Water-Soluble Salts Based on Benzofuroxan Derivatives-Synthesis and Biological Activity
Autor: | Elena Chugunova, Victoria Matveeva, Alena Tulesinova, Emil Iskanderov, Nurgali Akylbekov, Alexey Dobrynin, Ayrat Khamatgalimov, Nurbol Appazov, Lyazat Boltayeva, Bakhytzhan Duisembekov, Mukhtar Zhanakov, Yulia Aleksandrova, Tatyana Sashenkova, Elena Klimanova, Ugulzhan Allayarova, Anastasia Balakina, Denis Mishchenko, Alexander Burilov, Margarita Neganova |
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Rok vydání: | 2022 |
Předmět: |
Inorganic Chemistry
benzofuroxan water-soluble salt cancer glycolysis phytopathological analyses of agricultural crops growth stimulators and regulators acute toxicity Organic Chemistry General Medicine Physical and Theoretical Chemistry Molecular Biology Spectroscopy Catalysis Computer Science Applications |
Zdroj: | International Journal of Molecular Sciences; Volume 23; Issue 23; Pages: 14902 |
ISSN: | 1422-0067 |
Popis: | A series of novel water-soluble salts of benzofuroxans was achieved via aromatic nucleophilic substitution reaction of 4,6-dichloro-5-nitrobenzofuroxan with various amines. The salts obtained showed good effectiveness of the pre-sowing treatment of seeds of agricultural crops at concentrations of 20–40 mmol. In some cases, the seed treatment with salts leads not only to improved seed germination, but also to the suppression of microflora growth. Additionally, their anti-cancer activityin vitrohas been researched. The compounds with morpholine fragments or a fragment of N-dimethylpropylamine, demonstrated the highest cytotoxic activity, which is in good correlation with the ability to inhibit the glycolysis process in tumor cells. Two compounds 4e and 4g were selected for further experiments using laboratory animals. It was found that the lethal dose of 50% (LD50) is 22.0 ± 1.33 mg/kg for 4e and 13.75 ± 1.73 mg/kg for 4g, i.e., compound 4e is two times less toxic than 4g, according to the mouse model in vivo. It was shown that the studied compounds exhibit antileukemia activity after a single intraperitoneal injection at doses from 1.25 to 5 mg/kg, as a result of which the average lifespan of animals with a P388 murine leukemia tumor increases from 20 to 28%. Thus, the water-soluble salts of benzofuroxans can be considered as promisingcandidates for further development, both as anti-cancer agents and as stimulants for seed germination and regulators of microflora crop growth. |
Databáze: | OpenAIRE |
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