Synthesis and Characterization of 4,11-Diaminoanthra[2,3-b]furan-5,10-diones: Tumor Cell Apoptosis through tNOX-Modulated NAD+/NADH Ratio and SIRT1
Alexander S Tikhomirov
1, 2
,
Andrey Shchekotikhin
1, 2
,
Yi-Hui Lee
3
,
Yi-Ann Chen
3
,
Chia An Yeh
3
,
Victor Tatarskiy
4
,
Lyubov G Dezhenkova
1
,
Valeria A. Glazunova
4
,
Jan Balzarini
5
,
Alexander A. Shtil
4, 6
,
Maria N Preobrazhenskaya
1
,
Pin-Ju Chueh
3, 7, 8, 9
8
Department
of Medical Research, China Medical University Hospital, Taichung 40402, Taiwan
|
Publication type: Journal Article
Publication date: 2015-12-15
scimago Q1
wos Q1
SJR: 1.801
CiteScore: 11.5
Impact factor: 6.8
ISSN: 00222623, 15204804
PubMed ID:
26633734
Drug Discovery
Molecular Medicine
Abstract
A series of new 4,11-diaminoanthra[2,3-b]furan-5,10-dione derivatives with different side chains were synthesized. Selected 2-unsubstituted derivatives 11-14 showed high antiproliferative potency on a panel of mammalian tumor cell lines including multidrug resistance variants. Compounds 11-14 utilized multiple mechanisms of cytotoxicity including inhibition of Top1/Top2-mediated DNA relaxation, reduced NAD(+)/NADH ratio through tNOX inhibition, suppression of a NAD(+)-dependent sirtuin 1 (SIRT1) deacetylase activity, and activation of caspase-mediated apoptosis. Here, for the first time, we report that tumor-associated NADH oxidase (tNOX) and SIRT1 are important cellular targets of antitumor anthracene-9,10-diones.
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Total citations:
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Citations from 2024:
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GOST
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Tikhomirov A. S. et al. Synthesis and Characterization of 4,11-Diaminoanthra[2,3-b]furan-5,10-diones: Tumor Cell Apoptosis through tNOX-Modulated NAD+/NADH Ratio and SIRT1 // Journal of Medicinal Chemistry. 2015. Vol. 58. No. 24. pp. 9522-9534.
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Tikhomirov A. S., Shchekotikhin A., Lee Y., Chen Y., Yeh C. A., Tatarskiy V., Dezhenkova L. G., Glazunova V. A., Balzarini J., Shtil A. A., Preobrazhenskaya M. N., Chueh P. Synthesis and Characterization of 4,11-Diaminoanthra[2,3-b]furan-5,10-diones: Tumor Cell Apoptosis through tNOX-Modulated NAD+/NADH Ratio and SIRT1 // Journal of Medicinal Chemistry. 2015. Vol. 58. No. 24. pp. 9522-9534.
Cite this
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TY - JOUR
DO - 10.1021/acs.jmedchem.5b00859
UR - https://doi.org/10.1021/acs.jmedchem.5b00859
TI - Synthesis and Characterization of 4,11-Diaminoanthra[2,3-b]furan-5,10-diones: Tumor Cell Apoptosis through tNOX-Modulated NAD+/NADH Ratio and SIRT1
T2 - Journal of Medicinal Chemistry
AU - Tikhomirov, Alexander S
AU - Shchekotikhin, Andrey
AU - Lee, Yi-Hui
AU - Chen, Yi-Ann
AU - Yeh, Chia An
AU - Tatarskiy, Victor
AU - Dezhenkova, Lyubov G
AU - Glazunova, Valeria A.
AU - Balzarini, Jan
AU - Shtil, Alexander A.
AU - Preobrazhenskaya, Maria N
AU - Chueh, Pin-Ju
PY - 2015
DA - 2015/12/15
PB - American Chemical Society (ACS)
SP - 9522-9534
IS - 24
VL - 58
PMID - 26633734
SN - 0022-2623
SN - 1520-4804
ER -
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@article{2015_Tikhomirov,
author = {Alexander S Tikhomirov and Andrey Shchekotikhin and Yi-Hui Lee and Yi-Ann Chen and Chia An Yeh and Victor Tatarskiy and Lyubov G Dezhenkova and Valeria A. Glazunova and Jan Balzarini and Alexander A. Shtil and Maria N Preobrazhenskaya and Pin-Ju Chueh},
title = {Synthesis and Characterization of 4,11-Diaminoanthra[2,3-b]furan-5,10-diones: Tumor Cell Apoptosis through tNOX-Modulated NAD+/NADH Ratio and SIRT1},
journal = {Journal of Medicinal Chemistry},
year = {2015},
volume = {58},
publisher = {American Chemical Society (ACS)},
month = {dec},
url = {https://doi.org/10.1021/acs.jmedchem.5b00859},
number = {24},
pages = {9522--9534},
doi = {10.1021/acs.jmedchem.5b00859}
}
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Tikhomirov, Alexander S., et al. “Synthesis and Characterization of 4,11-Diaminoanthra[2,3-b]furan-5,10-diones: Tumor Cell Apoptosis through tNOX-Modulated NAD+/NADH Ratio and SIRT1.” Journal of Medicinal Chemistry, vol. 58, no. 24, Dec. 2015, pp. 9522-9534. https://doi.org/10.1021/acs.jmedchem.5b00859.
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