BIOLOGICAL ACTIVITY OF ISOPROPYLAMINE ANTHRAQUINONE

Authors

DOI:

https://doi.org/10.11603/2312-0967.2024.2.14820

Keywords:

anthraquinones, synthesis, cytotoxicity, SwissAdme

Abstract

The aim of the work. To predict the drug-likeness and toxicity using modern web tools of the isopropylaminoanthraquinone compound, as well as to experimentally prove a possible mechanism of antitumor activity.

Materials and Methods. For the anthraquinone compound, an in silico drug-likeness and toxicity screening was performed using SwissADME and ProTox II online services. Prediction of the antitumor activity mechanism was analyzed using the US National Cancer Institute (NCI) PRISM service.

Results and Discussion. 1-Amino-4-(isopropylamino)-9,10-dioxo-9,10-dihydroanthracene-2-sulfonic acid was synthesized by the reaction of nucleophilic substitution of bromamic acid with isopropylamine, which acted as a nucleoforming agent. The structure of the synthesized derivative (98% yield) was confirmed by 1H, 13C NMR, IR and LC-MS spectra. The studied anthraquinone compound showed satisfactory drug-like characteristics and a low toxicity profile.

Conclusions. The obtained results may become a platform for further structural optimization of the identified compound based on anthraquinone with an isopropylamine fragment in the development of modern anticancer drugs.

Author Biographies

V. I. Shupenyuk, Vasyl Stefanyk Precarpathian National University

PhD (Chemistry)

A. V. Lozynskyi, Danylo Halytsky Lviv National Medical University

DSc (Pharmacy), Associate Professor of the Department of Pharmaceutical, Organic and Bioorganic Chemistry

I. I. Ivasechko, Institute of Cell Biology of the National Academy of Sciences of Ukraine

PhD (Biology), Department of Cell Proliferation and Apoptosis Regulation

Yu. K. Konechny, Danylo Halytsky Lviv National Medical University

PhD (Pharmacology)

T. M. Taras, Vasyl Stefanyk Precarpathian National University

PhD (Chemistry), Associate Professor of the Department of Environmental Chemistry and Chemical Education

M. P. Matkivskyi, Vasyl Stefanyk Precarpathian National University

PhD (Technic Sciences), Associate Professor of the Department of Environmental Chemistry and Chemical Education

Nepolraj Amaladoss, PGP College of Arts and Science, Paramathi, India

PhD (Chemistry), Department of Chemistry

G. D. Derkach, Ivano-Frankivsk National Medical University

PhD (Chemistry), assistant professor of the Department of Chemistry, Pharmaceutical Analysis and Postgraduate Education

R. B. Lesyk, Danylo Halytsky Lviv National Medical University

DSc (Pharmacy), Head of the Department of Pharmaceutical, Organic and Bioorganic Chemistry

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Published

2024-06-28

How to Cite

Shupenyuk, V. I., Lozynskyi, A. V., Ivasechko, I. I., Konechny, Y. K., Taras, T. M., Matkivskyi, M. P., … Lesyk, R. B. (2024). BIOLOGICAL ACTIVITY OF ISOPROPYLAMINE ANTHRAQUINONE. Pharmaceutical Review Farmacevtičnij časopis, (2), 14–21. https://doi.org/10.11603/2312-0967.2024.2.14820

Issue

No. 2 (2024)

Section

Synthesis of biologically active compounds

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