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Journal of Enzyme Inhibition and Medicinal Chemistry Volume 34, 2019 - Issue 1
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Design, synthesis, and biological evaluation of novel derivatives of dithiodiglycolic acid prepared via oxidative coupling of thiols

Olga BakulinaSaint Petersburg State University, Saint Petersburg, Russian Federation; View further author information
,
Anton BannykhSaint Petersburg State University, Saint Petersburg, Russian Federation; View further author information
,
Mirna JovanovićInstitute for Biological Research “Siniša Stanković”, University of Belgrade, Belgrade, Serbia; View further author information
,
Ilona DomračevaLatvian Institute of Organic Synthesis, Riga, Latvia; View further author information
,
Ana Podolski-RenićInstitute for Biological Research “Siniša Stanković”, University of Belgrade, Belgrade, Serbia; View further author information
,
Raivis ŽalubovskisLatvian Institute of Organic Synthesis, Riga, Latvia; ;Faculty of Materials Science and Applied Chemistry, Institute of Technology of Organic Chemistry, Riga Technical University, Riga, LatviaView further author information
,
Milica PešićInstitute for Biological Research “Siniša Stanković”, University of Belgrade, Belgrade, Serbia; View further author information
,
Dmitry Dar’inSaint Petersburg State University, Saint Petersburg, Russian Federation; View further author information
&
Mikhail KrasavinSaint Petersburg State University, Saint Petersburg, Russian Federation; Correspondence[email protected]
View further author information
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Pages 665-671 | Received 20 Dec 2018, Accepted 22 Jan 2019, Published online: 12 Feb 2019

Figures & data

Figure 1. Known disulphide TrxR inhibitors (1–7) and fluorescent probes (8–10) as well as compounds explored in this work (11–13).

Figure 1. Known disulphide TrxR inhibitors (1–7) and fluorescent probes (8–10) as well as compounds explored in this work (11–13).

Scheme 1. Preparation of symmetric disulphides 11a–k.

Scheme 1. Preparation of symmetric disulphides 11a–k.

Scheme 2. Preparation of non-symmetric disulphides 12(13)a.

Scheme 2. Preparation of non-symmetric disulphides 12(13)a.

Table 1. Inhibition profile of compounds prepared in this work against TrxR1 measured in neuroblastoma (SHSY5Y) and hepatocyte lysates; cytotoxicity profile of selected compounds determined against SHSY5Y, U87, and HaCaT cells.

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