. Conjugates 6a–c and 7a–c with the phenolic ester bond are low stable and compounds 7a–c are inactive to the microtubules of A549 cells, while compounds 6a–c cause an unusual effect of curling of the microtubules.
作者简介
E. Nurieva
Department of Chemistry, M. V. Lomonosov Moscow State University
Email: olgaz@org.chem.msu.ru
俄罗斯联邦, 1 Leninskie Gory, Moscow, Russian Federation, 119991
N. Zefirov
Department of Chemistry, M. V. Lomonosov Moscow State University; Institute of Physiologically Active Compounds, Russian Academy of Sciences
Email: olgaz@org.chem.msu.ru
俄罗斯联邦, 1 Leninskie Gory, Moscow, Russian Federation, 119991; 1 Severnyi proezd, Chernogolovka, Moscow Region, Russian Federation, 142432
A. Mamaeva
Department of Chemistry, M. V. Lomonosov Moscow State University
Email: olgaz@org.chem.msu.ru
俄罗斯联邦, 1 Leninskie Gory, Moscow, Russian Federation, 119991
B. Wobith
Institute of Biological Sciences, University of Rostock
Email: olgaz@org.chem.msu.ru
德国, Rostock, 18106
S. Kuznetsov
Institute of Biological Sciences, University of Rostock
Email: olgaz@org.chem.msu.ru
德国, Rostock, 18106
O. Zefirova
Department of Chemistry, M. V. Lomonosov Moscow State University; Institute of Physiologically Active Compounds, Russian Academy of Sciences
编辑信件的主要联系方式.
Email: olgaz@org.chem.msu.ru
俄罗斯联邦, 1 Leninskie Gory, Moscow, Russian Federation, 119991; 1 Severnyi proezd, Chernogolovka, Moscow Region, Russian Federation, 142432