Bioorganic Chemistry, volume 115, pages 105267

Photochemical synthesis, intercalation with DNA and antitumor evaluation in vitro of benzo[d]thiazolo[3,2-a]quinolin-10-ium derivatives.

Saifutiarova Alina E ^{1, 2}

Abakumov Maxim A.

Fedorova Olga A

Fedorov Yuri V

Tsvetkov Vladimir B

Chmelyuk Nelly S. ³

Rustamova Dina A ¹

Gulakova Elena N ⁴

Aliev Teimur M

Fedorov Yury V ⁴

Tsvetkov Vladimir B. ⁵

Abakumov Maxim A. ^{6, 7}

Aliev Teimur ⁴

Федорова О. С. ^{1, 2}

Hide authors affiliations Show authors affiliations: 7 affiliations

D. Mendeleev University of Chemical Technology of Russia, 125047, Miusskaya sqr. 9, Moscow, Russia |

A. N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, 119991, Vavilova str., 28, Moscow, Russia |

Laboratory Biomedical Nanomaterials, National University of Science and Technology "MISiS, Leninskiy Prospect, 4, 119049 Moscow, Russia. |

⁴

A. N. Nesmeyanov Institute of Organoelement Compounds of Russian Academy of Sciences, 119991, Vavilova str. 28, Moscow, Russia |

⁵

WCRC “Digital biodesign and personalized healthcare”, Sechenov First Moscow State Medical University, 8/2 Trubetskaya Str., Moscow 119146, Russia |

⁶

Laboratory “Biomedical Nanomaterials”, National University of Science and Technology “MISiS”, Leninskiy Prospect, 4, 119049 Moscow, Russia |

⁷

Department of Medical Nanobiotechnoilogy, Pirogov Russian National Research Medical University, Ostrovityanova str., 1, 117997 Moscow, Russia |

Publication type: Journal Article

Publication date: 2021-10-01

Elsevier

Journal: Bioorganic Chemistry

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Impact factor: 5.1

ISSN: 00452068, 10902120

DOI: 10.1016/j.bioorg.2021.105267

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Organic Chemistry

Drug Discovery

Biochemistry

Molecular Biology

Abstract

A new anticancer benzo[d]thiazolo[3,2-a]quinolin-10-ium derivatives were synthesized and characterized. Anticancer evaluation in vitro against four cancer cell lines including adenocarcinomic human alveolar basal epithelial cells (A549), hepatocellular carcinoma (HepG2), prostate cancer (PC3) and breast cancer (MCF7) indicated that some of prepared compounds shows higher selectivity in comparison with doxorubicin. DNA interaction studies by optical, CD, NMR spectroscopies showed the high affinity of benzothiazole ligands towards the dsDNA. The ligand-DNA interaction occurs through the intercalation of benzo[d]thiazolo[3,2-a]quinolin-10-ium derivatives with nucleic acid. The investigation of formed ligand - DNA complexes by docking and molecular dynamic calculations was applied for analysis of the relationship between structure and anticancer activity. The results suggested that benzo[d]thiazolo[3,2-a]quinolin-10-ium derivatives might serve as a novel scaffold for the future development to new antitumor agents.

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	1
Journal of Medicinal Chemistry	Journal of Medicinal Chemistry, 1, 20% Journal of Medicinal Chemistry 1 publication, 20%
Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy	Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy, 1, 20% Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy 1 publication, 20%
Frontiers in Pharmacology	Frontiers in Pharmacology, 1, 20% Frontiers in Pharmacology 1 publication, 20%
ChemistrySelect	ChemistrySelect, 1, 20% ChemistrySelect 1 publication, 20%
Russian Chemical Bulletin	Russian Chemical Bulletin, 1, 20% Russian Chemical Bulletin 1 publication, 20%
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American Chemical Society (ACS)	American Chemical Society (ACS), 1, 20% American Chemical Society (ACS) 1 publication, 20%
Elsevier	Elsevier, 1, 20% Elsevier 1 publication, 20%
Frontiers Media S.A.	Frontiers Media S.A., 1, 20% Frontiers Media S.A. 1 publication, 20%
Wiley	Wiley, 1, 20% Wiley 1 publication, 20%
Springer Nature	Springer Nature, 1, 20% Springer Nature 1 publication, 20%
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Saifutiarova A. E. et al. Photochemical synthesis, intercalation with DNA and antitumor evaluation in vitro of benzo[d]thiazolo[3,2-a]quinolin-10-ium derivatives. // Bioorganic Chemistry. 2021. Vol. 115. p. 105267.

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Saifutiarova A. E., Fedorov Y. V., Tsvetkov V. B., Rustamova D. A., Gulakova E. N., Chmelyuk N. S., Abakumov M. A., Aliev T. M., Fedorova O. A., Fedorov Y. V., Tsvetkov V. B., Abakumov M. A., Aliev T., Федорова О. С. Photochemical synthesis, intercalation with DNA and antitumor evaluation in vitro of benzo[d]thiazolo[3,2-a]quinolin-10-ium derivatives. // Bioorganic Chemistry. 2021. Vol. 115. p. 105267.

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RIS Copy

TY - JOUR

DO - 10.1016/j.bioorg.2021.105267

UR - https://doi.org/10.1016%2Fj.bioorg.2021.105267

TI - Photochemical synthesis, intercalation with DNA and antitumor evaluation in vitro of benzo[d]thiazolo[3,2-a]quinolin-10-ium derivatives.

T2 - Bioorganic Chemistry

AU - Saifutiarova, Alina E

AU - Fedorov, Yuri V

AU - Tsvetkov, Vladimir B

AU - Rustamova, Dina A

AU - Gulakova, Elena N

AU - Chmelyuk, Nelly S.

AU - Abakumov, Maxim A.

AU - Aliev, Teimur M

AU - Fedorova, Olga A

AU - Fedorov, Yury V

AU - Tsvetkov, Vladimir B.

AU - Abakumov, Maxim A.

AU - Aliev, Teimur

AU - Федорова, О. С.

PY - 2021

DA - 2021/10/01 00:00:00

PB - Elsevier

SP - 105267

VL - 115

SN - 0045-2068

SN - 1090-2120

ER -

BibTex

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BibTex Copy

@article{2021_Saifutiarova,

author = {Alina E Saifutiarova and Yuri V Fedorov and Vladimir B Tsvetkov and Dina A Rustamova and Elena N Gulakova and Nelly S. Chmelyuk and Maxim A. Abakumov and Teimur M Aliev and Olga A Fedorova and Yury V Fedorov and Vladimir B. Tsvetkov and Maxim A. Abakumov and Teimur Aliev and О. С. Федорова},

title = {Photochemical synthesis, intercalation with DNA and antitumor evaluation in vitro of benzo[d]thiazolo[3,2-a]quinolin-10-ium derivatives.},

journal = {Bioorganic Chemistry},

year = {2021},

volume = {115},

publisher = {Elsevier},

month = {oct},

url = {https://doi.org/10.1016%2Fj.bioorg.2021.105267},

pages = {105267},

doi = {10.1016/j.bioorg.2021.105267}

}

Found error?

Publisher

Elsevier

Journal

Bioorganic Chemistry

Quartile SCImago

Quartile WOS

Impact factor

5.1

ISSN

00452068 (Print)
10902120 (Electronic)

Labs

Biomedical Nanomaterials Laboratory

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