danДоклады Национальной академии наук БеларусиDoklady of the National Academy of Sciences of Belarus1561-83232524-2431The Republican Unitary Enterprise Publishing House "Belaruskaya Navuka"10.29235/1561-8323-2026-70-2-135-140dan-1303Research ArticleХИМИЯCHEMISTRYСинтез и биологическая активность боратов брассиностероидовSynthesis and bioactivity of brassinosteroid boratesХрипачВ. А.KhripachV. A.

Хрипач Владимир Александрович – академик, д-р хим. наук, профессор, заведующий лабораторией

ул. Купревича, 5/2, 220084, Минск

Khripach Vladimir A. – Academician, D. Sc. (Chemistry), Professor, Head of the Laboratory

5/2, Kuprevich Str., 220084, Minsk

khripach@iboch.byЖабинскийВ. Н.ZhabinskiiV. N.

Жабинский Владимир Николаевич – член-корреспондент, д-р хим. наук, профессор, гл. науч. сотрудник

ул. Купревича, 5/2, 220084, Минск

Zhabinskii Vladimir N. – Corresponding Member, D. Sc. (Chemistry), Professor, Chief Researcher

5/2, Kuprevich Str., 220084, Minsk

vz@iboch.byЛитвиновскаяР. П.LitvinovskayaR. P.

Литвиновская Раиса Павловна – д-р хим. наук, профессор, гл. науч. сотрудник

ул. Купревича, 5/2, 220084, Минск

Litvinovskaya Raisa P. – D. Sc. (Chemistry), Professor, Chief Researcher

5/2, Kuprevich Str., 220084, Minsk

litvin@iboch.byЧащинаН. М.ChashchinaN. M.

Чащина Наталья Михайловна – ст. науч. сотрудник

ул. Купревича, 5/2, 220084, Минск

Chashchina Natalia M. – Senior Researcher

5/2, Kuprevich Str., 220084, Minsk

chashchyna@iboch.byМанжелесоваН. Е.ManzhalesavaN. E.

Манжелесова Нелли Евгеньевна – канд. биол. наук, ст. науч. сотрудник

ул. Купревича, 5/2, 220084, Минск

Manzhalesava Nelli E. – Ph. D. (Biology), Senior Researcher

5/2, Kuprevich Str., 220084, Minsk

manzhelesova63@mail.ruСавчукА. Л.SauchukА. L.

Савчук Алина Леонидовна – вед. науч. сотрудник

ул. Купревича, 5/2, 220084, Минск

Sauchuk Alina L. – Leading Researcher

5/2, Kuprevich Str., 220084, Minsk

savchuk@iboch.byПетровМ. В.PetrovM. N.

Петров Михаил Валерьевич – мл. науч. сотрудник

ул. Купревича, 5/2, 220084, Минск

Petrov Mikhail V. – Junior Researcher

5/2, Kuprevich Str., 220084, Minsk

misha13062002@gmail.comИнститут биоорганической химии Национальной академии наук БеларусиInstitute of Bioorganic Chemistry of the National Academy of Sciences of Belarus202604052026702135140Copyright © Хрипач В.А., Жабинский В.Н., Литвиновская Р.П., Чащина Н.М., Манжелесова Н.Е., Савчук А.Л., Петров М.В., 20262026Хрипач В.А., Жабинский В.Н., Литвиновская Р.П., Чащина Н.М., Манжелесова Н.Е., Савчук А.Л., Петров М.В.Khripach V.A., Zhabinskii V.N., Litvinovskaya R.P., Chashchina N.M., Manzhalesava N.E., Sauchuk А.L., Petrov M.N.Данная работа распространяется под лицензией Creative Commons Attribution 4.0.This work is licensed under a Creative Commons Attribution 4.0 License.https://doklady.belnauka.by/jour/article/view/1303

Разработан региоселективный синтез эфиров борной кислоты на основе 24-эпибрассинолида и 24-эпикастастерона. Реакция этерификации протекает в мягких условиях с высоким выходом, приводя к образованию соответствующих 22,23-боратов стероидных фитогормонов в качестве единственных продуктов. Их ростостимулирующая активность была оценена с использованием яровой пшеницы (Triticum aestivum L.) в качестве модельной системы. Соединения вносили путем замачивания семян в растворах с концентрациями 10–7 и 10–9 М в течение 24 ч. Всхожесть оценивали через 7 дней, а высоту проростков, длину корней и сырую массу как проростков, так и корней измеряли через 10 дней после начала обработки. Было обнаружено, что синтезированные конъюгаты повышают всхожесть семян и стимулируют рост надземных частей (на 10–15 % по отношению к контролю), а также увеличивают накопление биомассы (на 13–23 %) и массу корней (на 8–22 %). Эти новые производные брассиностероидов (бораты) проявили более высокую ростостимулирующую активность, чем сами нативные гормоны.

A regioselective synthesis of boric acid esters derived from 24-epibrassinolide and 24-epicastasterone has been developed. The esterification proceeds under mild conditions with high efficiency, yielding the corresponding 22,23-borates of steroidal phytohormones as the sole products. Their plant growth-stimulating activity was evaluated using spring wheat (Triticum aestivum L.) as a model system. The compounds were applied via seed soaking in solutions at concentrations of 10–7 and 10–9 M for 24 hours. Germination rates were assessed after 7 days, while seedling height, root length, and fresh weight of both seedlings and roots were measured 10 days after the start of the treatment. The synthesized conjugates were found to enhance seed germination and stimulate the growth of above-ground parts (by 10–15 % relative to the control), as well as increase biomass accumulation (by 13–23 %) and root weight (by 8–22 %). These novel brassinosteroid derivatives (borates) exhibited higher plant growth-stimulating activity than the native hormones themselves.

брассиностероиды24-эпибрассинолид24-эпикастастеронборатысинтезTriticum aestivumвсхожесть семянростостимулирующая активностьbrassinosteroids24-epibrassinolide24-epicastasteroneboratessynthesisTriticum aestivumseed germinationplant growth-stimulating activityРабота выполнена при поддержке Белорусского республиканского фонда фундаментальных исследований (проект Х26КИ-001).The work was sponsored by the Belarusian Republican Foundation for Fundamental Research (project no. X26КИ-001).ReferencesKhripach V. A., Zhabinskii V. N., de Groot A. Brassinosteroids. A New Class of Plant Hormones. San Diego, 1999. 456 p. https://doi.org/10.1016/B978-0-12-406360-0.X5000-XKhripach V. A., Zhabinskii V. N., de Groot A. Brassinosteroids. A New Class of Plant Hormones. San Diego, 1999. 456 p. https://doi.org/10.1016/B978-0-12-406360-0.X5000-XShireen F., Nawaz M. A., Chen C., Zhang Q., Zheng Z., Sohail H., Sun J., Cao H., Huang Y., Bie Z. Boron: Functions and approaches to enhance its availability in plants for sustainable agriculture. International Journal of Molecular Sciences, 2018, vol. 19, no. 7, art. 1856. https://doi.org/10.3390/ijms19071856Shireen F., Nawaz M. A., Chen C., Zhang Q., Zheng Z., Sohail H., Sun J., Cao H., Huang Y., Bie Z. Boron: Functions and approaches to enhance its availability in plants for sustainable agriculture. International Journal of Molecular Sciences, 2018, vol. 19, no. 7, art. 1856. https://doi.org/10.3390/ijms19071856Artemuk Y. G., Litvinovskaya R. P., Karoza S. E., Bylskaya I. V., Tarasyuk A. N., Kovalenko V. V., Korzyuk O. V. Biological Activity of Brassinosteroid Conjugates with Organic Acids. Brest, 2025. 196 p. (in Russian).Artemuk Y. G., Litvinovskaya R. P., Karoza S. E., Bylskaya I. V., Tarasyuk A. N., Kovalenko V. V., Korzyuk O. V. Biological Activity of Brassinosteroid Conjugates with Organic Acids. Brest, 2025. 196 p. (in Russian).Derevyanchuk M. V., Litvinovskaya R. P., Sauchuk A. L., Khripach V. A., Kravets V. S. Influence of brassinosteroid modified with auxin on the regulation of plant growth and development under salt stress. Dopovidi Natsional’noї akademiї nauk Ukraїni = Reports of the National Academy of Sciences of Ukraine, 2015, no. 3, pp. 148–151 (in Russian).Derevyanchuk M. V., Litvinovskaya R. P., Sauchuk A. L., Khripach V. A., Kravets V. S. Influence of brassinosteroid modified with auxin on the regulation of plant growth and development under salt stress. Dopovidi Natsional’noї akademiї nauk Ukraїni = Reports of the National Academy of Sciences of Ukraine, 2015, no. 3, pp. 148–151 (in Russian).Litvinovskaya R. P., Vayner A. A., Zhylitskaya H. A., Kolupaev Yu. E., Savachka A. P., Khripach V. A. Synthesis and stress-protective action on plants of brassinosteroid conjugates with salicylic acid. Chemistry of Natural Compounds, 2016, vol. 52, pp. 452–457. https://doi.org/10.1007/s10600-016-1671-yLitvinovskaya R. P., Vayner A. A., Zhylitskaya H. A., Kolupaev Yu. E., Savachka A. P., Khripach V. A. Synthesis and stress-protective action on plants of brassinosteroid conjugates with salicylic acid. Chemistry of Natural Compounds, 2016, vol. 52, pp. 452–457. https://doi.org/10.1007/s10600-016-1671-yLitvinovskaya R. P., Shkliarevskyi M. A., Kolupaev Yu. E., Kokorev A. I., Khripach V. A. ROS-dependent stressprotective effect of 24-epicastasterone and its monosalicylate on wheat seedlings in hyperthermia. Applied Biochemistry and Microbiology, 2021, vol. 57, pp. 770–777. https://doi.org/10.1134/s0003683821060090Litvinovskaya R. P., Shkliarevskyi M. A., Kolupaev Yu. E., Kokorev A. I., Khripach V. A. ROS-dependent stressprotective effect of 24-epicastasterone and its monosalicylate on wheat seedlings in hyperthermia. Applied Biochemistry and Microbiology, 2021, vol. 57, pp. 770–777. https://doi.org/10.1134/s0003683821060090Litvinovskaya R. P., Shkliarevskyi M. A., Kolupaev Yu. E., Kokorev A. I., Khripach V. A., Dmitriev A. P. Effect of 24-epicastasterone and its monosalicylate on salt resistance of Arabidopsis thaliana wild type and the salicylate-deficit NahG transformants. Russian Journal of Plant Physiology, 2022, vol. 69, art. 35. https://doi.org/10.1134/S1021443722020108Litvinovskaya R. P., Shkliarevskyi M. A., Kolupaev Yu. E., Kokorev A. I., Khripach V. A., Dmitriev A. P. Effect of 24-epicastasterone and its monosalicylate on salt resistance of Arabidopsis thaliana wild type and the salicylate-deficit NahG transformants. Russian Journal of Plant Physiology, 2022, vol. 69, art. 35. https://doi.org/10.1134/S1021443722020108Manzhalesava N. E., Litvinovskaya R. P., Poljanskaja S. N., Karytsko L. A., Savachka A. P. Protective effect of bra sinosteroid salicilates on spring barley plants exposed to biotic stress. Doklady Natsional’noi akademii nauk Belarusi = Doklady of the National Academy of Sciences of Belarus, 2019, vol. 63, no. 3, pp. 304–311 (in Russian). https://doi.org/10.29235/15618323-2019-63-3-304-311Manzhalesava N. E., Litvinovskaya R. P., Poljanskaja S. N., Karytsko L. A., Savachka A. P. Protective effect of bra sinosteroid salicilates on spring barley plants exposed to biotic stress. Doklady Natsional’noi akademii nauk Belarusi = Doklady of the National Academy of Sciences of Belarus, 2019, vol. 63, no. 3, pp. 304–311 (in Russian). https://doi.org/10.29235/15618323-2019-63-3-304-311Manzhаlesаva N., Litvinovskaya R. P., Poljanskaja S. N., Khripach V. A. The effect of phytohormonal steroids in combination with succinic acid on the resistance of Hordeum vulgare L. to Helminthosporium teres Sacc. The Open Agriculture Journal, 2022, vol. 16, art. e187433152207130. https://doi.org/10.2174/18743315-v16-e2207130Manzhаlesаva N., Litvinovskaya R. P., Poljanskaja S. N., Khripach V. A. 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The authors declare that there are no conflicts of interest present.