TY  - JOUR
AU  - Kop, Tatjana J.
AU  - Terzić-Jovanović, Nataša
AU  - Žižak, Željko
AU  - Šolaja, Bogdan A.
AU  - Milić, Dragana R.
PY  - 2022
UR  - https://pubs.rsc.org/en/content/articlelanding/2022/ra/d2ra03717c
UR  - http://cherry.chem.bg.ac.rs/handle/123456789/5523
AB  - Iron salt-promoted reaction of estrone and its derivatives with              meta              -chloroperoxybenzoic acid was developed and epoxyquinols were further transformed. Most compounds showed              in vitro              antiproliferative activity.                      ,                           A new oxidant, containing              m              -chloroperoxybenzoic acid (MCPBA) and an iron salt, was developed and used for oxidation of steroidal phenols to a quinol/epoxyquinol mixture. Reaction was optimized for estrone, by varying initiators (Fe-salts), reaction temperature, time and mode of MCPBA application. A series of five more substrates (17β-estradiol and its hydrophobized derivatives) was subjected to the optimized oxidation, providing corresponding              p              -quinols and 4β,5β-epoxyquinols in good to moderate yields. The obtained epoxyquinols were additionally transformed by oxidation, as well as the acid-catalyzed oxirane opening. In a preliminary study of the antiproliferative activity against human cancer cell lines, all newly synthesized compounds expressed moderate to high activity.
PB  - Royal Society of Chemistry
T2  - RSC AdvancesRSC Adv.
T1  - Iron salt-promoted oxidation of steroidal phenols by m -chloroperbenzoic acid: a route to possible antitumor agents
VL  - 12
IS  - 32
SP  - 20649
EP  - 20655
DO  - 10.1039/D2RA03717C
ER  - 

@article{
author = "Kop, Tatjana J. and Terzić-Jovanović, Nataša and Žižak, Željko and Šolaja, Bogdan A. and Milić, Dragana R.",
year = "2022",
abstract = "Iron salt-promoted reaction of estrone and its derivatives with              meta              -chloroperoxybenzoic acid was developed and epoxyquinols were further transformed. Most compounds showed              in vitro              antiproliferative activity.                      ,                           A new oxidant, containing              m              -chloroperoxybenzoic acid (MCPBA) and an iron salt, was developed and used for oxidation of steroidal phenols to a quinol/epoxyquinol mixture. Reaction was optimized for estrone, by varying initiators (Fe-salts), reaction temperature, time and mode of MCPBA application. A series of five more substrates (17β-estradiol and its hydrophobized derivatives) was subjected to the optimized oxidation, providing corresponding              p              -quinols and 4β,5β-epoxyquinols in good to moderate yields. The obtained epoxyquinols were additionally transformed by oxidation, as well as the acid-catalyzed oxirane opening. In a preliminary study of the antiproliferative activity against human cancer cell lines, all newly synthesized compounds expressed moderate to high activity.",
publisher = "Royal Society of Chemistry",
journal = "RSC AdvancesRSC Adv.",
title = "Iron salt-promoted oxidation of steroidal phenols by m -chloroperbenzoic acid: a route to possible antitumor agents",
volume = "12",
number = "32",
pages = "20649-20655",
doi = "10.1039/D2RA03717C"
}

Kop, T. J., Terzić-Jovanović, N., Žižak, Ž., Šolaja, B. A.,& Milić, D. R.. (2022). Iron salt-promoted oxidation of steroidal phenols by m -chloroperbenzoic acid: a route to possible antitumor agents. in RSC AdvancesRSC Adv.
Royal Society of Chemistry., 12(32), 20649-20655.
https://doi.org/10.1039/D2RA03717C

Kop TJ, Terzić-Jovanović N, Žižak Ž, Šolaja BA, Milić DR. Iron salt-promoted oxidation of steroidal phenols by m -chloroperbenzoic acid: a route to possible antitumor agents. in RSC AdvancesRSC Adv.. 2022;12(32):20649-20655.
doi:10.1039/D2RA03717C .

Kop, Tatjana J., Terzić-Jovanović, Nataša, Žižak, Željko, Šolaja, Bogdan A., Milić, Dragana R., "Iron salt-promoted oxidation of steroidal phenols by m -chloroperbenzoic acid: a route to possible antitumor agents" in RSC AdvancesRSC Adv., 12, no. 32 (2022):20649-20655,
https://doi.org/10.1039/D2RA03717C . .