TY  - JOUR
AU  - Bakulina, Olga
AU  - Bannykh, Anton
AU  - Jovanović, Mirna
AU  - Domračeva, Ilona
AU  - Podolski-Renić, Ana
AU  - Žalubovskis, Raivis
AU  - Pešić, Milica
AU  - Dar'in, Dmitry
AU  - Krasavin, Mikhail
PY  - 2019
UR  - https://www.tandfonline.com/doi/full/10.1080/14756366.2019.1575372
UR  - http://www.pubmedcentral.nih.gov/articlerender.fcgi?artid=PMC6374954
UR  - https://radar.ibiss.bg.ac.rs/handle/123456789/3266
AB  - Human thioredoxin reductase 1 (TrxR1) is a selenocysteine-containing enzyme which plays a crucial role in regulating numerous redox signalling pathways within the cell. While its functioning is important in all cells, levels of TrxR1 expression are higher in cancer cells, possibly as an adaptation to much higher levels of reactive oxygen species and the need for more extensive DNA synthesis. This makes TrxR1 an attractive target for cancer therapy development. Inspired by the structure of disulphide compounds which have advanced through various stages of clinical development, we designed a series of dithiodiglycolic acid derivatives. These were prepared from respective thiol synthons using an iodine- or benzotriazolyl chloride-promoted oxidative disulphide bond formation. Inhibition of TrxR present in cell lysates from human neuroblastoma cells (SH-SY5Y) and rat liver cells indicated several compounds with a potential for TrxR inhibition. Some of these compounds were also tested for growth inhibition against two human cancer cell lines and normal human keratinocytes.
T2  - Journal of Enzyme Inhibition and Medicinal Chemistry
T1  - Design, synthesis, and biological evaluation of novel derivatives of dithiodiglycolic acid prepared via oxidative coupling of thiols.
IS  - 1
VL  - 34
DO  - 10.1080/14756366.2019.1575372
SP  - 665
EP  - 671
ER  - 

@article{
author = "Bakulina, Olga and Bannykh, Anton and Jovanović, Mirna and Domračeva, Ilona and Podolski-Renić, Ana and Žalubovskis, Raivis and Pešić, Milica and Dar'in, Dmitry and Krasavin, Mikhail",
year = "2019",
abstract = "Human thioredoxin reductase 1 (TrxR1) is a selenocysteine-containing enzyme which plays a crucial role in regulating numerous redox signalling pathways within the cell. While its functioning is important in all cells, levels of TrxR1 expression are higher in cancer cells, possibly as an adaptation to much higher levels of reactive oxygen species and the need for more extensive DNA synthesis. This makes TrxR1 an attractive target for cancer therapy development. Inspired by the structure of disulphide compounds which have advanced through various stages of clinical development, we designed a series of dithiodiglycolic acid derivatives. These were prepared from respective thiol synthons using an iodine- or benzotriazolyl chloride-promoted oxidative disulphide bond formation. Inhibition of TrxR present in cell lysates from human neuroblastoma cells (SH-SY5Y) and rat liver cells indicated several compounds with a potential for TrxR inhibition. Some of these compounds were also tested for growth inhibition against two human cancer cell lines and normal human keratinocytes.",
journal = "Journal of Enzyme Inhibition and Medicinal Chemistry",
title = "Design, synthesis, and biological evaluation of novel derivatives of dithiodiglycolic acid prepared via oxidative coupling of thiols.",
number = "1",
volume = "34",
doi = "10.1080/14756366.2019.1575372",
pages = "665-671"
}

Bakulina, O., Bannykh, A., Jovanović, M., Domračeva, I., Podolski-Renić, A., Žalubovskis, R., Pešić, M., Dar'in, D.,& Krasavin, M.. (2019). Design, synthesis, and biological evaluation of novel derivatives of dithiodiglycolic acid prepared via oxidative coupling of thiols.. in Journal of Enzyme Inhibition and Medicinal Chemistry, 34(1), 665-671.
https://doi.org/10.1080/14756366.2019.1575372

Bakulina O, Bannykh A, Jovanović M, Domračeva I, Podolski-Renić A, Žalubovskis R, Pešić M, Dar'in D, Krasavin M. Design, synthesis, and biological evaluation of novel derivatives of dithiodiglycolic acid prepared via oxidative coupling of thiols.. in Journal of Enzyme Inhibition and Medicinal Chemistry. 2019;34(1):665-671.
doi:10.1080/14756366.2019.1575372 .

Bakulina, Olga, Bannykh, Anton, Jovanović, Mirna, Domračeva, Ilona, Podolski-Renić, Ana, Žalubovskis, Raivis, Pešić, Milica, Dar'in, Dmitry, Krasavin, Mikhail, "Design, synthesis, and biological evaluation of novel derivatives of dithiodiglycolic acid prepared via oxidative coupling of thiols." in Journal of Enzyme Inhibition and Medicinal Chemistry, 34, no. 1 (2019):665-671,
https://doi.org/10.1080/14756366.2019.1575372 . .