Open Access
Diverse Biological Activity of Benzofuroxan/Sterically Hindered Phenols Hybrids
Elena Chugunova
1
,
Kirill Matylitsky
1
,
Baurat Bazarbayev
2
,
Artem Rogachev
3, 4
,
Hoang Bao Tran Nguyen
2
,
Alexandra Voloshina
1
,
Anna Lyubina
1
,
Syumbelya Amerhanova
1
,
Victor Syakaev
1
,
Alexander Burilov
1
,
Nurbol Orynbasaruly Appazov
5, 6
,
Mukhtar Zhanakov
7
,
Leah Kuhn
8
,
Oleg Sinyashin
1
,
Igor V. Alabugin
1, 8
2
5
Laboratory of Engineering Profile “Physical and Chemical Methods of Analysis”, Korkyt Ata Kyzylorda University, Aitekebie Str. 29A, Kyzylorda 120014, Kazakhstan
|
6
I. Zhakhaev Kazakh Scientific Research Institute of Rice Growing, Abay Av. 25B, Kyzylorda 120008, Kazakhstan
|
Publication type: Journal Article
Publication date: 2023-03-28
PubMed ID:
37111256
Drug Discovery
Pharmaceutical Science
Molecular Medicine
Abstract
Combining two pharmacophores in a molecule can lead to useful synergistic effects. Herein, we show hybrid systems that combine sterically hindered phenols with dinitrobenzofuroxan fragments exhibit a broad range of biological activities. The modular assembly of such phenol/benzofuroxan hybrids allows variations in the phenol/benzofuroxan ratio. Interestingly, the antimicrobial activity only appears when at least two benzofuroxan moieties are introduced per phenol. The most potent of the synthesized compounds exhibit high cytotoxicity against human duodenal adenocarcinoma (HuTu 80), human breast adenocarcinoma (MCF-7), and human cervical carcinoma cell lines. This toxicity is associated with the induction of apoptosis via the internal mitochondrial pathway and an increase in ROS production. Encouragingly, the index of selectivity relative to healthy tissues exceeds that for the reference drugs Doxorubicin and Sorafenib. The biostability of the leading compounds in whole mice blood is sufficiently high for their future quantification in biological matrices.
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15
Total citations:
15
Citations from 2025:
7
(46.67%)
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MLA
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GOST
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Chugunova E. et al. Diverse Biological Activity of Benzofuroxan/Sterically Hindered Phenols Hybrids // Pharmaceuticals. 2023. Vol. 16. No. 4. p. 499.
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Chugunova E., Gibadullina E., Matylitsky K., Bazarbayev B., E. Neganova M., Volcho K. P., Rogachev A., Akylbekov N., Nguyen H. B. T., Voloshina A., Lyubina A., Amerhanova S., Syakaev V., Burilov A., Appazov N. O., Zhanakov M., Kuhn L., Sinyashin O., Alabugin I. V. Diverse Biological Activity of Benzofuroxan/Sterically Hindered Phenols Hybrids // Pharmaceuticals. 2023. Vol. 16. No. 4. p. 499.
Cite this
RIS
Copy
TY - JOUR
DO - 10.3390/ph16040499
UR - https://www.mdpi.com/1424-8247/16/4/499
TI - Diverse Biological Activity of Benzofuroxan/Sterically Hindered Phenols Hybrids
T2 - Pharmaceuticals
AU - Chugunova, Elena
AU - Gibadullina, Elmira
AU - Matylitsky, Kirill
AU - Bazarbayev, Baurat
AU - E. Neganova, Margarita
AU - Volcho, Konstantin P.
AU - Rogachev, Artem
AU - Akylbekov, Nurgali
AU - Nguyen, Hoang Bao Tran
AU - Voloshina, Alexandra
AU - Lyubina, Anna
AU - Amerhanova, Syumbelya
AU - Syakaev, Victor
AU - Burilov, Alexander
AU - Appazov, Nurbol Orynbasaruly
AU - Zhanakov, Mukhtar
AU - Kuhn, Leah
AU - Sinyashin, Oleg
AU - Alabugin, Igor V.
PY - 2023
DA - 2023/03/28
PB - MDPI
SP - 499
IS - 4
VL - 16
PMID - 37111256
SN - 1424-8247
ER -
Cite this
BibTex (up to 50 authors)
Copy
@article{2023_Chugunova,
author = {Elena Chugunova and Elmira Gibadullina and Kirill Matylitsky and Baurat Bazarbayev and Margarita E. Neganova and Konstantin P. Volcho and Artem Rogachev and Nurgali Akylbekov and Hoang Bao Tran Nguyen and Alexandra Voloshina and Anna Lyubina and Syumbelya Amerhanova and Victor Syakaev and Alexander Burilov and Nurbol Orynbasaruly Appazov and Mukhtar Zhanakov and Leah Kuhn and Oleg Sinyashin and Igor V. Alabugin},
title = {Diverse Biological Activity of Benzofuroxan/Sterically Hindered Phenols Hybrids},
journal = {Pharmaceuticals},
year = {2023},
volume = {16},
publisher = {MDPI},
month = {mar},
url = {https://www.mdpi.com/1424-8247/16/4/499},
number = {4},
pages = {499},
doi = {10.3390/ph16040499}
}
Cite this
MLA
Copy
Chugunova, Elena, et al. “Diverse Biological Activity of Benzofuroxan/Sterically Hindered Phenols Hybrids.” Pharmaceuticals, vol. 16, no. 4, Mar. 2023, p. 499. https://www.mdpi.com/1424-8247/16/4/499.