Synthesis and cytotoxicity of novel dispiro derivatives of 5-arylidenoxazolones, potential inhibitors of p53—MDM2 protein-protein interaction
A А Beloglazkina
1
,
D А Skvortsov
1
,
V. A. Tafeenko
1
,
А G Majouga
1
,
N. V. Zyk
1
,
Е К Beloglazkina
1
Publication type: Journal Article
Publication date: 2018-03-01
scimago Q3
SJR: 0.305
CiteScore: 2.8
Impact factor: —
ISSN: 10665285, 15739171
General Chemistry
Abstract
Regioselective synthesis of new dispiro indolinones combining both an indolinone and an oxazolone fragment in their structure comprised the 1,3-dipolar cycloaddition of azomethine ylides, generated in situ from isatin and sarcosine, at 2-aryl-5-arylmethylidene-substituted 1,3-oxazol-5(4H)-ones. When ortho and para halogen atoms were present in the aromatic substituents of the starting oxazolones, complex mixtures containing large amounts of oxazoline ring opening products and their dispiro derivatives were formed. The cytotoxicity of compounds was tested by MTT on LNCaP, PC3, HCT116, MCF7, A549, HEK, and VA13 cell lines. The compound possessing the best cytotoxicity revealed the IC50 = 1.08±0.96 μM towards the p53- expressing LNCaP cells and lower activity (IC50 = 3.21±1.45 μM) towards the non-expressing p53 protein PC3 cells, however, it has proved inactive towards the HCT cells, both expressing (HCТ+/+) and non-expressing (HCT–/–) p53.
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Beloglazkina A. А. et al. Synthesis and cytotoxicity of novel dispiro derivatives of 5-arylidenoxazolones, potential inhibitors of p53—MDM2 protein-protein interaction // Russian Chemical Bulletin. 2018. Vol. 67. No. 3. pp. 562-569.
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Beloglazkina A. А., Skvortsov D. А., Tafeenko V. A., Majouga А. G., Zyk N. V., Beloglazkina Е. К. Synthesis and cytotoxicity of novel dispiro derivatives of 5-arylidenoxazolones, potential inhibitors of p53—MDM2 protein-protein interaction // Russian Chemical Bulletin. 2018. Vol. 67. No. 3. pp. 562-569.
Cite this
RIS
Copy
TY - JOUR
DO - 10.1007/s11172-018-2111-x
UR - https://doi.org/10.1007/s11172-018-2111-x
TI - Synthesis and cytotoxicity of novel dispiro derivatives of 5-arylidenoxazolones, potential inhibitors of p53—MDM2 protein-protein interaction
T2 - Russian Chemical Bulletin
AU - Beloglazkina, A А
AU - Skvortsov, D А
AU - Tafeenko, V. A.
AU - Majouga, А G
AU - Zyk, N. V.
AU - Beloglazkina, Е К
PY - 2018
DA - 2018/03/01
PB - Springer Nature
SP - 562-569
IS - 3
VL - 67
SN - 1066-5285
SN - 1573-9171
ER -
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BibTex (up to 50 authors)
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@article{2018_Beloglazkina,
author = {A А Beloglazkina and D А Skvortsov and V. A. Tafeenko and А G Majouga and N. V. Zyk and Е К Beloglazkina},
title = {Synthesis and cytotoxicity of novel dispiro derivatives of 5-arylidenoxazolones, potential inhibitors of p53—MDM2 protein-protein interaction},
journal = {Russian Chemical Bulletin},
year = {2018},
volume = {67},
publisher = {Springer Nature},
month = {mar},
url = {https://doi.org/10.1007/s11172-018-2111-x},
number = {3},
pages = {562--569},
doi = {10.1007/s11172-018-2111-x}
}
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MLA
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Beloglazkina, A. А., et al. “Synthesis and cytotoxicity of novel dispiro derivatives of 5-arylidenoxazolones, potential inhibitors of p53—MDM2 protein-protein interaction.” Russian Chemical Bulletin, vol. 67, no. 3, Mar. 2018, pp. 562-569. https://doi.org/10.1007/s11172-018-2111-x.
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