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Influence of derivatives of 2-((6-r-quinolin-4-yl)thio)acetic acid on rhizogenesis of Paulownia clones
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Метадані
Опис
In recent years, the demand for effective and low-toxic stimulators of rhizogenesis, which are used in microclonal propagation of
plants, has been increasing in Ukraine. One of the promising directions in the search for effective compounds is molecular modeling
based on known natural and synthetic compounds. The development of new highly effective and low-toxic biologically active com-
pounds is largely based on derivatives of nitrogen-containing heterocycles, and quinoline occupies a significant place among them.
Modern methods of chemometric analysis make it possible to find certain regularities in the "chemical structure – biological activity"
and to select the most promising compounds for experimental research. The values of lipophilicity log P for neutral forms and the
value of the distribution coefficient log D at pH = 7 were obtained by quantum chemical calculation. The values of log P and log D of
the studied compounds are in the most favourable interval for overcoming the biological membranes of the cells of the root system,
depending on the pH of the environment. According to Lipinski’s "rule of five", all studied compounds can show high biological
activity. The toxicity of compounds of 2-((6-R-quinolin-4-yl)thio)acetic acid derivatives was evaluated by computer programs and
experimentally. Among the derivatives of 2-((6-R-quinolin-4-yl)thio)acetic acid, the most toxic compounds were those that did not
have alkoxy substituents in the 6th position of the quinoline ring. Sodium salts are more toxic than the corresponding acids. This is
due to an increase in the bioavailability of ionized compounds. Derivatives of 2-((6-R-quinolin-4-yl)thio)acetic acid (sodium salt of 2-
((quinolin-4-yl)thio)acetic acid (QAC-5) showed the greatest toxic effect on the model of the study of progressive sperm motility)
and 2-((quinolin-4-yl)thio)acetic acid (QAC-1), which will reduce this indicator by 15–20% compared to intact. The toxicity assess-
ment of the studied compounds made it possible to determine a number of factors of the structure of molecules which affect the level of toxic action of 2-((6-R-quinolin-4-yl)thio)acetic acid derivatives and the directions of creation of non-toxic growth stimulants in
this series. The impact on rhizogenesis during microclonal reproduction in vitro in explants Paulownia clone 112 and further adapta-
tion of microplants in vivo hybrid molecules of quinoline and acetic acid, which are analogues of known growth stimulants, was
studied. A number of factors influencing the level of influence on rhizogenesis of the action of derivatives of 2-((6-R-quinolin-4-
yl)thio)acetic acid and directions of creation of highly active substances in this series was defined. The studied compounds showed a high stimulating effect on rhizogenesis in vitro in Paulownia explants. It was established that the sodium salt of 2-((quinolin-4-
yl)thio)acetic acid was the greatest stimulator of rhizogenesis compared to the corresponding original acid. The presence of alkoxy
groups in the 6th position and methyl in the 2nd position of the quinoline ring of 2-((6-R-quinolin-4-yl)thio)acetic acid reduced the
activity of the compounds. The selection of new effective, low-toxic, less expensive substances was carried out for further testing as potential stimulators of rhizogenesis for microclonal propagation of plants.
Назва
Influence of derivatives of 2-((6-r-quinolin-4-yl)thio)acetic acid on rhizogenesis of Paulownia clones
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Дата публікації:
Бібліографічний опис:
Zavhorodnii, M. Influence of derivatives of 2-((6-r-quinolin4-yl)thio)acetic acid on rhizogenesis of Paulownia clones / М. Zavhorodnii, N. Derevianko, T. Shkopynska, M. Kornet, O. Brazhko // Regulatory Mechanisms in Biosystems. - 2022. - №13(3). - P. 213–218.
Видавець:
Regulatory Mechanisms in Biosystems
Ключові слова:
hybrid molecules; quinoline derivatives; stimulation of rhizogenesis; bioavailability factors; lipophilicity; toxicity; progressive motility; microclonal propagation of plants.