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Tubulin targeted antimitotic agents based on adamantane lead compound: synthesis, SAR and molecular modeling

Nikolay Alekseevich Zefirov 1, 2
Nikolay Alekseevich Zefirov
, 
Yulia Andreevna Evteeva 1
Yulia Andreevna Evteeva
, 
Anna Ilyinichna Krasnoperova 1
Anna Ilyinichna Krasnoperova
, 
Alexandra Valerievna Mamaeva 1
Alexandra Valerievna Mamaeva
, 
Elena Rudol'fovna Milaeva 1, 2
Elena Rudol'fovna Milaeva
, 
Sergei A Kuznetsov 3
Sergei A Kuznetsov
, 
Ol'ga Nikolaevna Zefirova 1, 2
Ol'ga Nikolaevna Zefirova
10.1016/j.mencom.2020.07.005
Published 2020-06-26
Communication , Volume 30, Issue 4, 421-423
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Zefirov N. A. et al. Tubulin targeted antimitotic agents based on adamantane lead compound: synthesis, SAR and molecular modeling // Mendeleev Communications. 2020. Vol. 30. No. 4. pp. 421-423.
GOST all authors (up to 50) Copy
Zefirov N. A., Evteeva Y. A., Krasnoperova A. I., Mamaeva A. V., Milaeva E. R., Kuznetsov S. A., Zefirova O. N. Tubulin targeted antimitotic agents based on adamantane lead compound: synthesis, SAR and molecular modeling // Mendeleev Communications. 2020. Vol. 30. No. 4. pp. 421-423.
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TY - JOUR
DO - 10.1016/j.mencom.2020.07.005
UR - https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.07.005
TI - Tubulin targeted antimitotic agents based on adamantane lead compound: synthesis, SAR and molecular modeling
T2 - Mendeleev Communications
AU - Zefirov, Nikolay Alekseevich
AU - Evteeva, Yulia Andreevna
AU - Krasnoperova, Anna Ilyinichna
AU - Mamaeva, Alexandra Valerievna
AU - Milaeva, Elena Rudol'fovna
AU - Kuznetsov, Sergei A
AU - Zefirova, Ol'ga Nikolaevna
PY - 2020
DA - 2020/06/26
PB - Mendeleev Communications
SP - 421-423
IS - 4
VL - 30
ER -
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@article{2020_Zefirov,
author = {Nikolay Alekseevich Zefirov and Yulia Andreevna Evteeva and Anna Ilyinichna Krasnoperova and Alexandra Valerievna Mamaeva and Elena Rudol'fovna Milaeva and Sergei A Kuznetsov and Ol'ga Nikolaevna Zefirova},
title = {Tubulin targeted antimitotic agents based on adamantane lead compound: synthesis, SAR and molecular modeling},
journal = {Mendeleev Communications},
year = {2020},
volume = {30},
publisher = {Mendeleev Communications},
month = {Jun},
url = {https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.07.005},
number = {4},
pages = {421--423},
doi = {10.1016/j.mencom.2020.07.005}
}
MLA
Cite this
MLA Copy
Zefirov, Nikolay Alekseevich, et al. “Tubulin targeted antimitotic agents based on adamantane lead compound: synthesis, SAR and molecular modeling.” Mendeleev Communications, vol. 30, no. 4, Jun. 2020, pp. 421-423. https://mendcomm.colab.ws/publications/10.1016/j.mencom.2020.07.005.

Keywords

adamantane
colchicine binding site
dual-target profile
lung carcinoma A549
structure–activity relationship
tubulin

Abstract

5-Hydroxymethyl-2-methoxyphenyl adamantane-1-acetate inhibits cell proliferation and stimulates depolymerization of microtubules of cancer cells to free tubulin. Its analogues were synthesized via the Steglich or Mitsunobu reactions to determine the role of structural subunits of the molecule in tubulin binding. Based on the structure–activity relationship studies, metabolically stable 1-[2-(5-hydroxymethyl-2-methoxyphenyl)ethyl]adamantane was invented, which exhibits a dual-target profile and retains in vitro activity observed for the lead compound.

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