The rational design of novel 5-amino-2-oxindole derivatives with antiglaucomic activity.

Autor: Eremeev RO; Department of Chemistry, Lomonosov Moscow State University, 119992 Moscow, Russian Federation. Electronic address: roma.chem.dep@mail.ru., Beznos OV; Federal State Institute 'Helmholtz Moscow Research Institute of Eye Diseases' of the Russian Federation Ministry of Health, Moscow, Russian Federation., Efremov AM; Department of Chemistry, Lomonosov Moscow State University, 119992 Moscow, Russian Federation; Institute of Physiologically Active Compounds at Federal Research Center of Problems of Chemical Physics and Medicinal Chemistry, Russian Academy of Sciences (IPAC RAS), 142432 Chernogolovka, Moscow Region, Russian Federation., Chesnokova NB; Federal State Institute 'Helmholtz Moscow Research Institute of Eye Diseases' of the Russian Federation Ministry of Health, Moscow, Russian Federation., Lozinskaya NA; Department of Chemistry, Lomonosov Moscow State University, 119992 Moscow, Russian Federation. Electronic address: natalylozinskaya@mail.ru.
Jazyk: angličtina
Zdroj: Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2023 Jun 15; Vol. 90, pp. 129334. Date of Electronic Publication: 2023 May 18.
DOI: 10.1016/j.bmcl.2023.129334
Abstrakt: Compounds with a 2-oxindole scaffold play an important role in organic synthesis and especially in the synthesis of bioactive organic compounds, therefore, the development of new methods for modifying this scaffold is a very interesting and urgent task. In the framework of this study, we have created a rational approach to the synthesis of 5-amino-substituted derivatives of 2-oxindole. The approach is characterized by good total yield and a small number of steps. One-stage modification of obtained 5-amino-2-oxindoles leads to compounds with promising antiglaucomic activity. The most active compound 7a reduce intraocular pressure by 24% in normotensive rabbits (18% for reference drug timolol).
Competing Interests: Declaration of Competing Interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.
(Copyright © 2023. Published by Elsevier Ltd.)
Databáze: MEDLINE
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