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Tubuloclustin analogues with ether moiety: synthesis and evaluation of tubulin clustering and antimitotic activity in cancer cells

Nikolay Alekseevich Zefirov 1, 2
Nikolay Alekseevich Zefirov
, 
Leonie Gädert 3
Leonie Gädert
,  , 
Vadim Mikhailovich Shibilev 1
Vadim Mikhailovich Shibilev
, 
Gennady Mikhailovich Butov 4
Gennady Mikhailovich Butov
, 
Vladimir Mikhailovich Mokhov 5
Vladimir Mikhailovich Mokhov
, 
Sergei A Kuznetsov 3
Sergei A Kuznetsov
, 
Ol'ga Nikolaevna Zefirova 1, 2
Ol'ga Nikolaevna Zefirova
10.1016/j.mencom.2020.01.035
Published 2019-12-30
Communication , Volume 30, Issue 1, 106-108
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Zefirov N. A. et al. Tubuloclustin analogues with ether moiety: synthesis and evaluation of tubulin clustering and antimitotic activity in cancer cells // Mendeleev Communications. 2019. Vol. 30. No. 1. pp. 106-108.
GOST all authors (up to 50) Copy
Zefirov N. A., Gädert L., Fatkulin A. R., Shibilev V. M., Butov G. M., Mokhov V. M., Kuznetsov S. A., Zefirova O. N. Tubuloclustin analogues with ether moiety: synthesis and evaluation of tubulin clustering and antimitotic activity in cancer cells // Mendeleev Communications. 2019. Vol. 30. No. 1. pp. 106-108.
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TY - JOUR
DO - 10.1016/j.mencom.2020.01.035
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.01.035
TI - Tubuloclustin analogues with ether moiety: synthesis and evaluation of tubulin clustering and antimitotic activity in cancer cells
T2 - Mendeleev Communications
AU - Zefirov, Nikolay Alekseevich
AU - Gädert, Leonie
AU - Fatkulin, Artemy Renatovich
AU - Shibilev, Vadim Mikhailovich
AU - Butov, Gennady Mikhailovich
AU - Mokhov, Vladimir Mikhailovich
AU - Kuznetsov, Sergei A
AU - Zefirova, Ol'ga Nikolaevna
PY - 2019
DA - 2019/12/30
PB - Mendeleev Communications
SP - 106-108
IS - 1
VL - 30
ER -
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@article{2019_Zefirov,
author = {Nikolay Alekseevich Zefirov and Leonie Gädert and Artemy Renatovich Fatkulin and Vadim Mikhailovich Shibilev and Gennady Mikhailovich Butov and Vladimir Mikhailovich Mokhov and Sergei A Kuznetsov and Ol'ga Nikolaevna Zefirova},
title = {Tubuloclustin analogues with ether moiety: synthesis and evaluation of tubulin clustering and antimitotic activity in cancer cells},
journal = {Mendeleev Communications},
year = {2019},
volume = {30},
publisher = {Mendeleev Communications},
month = {Dec},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.01.035},
number = {1},
pages = {106--108},
doi = {10.1016/j.mencom.2020.01.035}
}
MLA
Cite this
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Zefirov, Nikolay Alekseevich, et al. “Tubuloclustin analogues with ether moiety: synthesis and evaluation of tubulin clustering and antimitotic activity in cancer cells.” Mendeleev Communications, vol. 30, no. 1, Dec. 2019, pp. 106-108. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.01.035.

Keywords

adamantane
carcinoma A549 cell line.
colchicine
colchicine binding site
dehydroadamantane
depolymerisation of microtubules
metabolic stability
tubulin
tubuloclustin

Abstract

New analogues of anticancer agent tubuloclustin N-[7-(adamantan-1-yloxy)-7-heptanoyl]-N-deacetylcolchicine with ether moiety in the linker between colchicine and adamantine fragments were synthesized from w-(adamantan-1-yloxy)alkan- 1-ols. These compounds effectively inhibited growth of human lung carcinoma cell line A549 (IC50=5–15.5nM), induced both apoptosis and formation of tubulin clusters. The conjugates lacking ester carbonyl in the linker exhibit improved metabolic stability and are promising for further cytotoxicity studies in vivo.

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