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Novel analogs of 5-hydroxymethyl-2-methoxyphenyl adamantane-1-acetate: synthesis, biotesting, and molecular modeling

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Abstract

A series of novel analogs of dual-targeted antimitotic agent 5-hydroxymethyl-2-methoxyphenyl adamantane-1-acetate was synthesized. These compounds maintained the cytostatic ability of the lead molecule and induced no depolymerization of microtubules in human lung carcinoma cells A549. The importance of substituent positions in the aromatic ring for interactions with the microtubules was explained using computer molecular modeling.

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Authors and Affiliations

Authors

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Correspondence to N. A. Zefirov, S. A. Kuznetsov or O. N. Zefirova.

Additional information

This work was financially supported by the Russian Science Foundation (Project No. 19-13-00084). The synthesis and biotesting of compound 7a were performed in terms of state assignment AAAA-A16-116032250004-2. The authors are grateful to the German Academic Exchange Service.

This paper does not contain description of studies on animals or humans.

The authors declare no competing interests.

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 3, pp. 549–554, March, 2021.

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Zefirov, N.A., Mamaeva, A.V., Krasnoperova, A.I. et al. Novel analogs of 5-hydroxymethyl-2-methoxyphenyl adamantane-1-acetate: synthesis, biotesting, and molecular modeling. Russ Chem Bull 70, 549–554 (2021). https://doi.org/10.1007/s11172-021-3123-5

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  • DOI: https://doi.org/10.1007/s11172-021-3123-5

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